Home Vacation Home Rentals By Owner In Kailua Kona, HI

Showing 40 Of 208 Vacation Rentals
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Exceptional(38)

$880.23

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Private Vacation Home

️Oceanfront Kona Villa #11 Near Magic Sands | AC + Pool

Kailua Kona, Hawaii, United States

Oceanfront Kona Villa #11 Near Magic Sands | AC + PoolbrbrWake up to panoramic ocean views and the sound of the waves at The Kona Hideaway #11—your private oceanfront escape in the gated Kona Onenalo community. This beautifully renovated 3BR villa offers elevated island living just steps from Magic Sands Beach and La'aloa Bay.brbrWith expansive lanais, lush tropical surroundings, and access to an oceanfront pool and hot tub, this villa blends privacy, comfort, and unbeatable location.brbrWhy Guests Love This VillabrbrOceanfront setting in exclusive gated communitybrWalk to Magic Sands Beach, snorkeling, and diningbrSpacious lanais with ocean and garden viewsbrWhisper-quiet AC with individual room controlsbrStylish 2022 renovation with high-end finishesbrbrInterior HighlightsbrbrOpen-concept living with soaring ceilings & floor-to-ceiling slidersbrGourmet kitchen with high-end appliances & water filtrationbrSmart TVs, high-speed Wi-Fi, ceiling fans throughoutbrFull-size washer/dryer + outdoor showerbrbrSleeping ArrangementsbrbrPrimary Suite: Cal-king bed, lanai access, ocean views, dual showersbrGuest Suite: King bed (or two twins), desk, en-suite bathbrThird Bedroom: Queen bed, desk, reading chair, peekaboo ocean viewbrbrOutdoor & Community FeaturesbrbrTwo large lanais for dining and relaxingbrOceanfront pool & hot tub with panoramic viewsbrPrivate community with only 12 villas (Unit #11)brbrLocationbrbrSteps to White Sands Beach (Magic Sands)brDirect access to La'aloa Bay snorkelingbrWalk to Magic's Beach Grill & Beach Shackbr3 miles to Kailua-Kona VillagebrUnder 2 miles to Keauhou Shopping Center & golfbrbrGood to KnowbrbrMinimum stay varies seasonallybrCommunity pool closed one day monthly for maintenance (inquire for dates)brNon-smoking, no petsbrbrTA: 167-155-9680-01brSTVR: 19-355982brNUC: 19-0821brbrConcierge ServicesbrbrOur guest concierge team is here to elevate your stay—from booking manta ray night dives and snorkel cruises to arranging private chefs, massages, and unforgettable island experiences.
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Exceptional(35)

$460.24

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Private Vacation Home

Perfect Home for your Hawaiian Vacation! HR

Kailua Kona, Hawaii, United States

TA:113-482-3424-01brTMK: 780120920000brSTVR#19364178brbrHave your dreamed of vacationing near Keauhou Bay Now is your opportunity!! This charming 2 bedroom, 2 bath home is awaiting you! Keauhou Bay is known for its, beautiful, calm waters, it is ideal for families, snorkeling, kayaking, fishing, and stand up paddling. Our home offers the perfect setting for a family vacation. The large expansive back lanai with wet bar is great for entertaining and enjoying life near the ocean. The quiet neighborhood is ideal for the remote worker and those who just desire to relax on the lanai. The charming office has a lovely desk set up for anyone who needs to do a bit of work in paradise.brbrUpon entering, you'll be welcomed into a Hawaiian style, contemporary common area. The layout offers an open floor plan with vaulted ceilings and bamboo flooring in the living and dining areas. A large full kitchen is open to the dining and living room and is a great gathering place! Beach chairs, umbrella, various beach gear is located in the carport storage closet. brbrHolua Road is a fabulous location just one street off Keauhou Bay, walk to nearby shopping, movies, and restaurants at Keauhou Shopping Center less than a ½ a mile away. brbrThe Kailua-Kona Coast has the most colorful and spectacular pink, lavender, and orange sunsets in Hawaii. Maybe you'll be lucky and spot the famous 'Green Flash” at sunset, as the sun dips behind the horizon. You can watch the incredible Kona sunsets right from one of the decks or the lanai, as well as the cruise ships, para-sailing, whales and dolphins. brbrThe Kailua-Kona Historical Village is a short drive from the Keauhou Bay Beach House. The Village is very quaint, with lots of charm and good shopping right along the water's edge. Some of the activities you can find in the Village and nearby are: beaches, luau's, farmer's markets, art galleries, jewelry shops, restaurants, boating, snorkeling, scuba diving, surfing, boogie boarding, and deep sea fishing…Just about every water sport you can think of! There are also several great golf courses nearby. There is so much to do to stay active, or you can do nothing and just lounge on the beach.brbrPlease feel free to contact us directly to find out how we can help make your Hawaiian Vacation Dreams come true!brbr*Please be advised that the AC is locked at 75°F*brbr**Garage is off-limits for owner storage, there is still enough parking for two vehicles in the driveway including additional street parking nearby **
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Exceptional(11)

$302.79

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Ocean View 3BR Townhome | Walk to Beach & Downtown Kona | Pool, Hot Tub & AC AA1

Kailua Kona, Hawaii, United States

**Ocean View Townhome | Walk to Beach & Downtown Kona | Gated Resort w/ Pool & AC** brbrEnjoy breathtaking **ocean and sunset views** from this quiet, spacious **3BR/3BA townhome** in the gated **Alii Cove** community on prestigious **Alii Drive**. Located directly across from **Honl's Beach** and just a **5-minute walk to downtown Kailua-Kona**, this home offers the perfect blend of relaxation, convenience, and resort-style amenities.brbrSip wine on your **private lanais**, watch **cruise ships** in the harbor, and during the right season, spot **whales and dolphins** from the comfort of your vacation home.brbr--- **Top Features**brbr* **Ocean View Lanai**br* **Central Air Conditioning**br* **High-Speed WiFi**br* **Resort Pool, Hot Tub & Fitness Center**br* **Walk to Beach, Restaurants & Shops**br* **In-Unit Washer/Dryer & BBQ**br* **Beach Gear Included**br* **One Free Assigned Parking Space**brbr---brbr**Inside the Home**brThis beautifully furnished **two-story townhome** features:brbr* **3 bedrooms and 3 full bathrooms**br* **Gourmet kitchen** with granite countertopsbr* Spacious **living and dining areas**br* **Primary suite with private lanai**br* **Loft space** for work or loungingbrbr---brbr **Prime Kona Location**brWalk to **Kailua-Kona Historic Village**, beaches, shops, restaurants, farmer's markets, luaus, snorkeling, surfing, fishing, and golf. Enjoy Kona's legendary **sunsets** and ocean views every evening.brbr---br **Important Notes**brbr* Garage contains owner vehicle but is accessible for beach equipment.br* **Spall repair work** begins **Jan 5, 2026**, with possible noise and dust (estimated completion under 18 months).br* Mailbox access unavailable. Packages should be sent to our office:br **75-169 Hualalai Rd., Suite 201, Kailua-Kona, HI 96740**br Office Hours: Mon–Fri, 8 AM–4 PM.
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$3742.42

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Exclusive 4BR Ke Alaula Estate (124) at Hualalai – Infinity Pool & Ocean Views

Kailua Kona, Hawaii, United States

Seasonal Noticesbr• Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their discretion. Please contact Hualalai Resort directly for more details.br* Each January, Hualalai Resort hosts the Mitsubishi Electric Championship. This event will result in temporary modifications to guest access at select resort amenities.brbrWelcome to 4BD Ke Alaula Estate, an exceptional 4-bedroom, 4.5-bath private residence set within the world-renowned Hualalai Resort. Spanning 3,725 sq ft of luxurious indoor–outdoor living, this meticulously designed home offers panoramic ocean and golf course views, a private heated pool and spa, and seamless access to Hualalai’s premier resort amenities. Thoughtfully curated for families and discerning travelers, Ke Alaula Estate delivers the quintessential Hualalai experience—privacy, elegance, and effortless island living for up to eight guests.brbrWhat You’ll Love About 4BD Ke Alaula Estatebr• Private heated pool & spa overlooking the 7th fairway with sweeping ocean viewsbr• Two complimentary 4-seater golf carts for effortless resort-wide accessbr• Expansive indoor–outdoor living with panoramic pocket doors and sunset-facing lanaibr• Gourmet chef’s kitchen with premium appliances, granite counters & large islandbr• Premier access to Hualalai Resort amenities, pools, dining, spa, and cultural activitiesbrbrLiving and DiningbrThe great room sets the tone with vaulted ceilings, natural textures, and wide sliding doors that open completely to the lanai. Plush seating invites your group to relax after sun-filled days, while the dining area—seating eight beneath a contemporary fixture—frames lush golf course and ocean scenery. Indoor–outdoor flow is effortless, making this space ideal for gatherings, celebrations, and tranquil evenings at home.brbrChef-Ready KitchenbrDesigned for culinary ease, the chef’s kitchen features granite countertops, a spacious island with seating, premium appliances, and abundant prep space. Stainless steel finishes, custom cabinetry, and an additional breakfast nook make the kitchen both functional and inviting—perfect for morning coffee, shared cooking, or arranging chef-prepared meals.brbrOutdoor OasisbrOutside, your private heated pool and spa overlook manicured fairways and the blue horizon beyond. Multiple lounge areas, a covered dining lanai, and a built-in BBQ create a serene setting for al fresco meals and sunset cocktails. A private garden off the bedroom wing adds to the sense of seclusion, while the outdoor shower offers a refreshing post-beach retreat.brbrSleeping Quartersbr• Primary Suite – King bed, ensuite bath, lanai access, outdoor shower, soaking tub, golf + ocean viewsbr• Guest Suite 2 – Queen bed, ensuite bath, private lanai accessbr• Guest Suite 3 – Twin beds (convertible to King), ensuite bath, private access to outdoor gardenbr• Guest Suite 4 – King bed, ensuite bath, private lanai accessbrbrExtrasbrCentral A/C • High-speed Wi-Fi • Washer/Dryer • Luxury linens • Malie Organics bath products • Beach gear • Fully stocked laundry & cleaning essentials • Mid-stay housekeeping available • Two 4-seat golf carts includedbrbrHualalai Resort Community HighlightsbrAs a guest of Ke Alaula Estate, enjoy convenient access to Hualalai’s top-tier amenities (with required daily resort fees), including:br • 18-hole Jack Nicklaus Championship Golf Coursebr • Five resort pools & Four Seasons Ocean Activities through Alaka‘i Nalubr • Hualalai Sports Club & Spa • Tennis Club • Kids For All Seasonsbr • Cultural center • Shoreline chaise lounges • Resort dining outletsbr • Resort-wide charge privileges & concierge supportbrNearbybr From your villa, walk or cart to beaches, restaurants, resort shops, and cultural venues. A short drive brings you to Kailua-Kona’s farmer’s markets, local eateries, hiking trails, and the island’s famous white-sand beaches including Kua Bay and Makalawena.brbrGood to Knowbr• Please be advised that during the IRONMAN World Championship in October 2026 (race day: October 10), there will be significant road closures and traffic delays throughout the Kona and Kohala areas. These closures may impact driving routes and travel times during your stay. Detours and traffic control measures will be in place to accommodate the event. We apologize for any inconvenience this may cause and recommend planning your travel accordingly.br• Resort fees, amenities, and availability are subject to change.br• Security cameras onsite: driveway active; entry camera covered/off during guest stays.br• Hualalai Resort Access: Daily resort fees apply for guests who wish to access Hualalai Resort amenities. These are paid directly to the Resort and are not included in the rental rate.brShoulder Season : Adults $77.00 per person, Keiki (5 - 13) $38.00 per person, Keiki (4 and under) ComplimentarybrApril 9 - June 19brAugust 16 - November 19brNovember 29 - December 19brbrPeak Season: Adults $118.00 per person, Keiki (5 - 13) $59.00 per person, Keiki (4 and under) ComplimentarybrJanuary 4 - February 12brFebruary 21 - March 15brJune 20 - August 15brbrPeak of Peak Season: Adults $175.00 per person, Keiki (5 - 13) $87.00 per person, Keiki (4 and under) ComplimentarybrFebruary 13 - February 20brMarch 16 - April 8brNovember 20 - November 28brbrFestive Season: Adults $237.00 per person, Keiki (5 - 13) $118.00 per person, Keiki (4 and under) ComplimentarybrDecember 20, 2026 - January 3, 2027br• Mandatory mid-stay cleaning applies for stays 14+ nights.br• STVR Permit ID: PL-STVR-2025-001096br• Hawaii Tax ID: TA-201-914-8288-01br• TMK: 3720210010000brbrThis estate is professionally managed by The LeRoy Collection at Gather Vacations. Benefits include:br• Dedicated reservation managers to guide you through your booking processbr• Pre-arrival guest services support and itinerary planningbr• If requested, a personal introduction and orientation walk-through are available within business hoursbr• Knowledgeable on-island property management staff offering customized care and local tips during your staybr• Luxury appliances, furnishings, fixtures, and decorbr• High-end linensbr• Malie Organics toiletriesbr• Fully stocked supplies, such as detergents, paper products, and more!br• Please note there are security cameras on the premises that are covered and turned off during your staybrbrEvery rental booking with The LeRoy Collection at Gather Vacations. includes:br• Meticulously inspected homebr• Guided orientation and tour upon requestbr• Local team with property and area expertisebr• Access to property-specific concierge service options (grocery shopping, housekeeping, private yoga, personal chefs, etc.)br• Guest support throughout your staybrbrExclusively offered by Gather’s luxury portfolio, 4BD Ke Alaula Estate delivers timeless Hualalai elegance, unparalleled resort access, and a serene ocean-view sanctuary designed for extraordinary Big Island living. Reserve your stay today and experience a level of comfort and sophistication that feels unmistakably like home.
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Exceptional(11)

$219.82

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3 bedroom amazing location ACN4

Kailua Kona, Hawaii, United States

TA: 208-146-2272-01brTMK: 750180080080br​​​​​​​brWelcome to our beautiful Alii Cove Townhome! This gated community is located on Alii Drive, just across the street from Honl's Beach and a five-minute walk to the Village of Kailua-Kona, where you'll find a variety of restaurants, shopping, entertainment, and cultural experiences. Adventure is just steps away with activities like paddleboarding, snorkeling, surfing, parasailing, and zip-lining—all within minutes. Alii Cove itself offers resort-style amenities, including a pool, Jacuzzi, keiki (children's) pool, BBQ facilities, and a fitness center.brbrElegantly decorated with a luxurious yet comfortable Hawaiian twist, this townhome features three bedrooms and three bathrooms. The main level boasts tile flooring, a large lanai off the living room, and a fully equipped kitchen. Upstairs, the master suite offers its own expansive lanai with breathtaking ocean views. The home comes complete with beach essentials—cooler, chairs, umbrella, beach toys, and towels—plus air conditioning, in-unit washer/dryer, Wi-Fi, and cable TV.brbrKailua-Kona is famous for its spectacular sunsets—vivid pink, lavender, and orange skies that may even reveal the elusive “Green Flash.” From your lanai or deck, watch the sun dip behind the horizon, cruise ships sail by, and whales or dolphins play in the bay.brbrA short walk away, Kailua-Kona Historical Village offers quaint charm, waterfront shopping, and local dining. Enjoy endless activities nearby, including luaus, farmer's markets, art galleries, boating, scuba diving, surfing, boogie boarding, deep-sea fishing, and several world-class golf courses. Whether you choose adventure or relaxation, this townhome is the perfect base for your Hawaiian getaway.brbrPlease contact us to find out how we can help make your Hawaiian vacation dreams come true!brbr***Possible noise and dust: Spall repair work throughout the property starting on Jan 05, 2026. Estimated completion in less than 18 months.br**Please be advised that access to the mailboxes is unavailable. For package deliveries, please send them to our office at:br75-169 Hualalai Rd. Suite 201, Kailua-Kona, HI 96740brOffice Hours M-F: 8a-4p
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Exceptional(43)

$1252.14

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Holua Kai #27: Luxury Oceanfront Villa w/Private and Resort Pools & Spas

Kailua Kona, Hawaii, United States

Immerse yourself in the serene beauty of Holua Kai #27, a pristine home that seamlessly blends comfort with island elegance. This spacious 3-bedroom, 3-bathroom villa spans 2,372 square feet and invites you to savor both luxury and the peaceful backdrop of Kailua Kona. Enjoy your own private saltwater pool surrounded by lush landscaping, where gentle island breezes accompany stunning views of the Kona Country Club fairways.brbrWhat You’ll Love About Holua Kai #27br• Private saltwater pool and spa overlooking the golf coursebr• Open-concept great room with seamless indoor–outdoor flowbr• Luxurious primary suite with private lanai accessbr• Gourmet chef’s kitchen with commercial-grade appliancesbr• Tranquil setting in a gated communitybrbrLiving & DiningbrExperience a light-filled great room designed for both relaxation and entertaining. Large pocket doors open to the outdoor oasis, creating a natural extension of the living space. A stylish dining area seats six comfortably, transforming each meal into a special occasion enhanced by views and natural light.brbrChef-Ready KitchenbrThe modern chef’s kitchen is as functional as it is beautiful, featuring high-end finishes, a spacious island, and premium commercial-grade appliances. Step easily onto the lanai for alfresco dining. Whether brewing your morning espresso with the Breville Nespresso machine or preparing fresh island dishes, this kitchen is a culinary haven.brbrOutdoor OasisbrStep onto the expansive covered lanai, complete with comfortable seating for lounging or dining. Take a refreshing dip in the private saltwater pool or unwind in the spa while soaking in views of the golf course. Surrounded by lush tropical gardens, the outdoor space is ideal for relaxing afternoons or memorable evenings under the stars.brbrSleeping Quartersbr• Primary Suite – King bed, ensuite bath with free-standing soaking tub, private lanai accessbr• Guest Bedroom 2 – King bed, ensuite bath, private lanai accessbr• Guest Bedroom 3 – Twin beds convertible to a king, ensuite bathbrbrExtrasbrEnjoy in-home amenities including central air conditioning, high-speed Wi-Fi, a full-size washer and dryer, smart TVs, and beach gear for your island adventures. Plush linens and thoughtful touches throughout ensure exceptional comfort.brbrResort / Community HighlightsbrGuests have access to a luxurious community pool and hot tub, along with resort amenities such as golf, tennis, and scenic walking paths. The gated community provides an ideal balance of privacy and convenience.brbrNearbybr• Walk to local shops and restaurantsbr• Short drive to beautiful beaches and downtown Kailua-KonabrbrGood to Knowbr• Holua Racquet and Paddle offers Open Pickleball Play for members and non-members, with a schedule that includes play sessions every day of the week, including a Saturday Round Robin. Non-members pay a drop-in fee per session ($10, increasing to $15 on September 15, 2025). Punch cards will also be available starting September 15: a 7-punch card for $90 and a 10-punch card for $120, valid only for Open Play. Court reservations for tennis and pickleball remain $10 per person, per hour. All guests must now use a QR code for sign-in.br• This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay.br• Tax ID: TA-189-729-8432-01br• This property is a licensed short-term vacation rental. STVR-21-459061br• TMK: 780230270000brbrExperience the classic Hawaiian lifestyle and reserve your dates now at Holua Kai #27—your private slice of tropical paradise awaits.
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Exceptional(79)

$1660.26

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Oceanfront Home | Gated Kona Bay Estates | AC in Bedrooms. Blue Water

Kailua Kona, Hawaii, United States

Set along the dramatic Kona coast, Blue Water by Gather is a luxury oceanfront estate offering the ultimate in island living. This two-story, 3,400 sq. ft. home features three ensuite bedrooms, an observation loft, and multiple gathering spaces surrounded by water and tropical gardens. Located within the exclusive gated community of Kona Bay Estates, this private retreat welcomes up to 10 guests to experience the beauty, culture, and tranquility of Hawai‘i.brbrWhat You’ll Love About Blue Water by Gatherbr• Oceanfront pool, spa, and expansive lanai with panoramic coastal viewsbr• Gourmet kitchen with granite counters, 6-burner range, and curved breakfast barbr• Open-air living and dining areas with accordion doors that embrace ocean breezesbr• Primary suite with private lanai, media lounge, and loft with Twin beds and 360° viewsbr• Air conditioning in all bedrooms for cool, restful nightsbr• Concierge services available, including private chef, airport pickup, and local excursionsbr• Access to Kona Bay Estates’ lagoon and white sand beach—swimmable year-roundbrbrLiving & DiningbrStep inside and discover the open-concept living area designed to blend seamlessly with the outdoors. Multiple sets of sliding doors open to the pool deck, letting in ocean breezes and the sound of waves. The tiled great room offers plush seating, a smart TV, and easy flow to indoor and outdoor dining spaces.brbrThe gourmet kitchen is ideal for entertaining, featuring granite countertops, a 6-burner range, double ovens, and a curved island bar with seating. Dine indoors or step onto the lanai for an oceanfront meal under the stars. A convenient half bathroom is located on the main level.brbrOutdoor OasisbrRelax in total privacy on over half an acre of lush tropical landscaping. The oceanfront pool and hot tub overlook the Pacific, providing front-row seats to Hawai‘i’s world-famous sunsets. Lounge on the deck, dine alfresco at the outdoor table for eight, or unwind beside the koi pond and cascading water features that enhance the home’s tranquil ambiance.brbrSleeping Quartersbr• Primary Suite (Upstairs) – King canopy bed + futon, private lanai, media lounge, ensuite bath with dual vanities, jetted tub, and walk-in shower. A loft above the suite offers two Twin beds surrounded by panoramic ocean and mountain views.br• Guest Suite 2 (Upstairs) – King bed, ensuite bath with tub/shower combo, mountain views, and central A/C.br• Guest Suite 3 (Downstairs) – Queen canopy bed, ensuite bath with tub/shower combo, central A/C, and garden access.br• Half Bath – Located on the main level.brbrEach suite is individually air-conditioned for comfort and features tropical décor, ceiling fans, and ensuite bathrooms.brbrExtrasbrEnjoy thoughtful amenities throughout your stay, including high-speed Wi-Fi, Smart TVs, in-home laundry, private driveway, and garage. The home’s design pays homage to Hawaiian heritage, highlighted by the Poi Pounder fountain and lava rock features that frame the entrance.brbrAs part of your reservation, you’ll have exclusive access to concierge services, including daily maid service, airport pick-up, lei greeting, private whale watching and snorkeling tours, and private chef experiences—all designed to make your stay effortless and unforgettable.brbrResort & LocationbrLocated within the gated Kona Bay Estates, this home offers privacy and security just minutes from Kailua-Kona Village, where you’ll find fine dining, shopping, and local attractions. The nearby lagoon offers calm, shallow waters ideal for swimming and snorkeling year-round.brbrExplore nearby historic sites, coffee farms, and pristine beaches, or simply unwind at your private coastal retreat.brbrGood to Knowbr• This home features A/C in all sleeping areas; however, the living room, dining room, and kitchen are not equipped. With multiple accordion doors and open design, the home stays cool with natural ocean breezes.br• Note: This home is direct oceanfront with water surrounding the main spaces; it may not be ideal for families with small children.br• A/C thermostats are preset to shut off at 10:30 a.m. and 2:30 p.m. They operate continuously at night, maintaining a minimum temperature of 74°F for guest comfort.br• Parking: Private driveway and garage.br• Community: Gated access, swimming lagoon, and beach within Kona Bay Estates.br• Concierge services available upon request.br• This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay.br• HI Registration: TA-022-625-4848-01br• STVR 19-353850 / NUC-19-0699 / PL-NUCR-2024-002562br• TMK 750050340000brbrFrom morning coffee with ocean views to starlit evenings by the pool, Blue Water by Gather offers an unforgettable blend of Hawaiian tradition and modern luxury—perfect for family retreats or special getaways on the Big Island.
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$1200.5

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Oceanview Air-Conditioned Kona Estate w/ Infinity Pool & Sunset Views

Kailua Kona, Hawaii, United States

Set within the gated enclave of Keauhou Estates, Hale Nai'a is a striking oceanview retreat where architecture, art, and horizon-wide vistas take center stage. From its dramatic entry to the infinity-edge pool overlooking Keauhou Bay, this private home delivers a confident sense of island living designed for connection, comfort, and unforgettable sunsets.brExpansive sightlines frame the Pacific from nearly every room, while cooling trade winds move naturally through clerestory windows. Polished fossilized Portuguese limestone floors ground the home in timeless style. With more than 4,000 square feet of open living space, the layout balances grand gathering areas with quiet privacy, ideal for couples traveling together or families with older children.brbrWhat You’ll Love About Hale Nai'abr• Panoramic ocean views stretching from Keauhou Bay past Kona Townbr • Infinity-edge heated lap pool and heated spa with sunset-facing lanaibr • Central Air Conditioning throughout the entire home br • Sculptural entry water feature featuring life-sized bronze dolphins by Dale J. Eversbr • Open-concept great room with soaring ceilings and wet barbr • Three private ensuite bedrooms, each with its own lanaibrbrLiving & DiningbrThe great room unfolds toward the outdoors, stepping down to the pool deck and ocean beyond. Comfortable seating invites long conversations, while the wet bar makes evening gatherings effortless. Wraparound windows keep the scenery present at every hour, filling the space with light, movement, and breeze.brbrChef-Ready KitchenbrDesigned for both casual mornings and elevated dinners, the gourmet kitchen features sleek cabinetry, granite countertops, stainless steel appliances, and generous prep space. An adjoining family room with expansive windows ensures ocean views remain part of every meal.brbrOutdoor OasisbrThe expansive lanai anchors the home. An infinity-edge lap pool appears to merge with the Pacific below, paired with a heated spa positioned perfectly for sunset viewing. Whether dining outdoors or simply relaxing, the setting feels immersive and serene.brbrSleeping Quartersbr• Primary Suite – Cal King bed, Two Twin beds, ensuite bath, ocean and garden views, private balcony, central A/C, blackout drapesbr • Guest Suite 2 – Queen bed, ensuite bath, garden view, private balcony, central A/C, ceiling fan, blackout drapesbr • Guest Suite 3 – Queen bed, ensuite bath, garden view, private balcony, central A/C, ceiling fan, blackout drapesbrbrExtrasbr• Central A/C throughout the homebr • Gated community with on-site securitybr • Maximum of two vehicles permittedbrbrNearbybrA short drive brings you to Keauhou Bay, Kona Country Club golf, snorkeling coves, oceanfront dining, and local markets. Kailua-Kona town is minutes away, with Kona International Airport (KOA) offering convenient island access.brbrGood to Knowbr • The home features multiple indoor and outdoor water elements that are not childproof. br • No parties, gatherings, or events permitted. Noise monitoring with strict enforcementbr • No smoking or vaping anywhere on the propertybr • Government-issued photo ID and credit card verification required prior to arrivalbr • Temporary photos are shown. Professional photography is forthcoming to best showcase the home.br• This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay.br• TA-176-876-4928-01br• TMK: 780210480000br• STVR-19-345633/NUC-19-0299brbrReserve your dates at Hale Nai'a and settle into a refined Kona retreat where ocean views, thoughtful design, and privacy define the experience.
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$635.84

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Pineapple House: Ocean View Home in Keauhou Estates w/ Private Hot Tub, BBQ & AC

Kailua Kona, Hawaii, United States

This elegant 3-bedroom, 2-bath home in the gated Keauhou Estates blends spacious island living with serene privacy. Set on the ground level with tropical gardens, city views, and a glimpse of the Pacific, it offers a refined retreat just minutes from downtown Kailua-Kona.brbrWhat You’ll Love About Pineapple Housebr* Expansive great room with soaring ceilings & open-air designbr* Covered lanai with hot tub, BBQ & panoramic ocean viewsbr* Master suite with soaking tub, walk-in shower & wrap-around windowsbr* Tropical garden setting in a private, gated communitybr* Easy access to Kona’s dining, shopping & island attractionsbrbrLiving & Dining brStep inside to a sunlit great room framed by vaulted white ceilings and broad windows. Relax in the comfortable lounge seating, watch your favorite show on the Smart TV, or enjoy conversation with the backdrop of a water feature and lush greenery. The open plan flows seamlessly to indoor dining areas that seat six and breakfast counters perfect for morning coffee.brbrChef-Ready KitchenbrA fully equipped kitchen awaits with stainless steel appliances, dual prep counters, and four barstools at each counter for casual gatherings. From sunrise fruit platters to fresh-caught grilled fish, this space makes mealtime effortless.brbrOutdoor Oasis brThe covered lanai offers both shade and open views of the coastline. Unwind in the bubbling hot tub as the sun sets, grill on the Weber BBQ, or stretch out on a lounge chair while birdsong fills the air. Manicured landscaping, fruit trees, and a private water garden complete the tranquil outdoor experience.brbrSleeping Quartersbr* Primary Suite – King bed, ensuite bath with soaking tub & walk-in shower, ocean & garden views, lanai access, split A/C, ceiling fanbr* Guest Bedroom 2 – King bed, garden view, split A/Cbr* Guest Bedroom 3 – Queen bed, garden view, split A/C, ceiling fanbrbrExtrasbr* High-speed Wi-Fi, Smart TVs, washer/dryer, garage parkingbr* Beach chairs & towels, ceiling fans, and self check-inbr* A/C in sleeping areas onlybrbrNearbybrA 12-minute drive brings you to downtown Kailua-Kona’s restaurants, boutiques, and waterfront. The home sits just off Ka’ahumanu Highway for convenient island exploration, and Kona International Airport is only 25 minutes away.brbrGood to Know br* This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay.br* Please note this property is only equipped with A/C in the sleeping areas.br* TA-128-211-5072-01 br* This property is a licensed short term vacation rental. STVR-19-354367 / NUC-19-0765 / PL-NUCR-2025-003483 br* TMK 780210180000brbrReserve your stay at Pineapple House and enjoy the quiet elegance of Big Island living.
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$4147.27

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Private Vacation Home

Experience luxury at Hale Alii Honu Kai in Kailua Kona—3BR, pool, and space for 9.

Kailua Kona, Hawaii, United States

*Inquiry Only*brbrHale Ali'i Honu Kai is a stunning 5,000 sq. ft. retreat designed for ultimate relaxation and connection with nature. Soaring ceilings, panoramic ocean views, elegant shoji screens, and telescoping glass doors dissolve the line between indoor luxury and the natural world.brSurrounded by lush tropical gardens, the home features a 50-foot lanai, a tranquil oceanside infinity pool, and multiple open-air gathering spaces—all leading to a rare 300-foot stretch of private oceanfront, offering breathtaking views at every turn.brEscape to your own peaceful sanctuary, perfectly situated in the heart of Kona.brbrSpacebrPrimary bedroom: Cal King / Office / Indoor, outdoor bathbrBamboo studio: Cal King / Kitchen / Air- conditioningbrOhana 2nd floor: 1 bedroom: Cal King, living room: Queen bed & Single day bed, 1 bathroombrExpansive open-air dining and lounging spacebrJapanese-inspired estate infused with rich Hawaiian heritagebrLush, park-like grounds with the soothing soundtrack of the oceanbrbrAmenities:brGated, privatebrWasher/dryerbrSecurity systembrGourmet kitchen with commercial appliancesbrImu pit / prep areabrPark-like setting garden with a pavilionbrOutdoor diningbr4 televisions including 56 inch HDTV media roombrWall safebrHigh speed wireless internetbrSecure gated parkingbrOceanside infinity poolbrFully equippedbrKitchen equipped with basic appliances, kitchenware, tableware, and much more. brGrill on lanaibrCleaning productsbrLinens: bedding, kitchen and bathroombrBeach accessories - Beach towels, beach chairs, umbrella, cooler and some sand toysbrAir conditioning (in Bamboo Studio)brFree internet, WiFibrPrivate Pool brExperiencebrWithin walking distance - Snorkeling, Magic Sands Beach & Magic's restaurant.brJust 3 miles south is Kona Country Club, Golf, restaurant and lounge.brDramatic volcanoes only a short helicopter ride away.brStargazing on Mauna Kea is a favorite!brbrAreabrKailua-Kona / KeauhoubrLocated just 8 miles south of Keahole-Kona Airport, the sunny Kona district is known for its crystal-clear waters and rich cultural heritage. Explore historic landmarks like Huliheʻe Palace, Mokuʻaikaua Church, and Ahuʻena Heiau, or immerse yourself in local traditions at signature events such as the International Billfish Tournament (August), Ironman World Championship Triathlon (October), and the Kona Coffee Cultural Festival (November).brSpend your days snorkeling, diving, paddle boarding, or simply watching spinner dolphins and Hawaiian sea turtles glide along the shoreline. Stroll down scenic Ali'i Drive for oceanfront dining, cocktails, and stunning sunsets. For a deeper taste of the island, tour Kona's renowned coffee farms, vanilla farms, or even visit a unique seahorse farm.brAt the southern end of Kailua-Kona lies Keauhou Bay, the historic birthplace of King Kamehameha III. This coastal gem offers ideal conditions for swimming, kayaking, canoeing, snorkeling, and spotting graceful manta rays—perfect for those seeking adventure or peaceful connection with the ocean.brbrOther things to note:brAll LUVA Vacation Rentals are professionally cleaned, with enhanced cleaning protocols in place to ensure our guests can relax and vacation with confidence.brPersonal greeting and orientation of Hale Alii Honu Kai on arrival day.brGuests are required to sign a rental agreement with LUVA Real Estate. brLUVA provides the basic household conveniences for the kitchen, bathrooms, and laundry room.brA complimentary welcome gift awaits our guests upon arrival.brConcierge services: upon requestbrParties, receptions, weddings, luaus, events and gatherings of any kind are strictly prohibited.br brHoliday Booking Policy:br--Please note; we can not accept or confirm Instant Bookings for our holiday seasons, December 15 - January 7, all years. Please email our Management team for availability and holiday season requirements and/or restrictions// Festive Seasons is non-refundable, non-changeable. brTo ensure a seamless holiday experience, we have the following booking requirements for Christmas and New Year's stays:br - If booking over both Christmas and New Year's, a 10 night stay is required.br - If not staying for both holidays, check-in and check-out must fall between December 26–29.brThank you for your understanding—we look forward to hosting you for a festive and memorable stay!br.br*60 days cancelation policy. br brSTVR-19-357217brGET / TAT : W26343683-01
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Exceptional(44)

$622.12

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Private Vacation Home

Lanai & Resort-Style Perks! Kona Townhome

Kailua Kona, Hawaii, United States

Walk to Beach | Ocean-View Balcony | Community Pool & Hot TubbrbrExperience refined island living at this Kailua Kona vacation rental in Na Hale O Keauhou. Enjoy lush greenery, pristine grounds, and a serene, upscale atmosphere. Start mornings with coffee and sweeping ocean views from the balcony, then explore Big Island sights, including Volcanoes National Park, Hapuna Beach, and Kahalu’u Beach Park. End your day with a peaceful sunset dinner on the lanai, embracing true Hawaiian tranquility.brbr-- THE PROPERTY --brbrTA-047-882-3424-01 | GE-047-882-3424-01 | 780100930052brbrNA HALE O KEAUHOU AMENITIESbr- Outdoor pool, hot tubbr- Kitchen, gas grill br- Fitness centerbr- Gated community brbrOUTDOOR LIVINGbr- Balcony w/ lounge seating & ocean viewsbr- Lanai w/ gas grill & dining spacebr- Beach chairs, umbrella & towelsbrbrINDOOR LIVINGbr- Smart TVs w/ cable br- 5-person dining table, breakfast barbr- Walk-in shower, soaking tub, shower/tub combo br- Window A/C unit, ceiling fans br- Washer/dryerbr- Expansive windowsbr- 1 cribbrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Expansive countertops br- Cooking basics, dishware/flatwarebr- Drip & pod coffee makers, coffee grinderbr- Microwave, blender, Crockpot, toaster brbrACCESSIBILITYbr- 2-story townhome, exterior steps to enterbr- All bedrooms & full bathrooms on 2nd floor brbrPARKINGbr- Community parking lot (2 vehicles)brbr-- THE LOCATION --brbr- 0.6 miles to Kahalu’u Beach Park, 2 miles to Magic Sands Beach Parkbr- 3 miles to Aliʻi Drive Historic Village: Huliheʻe Palace, shops, and oceanfront diningbr- 7 miles to Kona Coffee Living History Farmbr- 8 miles to Captain Cook (Kealakekua Bay) & Manta Ray Night Snorkelbr- 70-83 miles to Mauna Kea, Hawaiʻi Volcanoes National Park & Hilobrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowed br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrHAWAII COUNTY RESTRICTIONSbr- Quiet hours shall be from 9:00 PM to 8:00 AM, during which time the noise from the rental shall not unreasonably disturb adjacent neighborsbr- Sound that is audible beyond the property boundaries during non-quiet hours shall not be more excessive than would be otherwise associated with a residential areabr- Guest vehicles shall be parked in the designated onsite parking areabr- The STVR (short term vacation rental) shall not be used for commercial purposesbrbrADDITIONAL INFORMATIONbr- This 2-story townhome requires exterior steps to enter. An interior staircase is required to access all of the bedrooms and the full bathrooms on the 2nd floor
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$8014.13

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Private Vacation Home

Waiulu Estate 152B – Ocean View & Fully Renovated | Onsite Staff & Daily Housekeeping

Kailua Kona, Hawaii, United States

Situated in the coveted Waiulu neighborhood lies this stunning 4 bedroom, 4.5 bathroom fully renovated estate villa home. Luxury finishes, museum quality art and a flexible floor plan combine with a prime ocean view location to deliver the highest level of resort living for up to 8 guests. The spacious primary suite and two guest suites are located in the main home, while the ohana (guest house) is accessed through a private courtyard. A beautiful lava rock pool and spa overlook the estate gardens and 16th fairway of the Hualalai Course. Please note that due to extensive works of art throughout, this residence may not be appropriate for young children.brbrPROPERTY FEATURESbr• 4,300 sq ft of living space | 4 bedrooms | 4.5 bathroomsbr• Private lava rock pool and spabr• Fully renovated luxury estate home featuring tropical décor and luxury finishesbr• Expansive chef’s kitchen with pro-grade appliancesbr• Prime ocean view, overlooking 16th Fairway of the Hualalai coursebr• Flat screen televisions in great room and all guest suitesbr• Two 4-passenger golf cartsbrbrPRIMARY SUITEbrKing bedded suite with vaulted ceiling, private lanai, flat panel television, walk in closet and expansive ensuite bath. The primary bath features walk in shower, outdoor shower and tiled floors.brbrGUEST SUITE 1brThis guest suite has a single king bed, flat screen television, carpeting and ensuite bath. The three piece bath features walk in shower and garden shower.brbrGUEST SUITE 2brThis guest suite can be configured as either an office or bedroom with two pull out twin beds. It also features a flat screen television, carpet and ensuite bath. The five piece bath features walk in shower, pedestal soaking tub and walk in shower.brbrOHANA (Guest House)brA separate ohana features a king bed, two pull out twin beds, kitchenette and ensuite bath and is accessed through a private courtyard. The three piece bath features walk in shower and garden shower.brbrIMPECCABLY MANAGED BY HUALALAI VILLAS & HOMESbrOnly Hualalai Villas & Homes offers the most luxurious Hualalai properties, all managed and serviced exclusively by our expertly trained and exclusively resort-based staff. Our team is committed to the highest standards of service and can be relied upon to provide impeccable housekeeping and unmatched property management services to Hualalai residences. We have taken all the proper measures to ensure your health, safety, and comfort. As we prepare to welcome you into our iconic villas and homes, rest assured that our number one priority is to provide you the best experience that Hualalai Resort has to offer.brbrAll Hualalai Villas & Homes luxury rentals include these amenities and services: br• Daily Housekeepingbr• Pre-arrival and post-departure cleanings (no additional cleaning fees) br• Four Seasons luxury bed and bath linens br• Four Seasons luxury bath amenities br• Private Golf Carts br• Live interior tropical plants br• Personal lei greeting & check in at the residence br• Pre-arrival Trip Planning br• VIP Welcome Amenity br• 24-Hour onsite stay supportbrbrABOUT HUALALAIbrHualalai is a private oceanfront community spanning 865-acres located on the Kona-Kohala coast featuring state-of-the-art facilities, programming and amenities. In addition to private homes and villas, the Four Seasons Resort Hualalai is also located on site. Onsite resort amenities include an 18-hole championship golf course, the Hualalai Golf Hale; Hualalai Sports Club & Hualalai Spa; Alaka‘i Nalu Ocean Activities; Club Concierge; five resort pools; and four distinct dining outlets. Access to resort amenities is available to residential guests for an additional per person per day fee and subject to seasonal restrictions. The daily resort guest fee ranges from $75 to $230 per person ($77 to $237 per person for 2026), plus applicable taxes. Please contact us for complete details. brbrPlease note reservations touching Festive dates (Dec. 20 – Jan. 3) are subject to a more restrictive cancellation policy. A signed rental agreement and deposit equal to 3 night’s room and tax is due upon booking to confirm availability.brbrTA-137-958-6048-02 PL-STVR-2024-000867
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$689.15

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Private Vacation Home

Ho'o Maluhia: Breezy Oceanview Retreat w/Private Pool and Stunning Views

Kailua Kona, Hawaii, United States

Hoʻo Maluhia – Ocean View Luxury Retreat with Pool, A/C & Sunset Lanais Above Kailua-KonabrbrExperience Big Island paradise at Hoʻo Maluhia, a luxurious hillside retreat perched 700 feet above Kailua-Kona. This spacious two-level home offers breathtaking 180° ocean views, a private pool, and brand-new split A/C systems in all sleeping areas for ultimate comfort. Located just minutes from beaches, Ali‘i Drive, dining, and top attractions, Hoʻo Maluhia blends indoor-outdoor island living with elevated tranquility.brbrWhy Guests Love Hoʻo Maluhiabr• Panoramic 180° Pacific Ocean views — from Kailua Bay to endless sunsetsbr• Split air conditioning in every bedroom for restful sleep in any seasonbr• Private pool with sun loungers, outdoor shower, and tropical landscapingbr• Expansive lanais on both levels with al fresco dining and lounge seatingbr• California King primary suite with ocean views and spa-inspired ensuitebr• Fully equipped gourmet kitchen with BBQ grill and multiple dining spacesbr• Quiet hillside location with cool breezes, just minutes to town and beachesbr• Fast Wi-Fi, smart TVs, beach gear, garage parking, and morebrbrLiving, Dining & Outdoor LivingbrThe upper-level great room welcomes you with vaulted ceilings, a large sectional sofa, and uninterrupted ocean views from every angle. Dine indoors or on the lanai while watching colorful sunsets fade into starry skies. Sliding glass doors connect the interior seamlessly to the lanais, creating the ultimate indoor-outdoor lifestyle.brbrChef’s Kitchen & BBQ ReadybrCook like a local in the fully stocked gourmet kitchen featuring stainless steel appliances, ample counter space, and a center island for casual breakfasts. A BBQ grill just steps away makes grilling at sunset a breeze. Serve meals poolside, on the lanai, or in the elegant dining room with an ocean backdrop.brbrPool & Outdoor RetreatbrYour private pool area offers a sun-drenched oasis surrounded by lush greenery. Relax on a lounge chair, rinse off in the outdoor shower, or enjoy a quiet morning coffee in the secluded lower lanai. Coastline views, swaying palms, and evening breezes complete this tropical sanctuary.brbrSleeping Arrangements – All with A/Cbr• Primary Suite – California King bed, split A/C, ensuite bath with dual vanities and walk-in shower, lounge seating, and ocean viewsbr• Guest Bedroom 2 – Queen bed, split A/C, ensuite bath, ocean views, and lanai accessbr• Guest Bedroom 3 – Queen bed, split A/C, ensuite bath, private outdoor shower and breakfast nookbr• Bonus Room – Sofa bed and twin trundle (2 twin beds), split A/C, ocean viewsbrbrAdditional Amenitiesbr• New Split A/C Systems in All Bedrooms (2025)br• Ceiling fans throughout for added ventilationbr• High-speed Wi-Fi and Smart TVs for streaming and remote workbr• Full laundry room with washer and dryerbr• Garage plus driveway parkingbr• Beach towels and gear rentals available nearbybrbrPrime Location – Minutes to Everythingbr• Ali‘i Drive – 5 minutes to shops, restaurants, farmers markets, and nightlifebr• Kahaluʻu Beach Park – Excellent snorkeling with turtles and reef fishbr• Keauhou Bay – Snorkel, manta ray night dives, boat toursbr• Kailua Pier – Ironman World Championship site and sunset strollsbr• Day trips – Mauna Kea Observatory, Volcanoes National Park, Hōnaunau, and Kona coffee farmsbrbrGood to Knowbr• Split air conditioning added to all sleeping areas in 2025br• Upstairs portion designed with mobility in mind: 42-inch doorways and seamless shower in the primarybr• Quiet residential area – please respect quiet hoursbr• This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay.br• Hawaiian Tax ID: TA-022-569-1648-01br• STVR-19-365043 / NUC-19-1732 / PL-NUCR-2024-002425br• TMK: 770200780000brbrBook Your Stay at Hoʻo MaluhiabrRelax, recharge, and reconnect at Hoʻo Maluhia — your private ocean-view oasis above Kailua-Kona. Perfect for families, couples, and groups seeking comfort, beauty, and location.brReserve your dates today and experience the best of Hawaiʻi Island from this unforgettable retreat.
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$959.48

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Private Vacation Home

Luxurious Oceanfront Home on Golf Course – Paradise Awaits - Holua Kai 7061

Kailua Kona, Hawaii, United States

Set right on the golf course and ocean, this coastal style residence provides an idyllic setting for your ultimate Hawaii vacation.br The 3 bed, 2.5 bath, 1,887 sq. ft. home rests along Kona Country Club's ocean course, where waves collide with the rugged coast and coconut palms grace the landscape. Your covered lanai provides outdoor living space beside the pool and hot tub. The gated Holuakai neighborhood also provides a community pool and hot tub.br Tropical hardwoods, tile and only the best finishes create a sense of elegance throughout the home. After a day of activities, gather around the granite island in the kitchen and recount stories from the day. The great room includes a formal dining area, but why not enjoy a sunset barbecue on the lanai Be ready to spot dolphins, whales and outrigger canoe paddlers.br The primary bedroom suite opens right to the lanai and ocean view. Leave the sliding door open and drift to sleep by the sounds of the ocean. The suite's bathroom is luxurious and provides abundant space. There's a walk-in shower with multiple shower heads, two vessel sinks and a long makeup counter. Two guest bedrooms are bright, spacious and comfortable and a second full bathroom is also beautifully appointed. There is also a half bathroom near the great room.brA two-car garage plus extra parking, a laundry room and high end appliances mean you'll have all the conveniences of home.brHoluakai is an upscale gated community in Keauhou on the Kona side of Hawaii's Big Island. Shopping, dining, surf and snorkel beaches, and boat tours at Keauhou Bay are all just five minutes away.brbrGuests of Big Island Stays now have the services of the best concierge on the island.brPlease check our Activities page on our website for more information.br​​​​​​​brSTVR-19-376835brTA-211-840-0512-02
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$1496.67

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Private Vacation Home

️Oceanfront Kona Home w/ Pool + A/C | Walk to Kahalu'u

Kailua Kona, Hawaii, United States

Oceanfront Kona Home w/ Infinity Pool + Gated Entry | Hale KipabrbrWake up to the sound of the ocean and end your day with unforgettable Kona sunsets at Hale Kipa, a private 5-bedroom oceanfront home on Ali'i Drive. With a gated entry, infinity pool overlooking the Pacific, and spacious indoor-outdoor living, this home is designed for relaxed island living just minutes from beaches, snorkeling, and dining.brbrWhy Guests Love This Homebrbr✔ True oceanfront location on Ali'i Drivebr✔ Private infinity pool with sweeping ocean viewsbr✔ Gated entry for added privacybr✔ Walk to Kahalu'u Beach Park (snorkeling & surfing)br✔ Spacious layout ideal for families & groupsbr✔ Close to Keauhou Shopping CenterbrbrInterior HighlightsbrbrThe main level features a chef's kitchen, comfortable living area, and dining space—all opening to the oceanfront lanai. Split ductless A/C keeps the upstairs living areas comfortable.brbrTwo additional bedrooms are located downstairs and accessed via exterior stairs.brbrSleeping Arrangementsbrbr• Primary Bedroom (Main Level): King bed, split A/C, ensuite bath, pool accessbr• Guest Bedroom 2 (Main Level): King bed, split A/C, ensuite bathbr• Guest Bedroom 3 (Main Level): Two twin beds, split A/C, ensuite bathbr• Guest Bedroom 4 (Downstairs): King bed, portable A/C, ensuite bathbr• Guest Bedroom 5 (Downstairs): Queen bed, no A/CbrbrOutdoor LivingbrbrRelax poolside, dine on the lanai, and watch dolphins year-round and whales in the winter—all from your private oceanfront setting.brbrLocationbrbrWalk to Kahalu'u Beach Park for snorkeling and ocean activities. Just a short drive to Keauhou Shopping Center for dining, groceries, and shops.brbrImportant to Knowbrbr• A/C in upstairs bedrooms + living room onlybr• Portable A/C in one downstairs bedroom; one bedroom has no A/Cbr• Downstairs bedrooms accessed via exterior stairsbr• Noise monitoring devices (no recording) in place per local regulationsbr• No pets, no smokingbr• Minimum night stay varies seasonallybrTA:172-603-1872-01. STVR-19-356036. NUC-19-833.brbrConcierge ServicesbrbrOur concierge team can assist with activities, reservations, private chefs, and more to enhance your stay.
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$7538.75

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Private Vacation Home

Hainoa 10 – Commanding Ocean Views | Onsite Staff & Daily Housekeeping

Kailua Kona, Hawaii, United States

Located at a higher elevation, this spacious 3-bedroom, 3.5 bath home offers dramatic panoramic ocean and golf course views for up to 6 guests. Indulge yourself by luxuriating in this home's master suite and decadent master bathroom. A chef’s kitchen with professional appliances and large center island provides every tool needed to cook up daily feasts for the entire family. The heart of the resort is a short 9-minute golf cart ride away.brbrPROPERTY FEATURESbr• 3,076 sq ft of living space | 3 bedrooms | 3.5 bathroomsbr• Prime ocean view heated infinity pool and hot tubbr• Tropical décor throughout with floor to ceiling pocket doors in great room and primary suitebr• Full kitchen with pro-grade appliances and separate Sub-Zero refrigerator and freezerbr• Sweeping ocean and coastline views from main lanai, pool and primary suitebr• Flat screen televisions in living room and all guest suitesbr• Two 4-passenger golf cartsbrbrPRIMARY SUITEbrOcean view king bedded primary suite with tropical décor, flat panel television, pocket doors, walk in closet and ensuite bath. The primary 5 piece bath features travertine floors, deep soaking tub, walk in shower and garden shower.brbrGUEST SUITE 1brQueen bedded garden view suite features tropical décor, flat panel television and ensuite bath. Bath features walk in shower, garden shower and polished stone counters.brbrGUEST SUITE 2brGarden view guest suite with full bed, flat panel television, walk in closet and ensuite bath. Bath features deep soaking tub, walk in shower and garden shower. brbrIMPECCABLY MANAGED BY HUALALAI VILLAS & HOMESbrOnly Hualalai Villas & Homes offers the most luxurious Hualalai properties, all managed and serviced exclusively by our expertly trained and exclusively resort-based staff. Our team is committed to the highest standards of service and can be relied upon to provide impeccable housekeeping and unmatched property management services to Hualalai residences. We have taken all the proper measures to ensure your health, safety, and comfort. As we prepare to welcome you into our iconic villas and homes, rest assured that our number one priority is to provide you the best experience that Hualalai Resort has to offer.brbrAll Hualalai Villas & Homes luxury rentals include these amenities and services: br• Daily Housekeepingbr• Pre-arrival and post-departure cleanings (no additional cleaning fees) br• Four Seasons luxury bed and bath linens br• Four Seasons luxury bath amenities br• Private Golf Carts br• Live interior tropical plants br• Personal lei greeting & check in at the residence br• Pre-arrival Trip Planning br• VIP Welcome Amenity br• 24-Hour onsite stay supportbrbrABOUT HUALALAIbrHualalai is a private oceanfront community spanning 865-acres located on the Kona-Kohala coast featuring state-of-the-art facilities, programming and amenities. In addition to private homes and villas, the Four Seasons Resort Hualalai is also located on site. Onsite resort amenities include an 18-hole championship golf course, the Hualalai Golf Hale; Hualalai Sports Club & Hualalai Spa; Alaka‘i Nalu Ocean Activities; Club Concierge; five resort pools; and four distinct dining outlets. Access to resort amenities is available to residential guests for an additional per person per day fee and subject to seasonal restrictions. The daily resort guest fee ranges from $75 to $230 per person ($77 to $237 per person for 2026), plus applicable taxes. Please contact us for complete details. brbrPlease note reservations touching Festive dates (Dec. 20 – Jan. 3) are subject to a more restrictive cancellation policy. A signed rental agreement and deposit equal to 3 night’s room and tax is due upon booking to confirm availability.brbrTA-174-728-1920-01 STVR-19-375899
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$3640.22

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Private Vacation Home

Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily Housekeeping

Kailua Kona, Hawaii, United States

Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily HousekeepingbrbrThis desirable corner 3 bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean, Haleakala on Maui Island, Jack Nicklaus Golf Course from both upper and lower levels and was recently updated. The expansive entry windows and vaulted ceilings throughout the top floor fill the space with natural light, creating a bright living area which includes a 21 foot sliding glass wall. This villa is perfectly situated about 4 minutes from the heart of the resort and accommodates up to 6 guests.brbrPROPERTY FEATURESbr• 2,577 sq ft of living space | 3 bedrooms | 3 bathroomsbr• Recently updated living areas feature modern beach house décor br• Full kitchen with pro-grade appliances and side-by-side Subzero refrigerator/freezerbr• Ocean and golf views from two lanais. Upstairs lanai includes propane grill and mini-fridge.br• Flat screen televisions in great room, primary suite and guest bedroomsbr• Two 4-passenger golf cartsbrbrPRIMARY SUITE (1st floor)brKing bedded primary suite with golf views, modern island décor, flat panel television, walk in closet and ensuite bath. The 5 piece primary bath features polished travertine floors, deep soaking tub, and outdoor shower.brbrGUEST BEDROOM 1 (1st floor)brTwo double beds with resort views, island décor and flat panel television. Adjoining bath features shower/tub combo, slate floors and granite counters. brbrGUEST BEDROOM 2 (2nd floor)brQueen bedded guest bedroom with resort and mountain views, island décor and flat panel television. Adjoining bath features slate shower, slate floors and granite counters.brbrIMPECCABLY MANAGED BY HUALALAI VILLAS & HOMESbrOnly Hualalai Villas & Homes offers the most luxurious Hualalai properties, all managed and serviced exclusively by our expertly trained and exclusively resort-based staff. Our team is committed to the highest standards of service and can be relied upon to provide impeccable housekeeping and unmatched property management services to Hualalai residences. We have taken all the proper measures to ensure your health, safety, and comfort. As we prepare to welcome you into our iconic villas and homes, rest assured that our number one priority is to provide you the best experience that Hualalai Resort has to offer.brAll Hualalai Villas & Homes luxury rentals include these amenities and services: br• Daily Housekeepingbr• Pre-arrival and post-departure cleanings (no additional cleaning fees) br• Four Seasons luxury bed and bath linens br• Four Seasons luxury bath amenities br• Private Golf Carts br• Live interior tropical plants br• Personal lei greeting & check in at the residence br• Pre-arrival Trip Planning br• VIP Welcome Amenity br• 24-Hour onsite stay supportbrbrABOUT HUALALAIbrHualalai is a private oceanfront community spanning 865-acres located on the Kona-Kohala coast featuring state-of-the-art facilities, programming and amenities. In addition to private homes and villas, the Four Seasons Resort Hualalai is also located on site. Onsite resort amenities include an 18-hole championship golf course, the Hualalai Golf Hale; Hualalai Sports Club & Hualalai Spa; Alaka‘i Nalu Ocean Activities; Club Concierge; five resort pools; and four distinct dining outlets. Access to resort amenities is available to residential guests for an additional per person per day fee and subject to seasonal restrictions. The daily resort guest fee ranges from $75 to $230 per person ($77 to $237 per person for 2026), plus applicable taxes. Please contact us for complete details. brbrPlease note reservations touching Festive dates (Dec. 20 – Jan. 3) are subject to a more restrictive cancellation policy. A signed rental agreement and deposit equal to 3 night’s room and tax is due upon booking to confirm availability.brbrTA-086-232-6784-01 STVR – 20 – 375814
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$1140.41

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Private Vacation Home

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Kailua Kona, Hawaii, United States

Welcome to your dream Hawaiian getaway—where world-class surf, vibrant marine life, and breathtaking views converge right outside your door. Located on world famous Alii Drive just south of Kona Town, our amazing home sits directly oceanfront on beautiful Holualoa Bay. With 5 bedrooms, 4 full bathrooms, an expansive Lanai, 2 kitchens and 2 living areas, there is room for your next family vacation or group retreat. Set just feet from the water, you'll enjoy amazing views, a spacious yard, refreshing pool and a relaxing hot tub. Perched directly above the legendary Lymans surf break and just across the bay from iconic Banyans, this oceanfront retreat is a haven for wave riders and ocean lovers alike. When the waves settle, the waters out front become a snorkeler’s paradise, revealing colorful tropical fish, graceful sea turtles, and even seasonal whale sightings—all visible from the comfort of your lanai and backyard.brbrThe heart of the home is an open-concept, traditional Hawaiian-style great room with soaring vaulted ceilings and a wall of sliding glass doors that open wide to a spacious waterfront lanai—blurring the line between indoor and outdoor living. The recently remodeled kitchen is fully equipped for preparing fresh island meals, while the ocean breeze and dual ceiling fans keep the upstairs living area well ventilated and comfortable. The huge upper Lanai has a double dining table with seating for 12, an outdoor day bed, and a padded loveseat and chairs for al fresco dining and lounging.brbrEach of the five bedrooms offers comfort and privacy, all with their own AC units. The primary upstairs suite features a king bed, lanai access, and a luxurious ensuite bathroom with a spa-like soaking tub and huge open shower. A second upstairs suite also has a king bed, panoramic ocean views, and a newly updated private bathroom. The third upstairs bedroom includes another king bed and stunning views of the coastline.brbrDownstairs, a separate living and dining area with a full kitchen opens directly to the oceanfront yard—perfect for large families or groups. The downstairs lounge includes a twin daybed with a trundle, and two additional bedrooms provide flexible sleeping options: a bunk room with a twin-over-full bed and daybed with trundle, and a fifth bedroom with two twin beds and sliding glass doors to the lanai.brbrYour private oceanfront oasis spans an impressive 160 feet of shoreline. Lounge in the sun by the pool or retreat to the shaded lower lanai surrounded by lush tropical landscaping. Relax in a hammock, test your skills on the putting green, enjoy a BBQ at the outdoor dining area, or soak in the 5-person hot tub perched right at the ocean’s edge. Whether you're sipping morning coffee and watching the waves or gathering for a sunset toast, every moment here is picture-perfect.brbrThis extraordinary home offers an unmatched Hawaiian experience—blending adventure, relaxation, and the soothing rhythms of the Pacific in one unforgettable setting.brbrOther things to note:brSwimming Pool:brSome guests have commented that the pool is smaller than it appears in the pictures. It is 30’ long and 15’ across at the wide end and tapers to about 4’ wide at the waterfall. It is about 32-42 inches deep. It is not heated so can be a bit cool on the coldest days of the year. The hot tub is steps away if you need a warmer option. The majority of the time the water temperature is perfectly comfortable and a great way to cool off. The pool is professionally serviced between each reservation. During and after rare excessively rainy periods, organic material from the surrounding landscaping can wash into the pool causing it to get cloudy. It may take some time for the water to filter and become clear again. We unfortunately cannot guarantee the pool clarity during these events.brbrParking:brThe home sits between the beautiful Lyman’s Bay and Alii drive which is the main ocean front street in Kona. The garage 17-18’ deep and about 20 feet wide. It has 2 stalls large enough to accommodate most standard size vehicles (4 door jeeps, mid to full size cars, mini vans etc.) The driveway is about 16’ deep and 24’ wide and will accommodate a larger vehicle parked parallel to the. Alii is a busier road so traffic mirrors have been installed adjacent to and across from the driveway to aid in pulling out from the house. We recommend backing vehicles in to the garage and driveway for the easiest parking and departing experience.brbrLocation & Nature:brOur property is immediately adjacent to Holualoa Bay, the famous Lymans surf break and Kamoa Point/ Kaluaokalani state park. Due to the tropical nature of Hawaii as well as the large areas of adjacent land preserves you may encounter occasional insects, geckos, various bird species, or maybe even a mongoose at the property during your stay. A professional pest service treats the exterior of the property every 2 weeks but on unusual occasions centipedes or native cockroaches may get by. Mosquitos are rare but in certain seasons flying insects may be attracted to the house lights at night. The adjacent ocean access is popular with both locals and tourist a like. When the waves are breaking surfers often traverse in front of the North corner of the property to access the waves out front.brbrOcean Front Living & Maintenance:brThis property is about as close the water as you can get without being on a boat. The spectacular setting does come with some maintenance challenges. In the warm salt air environment, outdoor furniture, grills, and AC units start to corrode within months of being replaced. Items are regularly refurbished and replaced, but as with other ocean front properties you may see some signs of accelerated wear around the property.brbrExceptional Value:brWe are excited to host you in this world class oceanfront location. We hope you have an amazing stay and appreciate just how special it is to stay in one of the only homes on the famous Holoualoa Bay. We believe we provide an incredible value, especially for larger groups to gather with our 5 bedrooms, multiple living areas, 2 kitchens, private pool and hot tub, 2 covered lanais, and a large private yard. And did we mention the views While high-end resorts like the Four Seasons, Mauna Lana or Mauna Kea will likely offer you a more polished experience, a single room at one of those properties often costs as much as your stay in this entire home—perfect for larger groups looking for a stunning yet affordable getaway. Please keep this value in mind when booking and staying at our amazing home.brbrAir conditioning:brEach bedroom and the downstairs living room has a separate wall or window mounted AC unit. The main upstairs living area and adjacent Lanai are open air spaces with ceiling fans, but no AC. The sea breeze and vented ceiling keep the living area and lanai comfortable but if you are sensitive to heat and humidity you may find the space a bit warm at times.brbrAppliances:brThe majority of the appliances have been upgraded with new units in the past few years. The two kitchens provide a back-up fridge, dishwasher, range and microwave. There is also a compact washer dryer upstairs and full-size units downstair. Given this redundancy, in the unlikely event a single appliance needs repair and can’t be immediately fixed during your stay we are unable to provide refunds.brbrHistory:brHolualoa Bay is one of Hawaii’s legendary royal centers. Local history and lore tells us that prior to Western contact, only the highest-ranking Hawaiian royalty gathered here for religious, educational, and residential purposes.br• Kamehameha the Great—Hawaii’s most revered king—learned to surf in Holualoa Bay in the 1770s.br• After rising to power, he stored his war god, Kūkaʻilimoku, at Kamoa Point, part of the Government-preserved lands adjacent to the property.br• The area’s ancient Hawaiian village was called Kaluaokalani, meaning “Heaven on Earth.”brToday, this spectacular oceanfront home sits in a historic and highly desirable location, offering unparalleled views of the turquoise bay, swaying coconut groves, world-class surf, and breathtaking Kona sunsets.brbrWe can’t wait to host you— and have you experience the magic of Kona from your own private oceanfront paradise!brbrUpstairs:br3 bedroomsbrBedroom 1: King bedbrBedroom 2: King bedbrBedroom 3: King bedbrLanai: 1 Queen bedbrUpstairs Living Room: Futon sleeperbrbrDownstairs:brBedroom 4: 2 Twin BedsbrBedroom 5: 1 Twin over Full bunk beds and 1 Trundle bedbrDownstairs Living Room: 1 Trundle bedbrbrOther things worth mentioning: brSmart TVs located throughout homebrFast wifi internetbrWindow AC Units in all bedrooms and downstairs living spacebr2 Sets of Washers and Dryers (1 on each floor)brbrMaximum Occupancy: 16 PeoplebrMaximum Cars: 2 cars inside garage (Minivans will fit, mid sized suvs will fit, full size and large suvs will not fit)brbr========================================================================================================================brHOUSE RULESbrbrCheck in: After 4pm Check out: Before 11am brbr- Renters must be 25 or olderbr- Cleaning Fees include in price many extras : jacuzzi service prior to arrival, pool service, starter kit of basic supplies such as shampoo, soap, dishwasher detergent, toilet paper, paper towels, laundry detergent etc. There will be a limited number of bath towels and beach towels. If you are staying with a large group please bring some as we cannot guarantee there will be enough beach and bath towels for large groups.br- Pets - No pets allowed. If you bring a pet, you will be liable for a one thousand dollar fee.br- No smoking inside any of our properties, five hundred dollar fee. Smoking outside is allowed.br- Our home may have a recording video/audio surveillance camera in the following areas : Viewing outside driveway, viewing outside front door, viewing inside of garage. br- County mandated quiet hours 9pm-8am. Noise from the home shall not unreasonably disturb adjacent neighbors.br- Note: website bookin
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$3530.61

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Private Vacation Home

Exquisite 4BR Hainoa Estate (122) at Hualalai – Ocean Views & Infinity-Edge Pool

Kailua Kona, Hawaii, United States

Important Resort Noticesbr* Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their discretion. Please contact Hualalai Resort directly for more details.br* Each January, Hualalai Resort hosts the Mitsubishi Electric Championship. This event will result in temporary modifications to guest access at select resort amenities.brbrSet within the prestigious Hualālai Resort on Hawai‘i’s Kona-Kohala Coast, 4BD Hainoa Estate (122) presents an extraordinary private retreat of elegance and comfort. Redesigned by the award-winning Henderson Design Group, this 3,572-square-foot residence captures refined island living through contemporary style, sophisticated furnishings, and seamless indoor-outdoor flow.brbrWhat You’ll Love About 4BD Hainoa Estate (122)br* Private infinity-edge pool and spa framed by ocean and sunset viewsbr* Designer interiors by Henderson Design Groupbr* Two four-seater golf carts for exploring resort groundsbr* Detached guest suite with kitchenette and private entrybr* Prime location within the exclusive gated Hualālai ResortbrbrLiving & DiningbrThe open-concept great room sets a bold, modern tone, with vaulted ceilings, custom artwork, and floor-to-ceiling pocket doors that open onto the lanai. Gather in the elegant dining area for eight or unwind in plush seating while ocean breezes sweep through the space. Every detail—lighting, textures, and flow—evokes a sense of understated sophistication.brbrChef-Ready KitchenbrA chef’s dream, the gourmet kitchen is equipped with Wolf and Sub-Zero appliances, two sinks, granite countertops, and a large island with bar seating. Ample prep space and ocean views make cooking a pleasure, whether crafting casual breakfasts or island-inspired feasts.brbrOutdoor OasisbrStep beyond the great room to your private sanctuary.br* Infinity-edge pool and spa with panoramic ocean vistasbr* Expansive lanai with BBQ grill, outdoor dining, and lounge seatingbr* Lush tropical landscaping and grassy lawn for relaxation or playbrEnjoy spectacular sunsets and the rhythmic hush of palm fronds as the day melts into the Pacific horizon.brbrSleeping Quartersbr* Primary Suite – King bed, ocean views, private lanai with daybed, hidden TV lift, ensuite bath with soaking tub, walk-in shower, dual vanity, and outdoor shower gardenbr* Guest Bedroom 2 – King bed, ocean views, private lanai, ensuite bath with tub/shower combobr* Guest Bedroom 3 – King bed, ensuite bath with walk-in shower and outdoor shower gardenbr* Guest Bedroom 4 (Detached Suite) – King bed, seating area, kitchenette, hidden TV lift, ensuite bath with soaking tub, dual vanity, walk-in shower, and outdoor shower gardenbrbrExtrasbr* Complimentary pool heat to 78 °F (additional charge for higher temps)br* Central A/C and ceiling fans throughoutbr* High-speed Wi-Fi and Sonos audio systembr* In-villa washer/dryer with detergents providedbr* Malie Organics toiletries and luxury linensbr* Two 4-seater golf carts for resort usebr* Beach gear including chairs, snorkel sets, boogie boards, and coolersbr* Mid-stay cleaning required for stays 14 nights or longerbrbrResort / Community HighlightsbrHualālai Resort is a private, oceanfront community spanning 865 acres and renowned for world-class amenities:br* 18-hole Jack Nicklaus Signature Golf Coursebr* Hualālai Golf Hale and Sports Club & Spabr* Five resort pools and Alaka‘i Nalu Ocean Activitiesbr* Tennis Club and Ka‘upulehu Cultural Centerbr* Beachfront dining and Kids For All Seasons programbr* Concierge and charge privileges throughout the resortbrbrEvery rental booking with The LeRoy Collection at Gather Vacations includes:br* Meticulously inspected homebr* Guided orientation and tour upon requestbr* Local on-island expertise and concierge servicesbr* Custom experience coordination (private chef, yoga, grocery delivery, housekeeping, and more)br* Dedicated guest support before and during your staybrbrNearbybr* Kua Bay and Makalawena – renowned white-sand beachesbr* Kailua-Kona – fine dining, shopping, and local culture within a short drivebrbrGood to Knowbr* Please be advised that during the IRONMAN World Championship in October 2026 (race day: October 10), there will be significant road closures and traffic delays throughout the Kona and Kohala areas. These closures may impact driving routes and travel times during your stay. Detours and traffic control measures will be in place to accommodate the event. We apologize for any inconvenience this may cause and recommend planning your travel accordingly.br* Hualalai Resort Access: Daily resort fees apply for guests who wish to access Hualalai Resort amenities. These are paid directly to the Resort and are not included in the rental rate.brShoulder Season : Adults $77.00 per person, Keiki (5 - 13) $38.00 per person, Keiki (4 and under) ComplimentarybrApril 9 - June 19brAugust 16 - November 19brNovember 29 - December 19brbrPeak Season: Adults $118.00 per person, Keiki (5 - 13) $59.00 per person, Keiki (4 and under) ComplimentarybrJanuary 4 - February 12brFebruary 21 - March 15brJune 20 - August 15brbrPeak of Peak Season: Adults $175.00 per person, Keiki (5 - 13) $87.00 per person, Keiki (4 and under) ComplimentarybrFebruary 13 - February 20brMarch 16 - April 8brNovember 20 - November 28brbrFestive Season: Adults $237.00 per person, Keiki (5 - 13) $118.00 per person, Keiki (4 and under) ComplimentarybrDecember 20, 2026 - January 3, 2027brbrGuests may opt in for Resort access for a minimum of two consecutive days, and the entire household must participate. These fees are paid directly to the Resort, which operates independently from the property management company and may adjust rates or policies without notice. After booking, the Resort team will reach out to coordinate access directly.br* Other Details: Mandatory mid-stay cleaning fee applies for stays of 14 nights or longer. Extra guest fees apply if approved.br* Complimentary pool heat to 78 °F (additional charge for higher temps)br* Licensed short-term rental: STVR-21-467782br* Tax ID: TA-064-207-1040-01br* TMK: 720250060002br* Central A/C and ceiling fans throughoutbr* Non-smoking propertybrbrDiscover the art of island living at 4BD Hainoa Estate (122) — a masterpiece of modern luxury and Hawaiian spirit within the renowned Hualālai Resort. Reserve your stay today and experience paradise redefined.
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