Home Vacation Home Rentals By Owner In Kailua Kona, HI

Showing 20 Of 208 Vacation Rentals
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Exceptional(12)

$884.01

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Private Vacation Home

Ho'okipa Hale in Kona: Wade Pool, Pacific Views & Stunning Sunsets

Kailua Kona, Hawaii, United States

Welcome to Ho‘okipa Hale, a three-bedroom, three-bathroom retreat in scenic Kailua-Kona. This private home blends the comforts of modern living with the beauty of tropical island surroundings. With panoramic ocean views, a lush fruit-filled garden, and a serene wade pool, it’s the ideal gathering place for families and groups of up to ten guests.brbrWhat You’ll Love About Ho‘okipa Hale br* Tropical garden with mango, banana, and citrus trees br* Expansive windows framing sunsets, whales, and dolphins br* Shallow 2-foot wade pool, perfect for little ones br* Vaulted ceilings and open-concept layout for effortless flow br* Recently refreshed bathrooms and updated interiorsbrbrLiving & Dining brInside, soaring ceilings and natural light set the stage for relaxed living. The spacious great room offers plush seating and a seamless connection to the outdoors, while the dining area invites guests to share meals with ocean views. The home’s open design encourages connection and comfort, whether you’re unwinding after a beach day or gathering for a family dinner.brbrChef-Ready Kitchen brThe fully equipped kitchen features stainless steel appliances, granite counters, and thoughtful touches for meal prep. From morning papayas in the blender to evening feasts, this kitchen is ready for every occasion. A cozy coffee station makes it easy to start the day with Kona beans and garden views.brbrOutdoor Oasis brStep onto the lanai to discover island living at its best. A shaded outdoor dining area, BBQ station, and lounge seating overlook the backyard pool. The wade pool offers a safe and refreshing spot for families, while panoramic views of the Pacific create a serene backdrop. Sunsets are best enjoyed from the lanai, drink in hand, with the sound of palms swaying overhead.brbrSleeping Quartersbr* Primary Suite – King bed, ensuite bath, lanai access, ocean views, split AC br* Guest Room 2 – Two twins + one double (bunk/trundle), mountain view, split AC br* Guest Room 3 – Two doubles, ocean view, lanai access, split ACbrbrExtras br* Dedicated home office br* Washer/dryer br* Smart TVs and high-speed Wi-Fi br* Beach gear including mats, umbrella, and cooler br* Garage with additional recreation optionsbrbrNearby brA short drive places you at some of the Big Island’s best attractions. Snorkel at Kahaluʻu Beach Park, stroll historic Aliʻi Drive, or tee off at local golf courses. Return home to the quiet comfort of your private retreat, surrounded by lush landscaping and peaceful neighborhood streets.brbrGood to Know br* This is a hosted property in compliance with Hawai‘i County Ordinance 2018-114. An onsite caretaker resides in a private apartment above the garage and may assist with certain property duties. The caretaker is not affiliated with Elite Pacific Properties, LLC powered by Gather. Your privacy is respected at all times.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-058-781-0304-01 br*TMK: 770210180000brbrReserve your dates now and make Ho‘okipa Hale your Kona home base for relaxation, connection, and unforgettable island moments.
Bed 3

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Bath 3

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Exceptional(2)

$3738.02

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Private Vacation Home

Luxury 5BR Kulanakauhale Estate (3558) at Hualalai – Infinity Pool & Ocean Views

Kailua Kona, Hawaii, United States

Important Resort Notices br* 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. Access is managed entirely by Hualalai Resort and may change at their discretion. Please contact Hualalai Resort directly for more details.brbrSet on a scenic bluff within the newest enclave of the exclusive Hualalai Resort, 4BD Kulanakauhale Estate (3558) at Hualalai Resort offers refined island living with panoramic views of the Pacific, Mauna Kea, and the Kohala Mountains. This recently built 4-bedroom, 4.5-bath estate spans over 3,460 square feet of luxurious interior space and extends gracefully to an expansive covered lanai, infinity pool, and private spa—an effortless retreat for families or couples traveling together.brbrWhat You’ll Love About 4BD Kulanakauhale Estate (3558)br* Infinity pool and private spa with waterfall overflowbr* Contemporary coastal design by award-winning Willman Interiorsbr* Vaulted ceilings with mahogany trim and seamless indoor–outdoor flowbr* Golf carts included (4-seater and 6-seater) for easy resort explorationbr* Outdoor BBQ kitchen with mini fridge and pass-through from the gourmet kitchenbrbrLiving & Diningbrbright, open great room invites relaxation with plush wraparound seating, a 75” smart flat-screen TV, and Sonos surround sound. Sliding glass pocket doors open fully to reveal coastline and sunset views. The dining area, with seating for eight, merges effortlessly with the outdoors for casual island gatherings.brbrChef-Ready KitchenbrThe gourmet kitchen inspires creativity with granite countertops, dual sinks, top-tier appliances, and custom African mahogany cabinetry. A convenient pass-through window connects to the outdoor grill area—ideal for breezy lunches and twilight barbecues.brbrOutdoor OasisbrEnjoy endless ocean horizons from your infinity-edge pool and spa. The lanai’s lounge seating, hammock, and al fresco dining area provide a serene space for morning coffee or sunset cocktails. Lush tropical landscaping completes this private sanctuary.brbrSleeping Quartersbr* Primary Suite – California King bed, ensuite bath with soaking tub, dual vanities, outdoor shower garden, and lanai accessbr* Guest Suite 1 – King bed, ensuite bath, outdoor shower gardenbr* Guest Suite 2 – King bed, ensuite bath, outdoor shower gardenbr* Guest Suite 3 – King bed, ensuite bath, outdoor shower garden and private courtyard entrancebrbrEach suite is designed for comfort and privacy, featuring flat-screen TVs and refined island décor.brbrExtrasbr* Central air conditioning and ceiling fans throughoutbr* High-speed Wi-Fi and Sonos audio systembr* Dedicated laundry room with washer, dryer, and sinkbr* Beach gear including boogie boards, snorkel sets, towels, and chairsbr* Two golf carts (4-seater and 6-seater) includedbr* Child safety pool fence available upon request (set-up fee applies)br* Complimentary pool heat up to 78°F; additional heating available for a feebr* Premium Boll & Branch linens and Malie Organics toiletriesbrbrResort / Community Highlightsbr Hualalai is a private oceanfront community spanning 865 acres on the Kona–Kohala coast, featuring:br* 18-hole Jack Nicklaus–signature golf course and Golf Halebr* Hualalai Sports Club & Spabr* Alaka‘i Nalu Ocean Activitiesbr* Club Concierge and resort-wide charge privilegesbr* Five resort pools and beachfront chaise loungesbr* Tennis Club, Ka‘upulehu Cultural Center, Kids For All Seasons, and multiple dining venuesbrbrNearbybr* Walk: Resort restaurants, spa, and cultural programsbr* Short Drive: Kua Bay, Makalawena Beach, Kona shopping, golf, hiking, and watersportsbrbrGood 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* For your convenience and enjoyment, this property comes with complimentary pool heat up to 78 degrees. For additional pool heat, additional charges will apply. Please inquire with our Concierge.br* This property may be able to accept additional guests, please inquire for details. Extra guest fees apply.br* A/C Notes: Central air conditioning and ceiling fans throughout the villa assure your maximum comfort day and night.br* Tax ID: TA-129-848-2176-01br* TMK: 720290530000br* This property is a licensed short term vacation rental. STVR 20-418808brbrEvery 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 staybrbrThis property may be able to accept additional guests; please inquire for details. Extra guest fees apply.brWe are here to answer your questions, process your booking, accommodate special requests, greet you when you arrive, and arrange for a spectacular stay. Reach out and relax—let us handle it from here.brbrReserve your preferred week now at 4BD Kulanakauhale Estate (3558) and discover the true meaning of barefoot luxury at Hualalai Resort.
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Exceptional(10)

$408.12

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Private Vacation Home

Sunset Hale: Spectacular Oceanview Home w/Private Pool & Spa, AC & Lanai

Kailua Kona, Hawaii, United States

Sunset Hale by Gather | Private Kona Retreat w/ Ocean Views, Pool & Lanai – 30-Night MinimumbrbrSunset Hale welcomes you to elevated island living on the sunny slopes above Kailua-Kona, where distant Pacific blues, fragrant palms, and a private stone lap pool create an effortlessly relaxed retreat for month-long escapes on Hawaiʻi’s Big Island. This single-level, 3-bedroom holiday home blends indoor-outdoor flow with every comfort for families, couples, and digital nomads seeking a serene Kona base.brbrWhat You’ll Love About Sunset Halebr* Panoramic ocean and sunset vistas from the expansive covered lanaibr* Natural-stone lap pool and spa framed by lush tropical gardensbr* Gourmet Wolf-equipped kitchen and oversized island for group feastsbr* Open-concept great room with wall-to-wall glass and cooling sea breezesbr* Five-minute drive to Ali‘i Drive cafés, Kailua Pier, beaches, and KOA-airport routebrbrLiving & DiningbrSlide open the French doors and settle into the airy great room, where plush seating faces both a smart TV and the sweeping Kona coastline. A six-seat dining table anchors the space for game nights or leisurely meals, all cooled by ceiling fans and island tradewinds.brbrChef-Ready KitchenbrHome cooks will revel in premium appliances—Wolf gas range, double-door fridge, granite counters, and a full suite of small appliances from blender to rice cooker. Stock local produce from the farmers market and plate with ease; the adjacent breakfast bar keeps tasters close.brbrOutdoor OasisbrStep onto nearly 900 sq ft of lanai to dine alfresco for six, recline on chaises, or toast sunset colors mirrored on the horizon. The natural-stone lap pool invites refreshing laps, while the attached spa promises starlit soaks. A built-in BBQ and lush gardens complete the private outdoor haven.brbrSleeping Quartersbr* Primary Suite – King bed, split A/C, ceiling fan, ocean view, lanai access, ensuite bath with walk-in showerbr* Guest Room Two – Queen bed, split A/C, ceiling fan, ocean viewbr* Guest Room Three – Two twin beds, split A/C, ceiling fan, ocean viewbr* Guest Bath – Walk-in travertine shower, spacious vanitybr* Half Bath – Conveniently located off the hallbrbrExtrasbr* High-speed Wi-Fi, smart lock entry, washer / dryer, beach towelsbr* Garage parking excluded; ample driveway space providedbr* Lap pool, hot tub, and garden all for your exclusive usebr* Starter toiletries, linens, and kitchen basics suppliedbrbrNearbybrA quick downhill cruise puts you on vibrant Ali‘i Drive for oceanfront dining, Kona coffee tastings, and historic sites like Hulihe‘e Palace and Mokuaikaua Church. Sunnier days call for snorkeling at Kamakahonu Beach, tee times at Kona Country Club, or hiking cloud-forest trails above Holualoa. Kona International Airport (KOA) is about 10 miles away.brbrGood to Knowbr* Minimum stay: 30 nights; monthly rate applies regardless of nights usedbr* A/C available in bedrooms only; living areas cooled by fans and breezesbr* 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* Hawaii Tax ID: TA-184-159-5392-01 br* TMK: 760270920000brbrReserve your dates now and make Sunset Hale your private ocean-view sanctuary for an unforgettable extended stay in Kailua-Kona.
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Exceptional(57)

$889.33

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Private Vacation Home

Honu O Kai (Turtle of the Sea): Lush Oceanview Getaway w/ Heated Pool AC Views

Kailua Kona, Hawaii, United States

Honu O Kai (Turtle of the Sea) – Kailua Kona, HIbrA serene coastal retreat designed for family gatherings and relaxing getaways, Honu O Kai offers 2,928 sq. ft. of indoor-outdoor living space with panoramic ocean views and upscale amenities—all just moments from the beach.brbrWhat Sets Honu O Kai Apartbr• Brand-new split system A/C in every sleeping area – each guest can set their own ideal temperature for a personalized and restful staybr• Unmatched ocean views from multiple roomsbr• Private pool with plenty of lounge spacebr• Gourmet kitchen with stainless steel appliancesbr• Comfortable living area with plush seatingbr• Kid-friendly bonus room with bunk bedsbrbrLiving & DiningbrDesigned for connection and comfort, the open-concept living and dining area is filled with natural light and framed by ocean and garden views. A spacious dining table for eight invites memorable meals and relaxed conversation.brbrChef-Ready KitchenbrThis well-equipped kitchen features premium stainless steel appliances, a large center island with bar seating, and all the cookware needed for home-style meals or island-inspired feasts.brbrOutdoor OasisbrEnjoy your morning coffee or evening cocktails on the wrap-around lanai with unobstructed views of the Pacific. The lush backyard includes a private pool surrounded by lounge chairs—perfect for sunbathing, swimming, or unwinding after island adventures.brbrSleeping QuartersbrAll bedrooms now feature newly installed split system A/C, ensuring that every guest can sleep in total comfort—cool, quiet, and just the way they like it.br• Primary Suite – King bed, ensuite bath, ocean view, lanai accessbr• Guest Bedroom 2 – Queen bed, garden and ocean viewsbr• Guest Bedroom 3 – Two Queen beds, perfect for familiesbr• Bonus Room – Twin bunk bed, ideal for younger guestsbr• Three Full Bathrooms + One Half Bath – Modern and well-stockedbrbrExtras & AmenitiesbrStay cool, connected, and entertained with:br• Split system A/C in all bedroomsbr• High-speed Wi-Fibr• Pool tablebr• Full laundry room with washer & dryerbr• Kitchen essentials, and children's amenitiesbrbrLocation Highlightsbr• Walk to beaches, local shops, and trailsbr• Easy access to museums, historic sites, and marketsbr• Short drive to world-class dining and entertainmentbrbrGood to Knowbr• Starter supplies provided: coffee, toiletries, paper products, and morebr• Daily resort fee may apply – please inquire for detailsbr• 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• HAWAII TAX ID #TA-029-452-2880-01br• Licensed Short-Term Vacation Rental: STVR-19-355698 / NUC-19-0809 / PL-NUCR-2026-003539brbrNow Featuring Individual Climate Control in Every BedroombrReserve your dates now and enjoy tailored comfort, modern amenities, and the peaceful beauty of Hawaii at Honu O Kai.
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$1322.79

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Oceanfront Luxury in Kona – Breathtaking Views, Jacuzzi, AC STVR-19-355701

Kailua Kona, Hawaii, United States

STRV-19-355701 NUC-19-0811brbrOceanfront Luxury in Kona – Breathtaking Views, Jacuzzi, AC, brSleeps 10brbrDiscover the ultimate Hawaiian getaway in this oceanfront oasis, just minutes south of Kailua-Kona. With sweeping ocean views and the soothing sounds of the waves, this private, luxurious home offers both relaxation and adventure. Perfect for families or groups, it comfortably sleeps 10 and features a private jacuzzi, air conditioning, and multiple indoor and outdoor living spaces.brbrMain Level – Open Concept Living with Stunning Ocean Views brStep inside and be greeted by the spacious living room, where expansive windows bring the beauty of the ocean right to your doorstep. Relax with your loved ones in comfort, whether you’re lounging after a day of exploring or enjoying a movie night with a view.brbrThe open-concept kitchen is designed for both functionality and style. Cook with a view as you prepare meals while watching dolphins play in the surf. Enjoy your breakfast on the lanai with a cup of Kona coffee, or take advantage of the built-in grill for an unforgettable evening under the stars as you take in the famous Kona sunset.brbrMain Floor Guest Room – Comfortable and AccessiblebrFor those who prefer minimal stairs, a cozy guest room with a queen bed, TV, and a private bathroom with a walk-in shower is located on the main floor. It offers the perfect balance of privacy and convenience.brbrUpper Level – Your Private Oceanfront RetreatbrUpstairs, the luxurious master suite and two guest rooms provide both comfort and incredible views. Whether you're waking up to the sunrise over the ocean or relaxing on your private lanai, this level is your personal sanctuary.brbrPrimary Suite: The spacious primary suite features a king-size luxury bed and a private lanai with stunning ocean views. Unwind in the luxurious ensuite bathroom, which includes a soaking tub with a view, double walk-in shower, marble vanity, and a separate water closet for added privacy.brbrGuest Room 1: With a queen bed, TV, and walk-in closet, this room also offers a private lanai with ocean views. The ensuite bathroom is designed with a marble vanity, soaking tub, and separate water closet.brbrGuest Room 2: This guest room features a king bed, TV, walk-in closet, and dresser. Step out onto your private lanai with ocean views. The bathroom includes a spacious walk-in shower, marble vanity, and separate water closet.brbrLaundry Room: Equipped with a full-size washer and dryer, utility sink, central vacuum system, iron, and ironing board—ideal for longer stays.brbrOffice: Stay connected with Wi-Fi and computer hookups in the dedicated office space.brbrLower Level – Beach Suite with Jacuzzi brThe lower level is where the fun happens! This private suite opens directly onto a small beach and jacuzzi, creating the perfect spot to unwind or entertain. The suite features a kitchenette, entertaining area, private bathroom, and two queen beds. It's an ideal space for guests seeking additional private sleeping accommodations or a versatile area for entertaining, offering both relaxation and space for lively gatherings with oceanfront access.brbrThis exquisite home offers more than just a place to stay—it’s an experience. From the panoramic ocean views to the luxurious touches throughout, every detail has been designed for your comfort and relaxation. Whether you're unwinding in the jacuzzi, hosting friends in the beach suite, or simply gazing at the ocean, this Kona paradise is waiting for you.brbrbrbrSTRV-19-355701 NUC-19-0811
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$9330.56

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Laueki 5 – Ocean View Estate | Onsite Staff & Daily Housekeeping

Kailua Kona, Hawaii, United States

This large, Hawaiian Style home boasts luxurious indoor and outdoor spaces and stunning ocean views overlooking the 4th hole of the Ke‘olu Course. Five bedroom suites accommodate up to 10 guests plus media room, infinity pool and hot tub and a private courtyard. Located in the secluded Lau‘eki neighborhood, this residence also features a spacious kitchen, vaulted ceilings and lush outdoor shower gardens. Approximately 5 minutes to resort amenities including spa, golf and sports club.brbrPROPERTY FEATURESbr• 5,533 sq ft of living space | 5 bedrooms | 5.5 bathroomsbr• Private infinity pool, spa and wet deckbr• Spacious and bespoke estate home featuring island decorbr• Prime ocean view, overlooking 4th tee box of Ke‘olu Coursebr• Flat screen televisions in media room and all guest suitesbr• Two 4-passenger golf cartsbrbrPRIMARY SUITEbrKing bedded ocean view suite with vaulted ceiling, private lanai, flat panel television, walk in closet and expansive ensuite bath. The primary bath features walk in shower, deep soaking tub and expanded garden shower.brbrGUEST SUITE 1brKing bedded garden view guest suite features flat screen television, private lanai and walk in closet. Bath features walk in shower.brbrGUEST SUITE 2brKing bedded garden view guest suite with flat screen television, walk in closet and ensuite bath. Ensuite bath features a walk-in shower, soaking tub, vanity and garden shower.brbrOHANA SUITE 1brTwo twin beds (can be combined into single king) with flat screen television, walk in closet, kitchenette, private entrance and ensuite 3 piece bathroom, plus garden shower.brbrOHANA SUITE 2brKing bedded guest house with kitchenette, walk in closet and ensuite bath. The ensuite bath has a vanity, 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-051-333-273601 PL-STVR-2025-001124
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Exceptional(16)

$1935.01

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Hualalai Resort Haliipua: Luxury & Panoramic Views

Kailua Kona, Hawaii, United States

Three-bedroom Hali'ipua Villa with Vast Panoramic Ocean, Maui and Mountain Views. brThis well-appointed villa with an Eric-Henderson designed interior, has a comfortable contemporary beach decor. The end-unit layout offers extra yard space and the privacy you are looking for during a relaxing vacation at Hualalai Resort. Enjoy evening sunset skies and morning sun-rise views.brbrHali'ipua Villa brbrThe split-level floor plan offers a largegreat room on the 2nd floor with amazing panoramic views of the ocean. On clear days you can see Maui and in winter, whales splashing off-shore. Adjacent to the great room are the outdoor lanai with dining area, built-in Wolf BBQ and outdoor fridge. Stepping indoors, enjoy the living room, well-appointed kitchen with Wolff and Sub-Zero appliances, and sunny dining area. Wherever you dine and imbibe, enjoy expansive views of the blue Pacific, Maui and the Kohala Mountains.br brDownstairs, you will find three bedrooms, each opening to a large lanai. All three bedrooms have ocean views. All of the bedrooms offer privacy with their own ensuite bath. The Master Suite with a King-sized bed occupies the entire left side of the ground floor. The morning sun shines on view of the Pacific and outlines of Maui. Luxuriate with you choice of soaking tub, walk-in shower, or outdoor private garden and shower. Across the hall is another bedroom with a California King bed, lanai and ensuite bathroom. The private third bedroom suite, with a Queen bed, has two lanais and another garden/outdoor shower off the ensuite bathroom. br brAll bedrooms have flat-screen televisions and full cable programming (Spectrum). High-speed WIFI is available throughout the villa with computer printer, AppleTV and a Bose speaker system set-up in the living room.br brThe villa is fully air-conditioned. Guests have access to two 4-seater golf carts. The location of Hali'ipua allows for quick access to the amenities and the beach at the Four Seasons Hualalai.brbrbrGUEST PRIVILEGES AND RESORT FEES INFORMATION:brbr-Access to Hualalai Club Conciergebrbr-Hualalai Resort charging privileges for Four Seasons pools, hot tub, spa, tennis, golf, fitness center, restaurants and other resort amenities (no access to the Members only Canoe Club or Ke olu Golf Course)brbr**2026 Daily Resort Fees vary throughout the year from $77/day for each adult to $237/day for each adult. Resort fees for children ages 5-13 range from $38/day to $118/day. Resort Policies also vary throughout the year. All details are available upon request. Note: Applying for the daily resort fees is not mandatory and you will still have access to the beach and restaurants if you opt out. Guests have a one-time opportunity to opt in for resort access on consecutive days only (minimum 2 days).brbrThe Guest understands that access to the Hualalai Resort facilities is handled directly by the Hualalai Resort Concierge. All Resort amenities and hours are subject to change without notice. Further, no discounts or credits will be given to guests if the Hualalai Resort and Four Seasons Hualalai changes their Resort access and amenities policy during their stay. Guest understands and agrees that Agent and Owner have no control over the availability of the Resort amenities and use of the Resort amenities is separate from the Rental Property.brbr*The annual Mitsubishi Electric Championship at Hualalai Resort: January 22nd to 24th, 2026. Modified access to select resort amenities applies for those dates.br**Annual Chairman's Club Event at Hualalai Resort: December 2026. Modified access to select resort amenities applies for those dates.brbrbrWe request all guests to sign our Rental Agreement. Reservation is only completed once the Rental Agreement is fully signed.brbrGuests are also required to register with Hualalai Resort.brbrWhen booking with Iokua Residential Services, you have 24h support from our team.brbrGuests have access to two 4-seater golf carts. The location of Hali'ipua allows for quick access to the amenities and the beach at the Four Seasons Hualalai.brbrbr** There is active construction nearby. Please contact us for more details. brbrSTVR-19-360790brGE-036-597-1456-01brTA-036-597-1456-01brbrbr2026 Tax Rate 18.712%brbrQuiet hours from 9pm - 8ambrNo shoes in the house
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Exceptional(26)

$953.75

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️Private Pool + 2 Suites | Walk to Pickleball

Kailua Kona, Hawaii, United States

Private pool. Walk to pickleball. Two primary suites.brbrWelcome to Holua Kai 2 – Nā Hoʻolaʻa, a beautifully designed private home in gated Holua Kai offering the ideal setup for families or couples traveling together.brbrEnjoy your own private pool with a shallow tanning ledge and in-water loungers, seamless indoor-outdoor living, and walkable access to the Holua Tennis & Pickleball Center.brbrWhy Guests Love This Homebrbr✔ Private pool with tanning ledge & in-water loungersbr✔ Walk to Holua Tennis & Pickleball Centerbr✔ Two private primary suitesbr✔ Bonus loft for extra living spacebr✔ Covered lanai with BBQ & outdoor diningbr✔ Golf course + mountain viewsbr✔ Gated Keauhou locationbrbrThe SpacebrbrThe open-concept layout features high ceilings, natural light, and pocket doors that open directly to the lanai and pool area.brbrThe chef's kitchen includes GE Monogram appliances, induction cooktop, wine fridge, built-in oven, microwave, and spacious pantry—perfect for longer stays or entertaining.brbrThe upstairs loft provides an additional hangout space for movie nights, games, or relaxing after a day exploring the island.brbrSleeping Arrangementsbrbr✔ Main Level Primary Suite: King bed + ensuite bath with walk-in showerbr✔ Upstairs Primary Suite: King bed + soaking tub, walk-in shower & ensuite bathbr✔ Guest Bedrooms: Twin XL beds convertible to King upon requestbr✔ 3 full bathroomsbrbrOutdoor LivingbrbrThe private backyard is designed for enjoying Kona's indoor-outdoor lifestyle. Relax on the tanning ledge in partially submerged loungers, dine outdoors under the covered lanai, or grill dinner while enjoying golf course and mountain views.brbrLocationbrWalk to Holua Tennis & Pickleball CenterbrMinutes to Kona Country Clubbr5 minutes to Keauhou Shopping CenterbrClose to Keauhou Bay, Magic Sands Beach & Kailua-KonabrbrConcierge ServicesbrOur concierge team can assist with snorkel tours, manta ray dives, dining reservations, golf tee times, and more.brbrAdditional InformationbrMinimum night stay varies seasonallybrNon-smoking, no petsbrNoise-aware decibel monitoring devices installed (no audio recording)brbrTax ID: TA-044-664-2688-01brSTVR-21-466128
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Exceptional(14)

$399.84

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Private Vacation Home

Includes Beach Gear! F1 Na Hale o Keauhou

Kailua Kona, Hawaii, United States

Na Hale O Keauhou #F1 on the Big IslandbrThis vacation rental is professionally managed by ResorticaHawaiibrbrExperience paradise at F1 Na Hale O Keauhou, a luxurious 3-bedroom, 3-bathroom condo nestled in the heart of Kailua Kona. Wake up to breathtaking ocean views, relax by the pool, or enjoy the convenience of a fully equipped kitchen and beach essentials provided. Perfect for families and groups, this stunning condo promises a seamless blend of comfort and adventure, making your stay truly unforgettable.brbrPlease scroll down for detailed informationbrbrBedroom Configuration:brMaster Bedroom: King BedbrGuest Bedroom: Queen BedbrGuest Bedroom: Two Twin BedsbrbrAmenities:brBeach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie boards, one beach umbrella and one small portable cooler.brNon-Smoking: All of our vacation rentals are Non Smoking. Many of the gated condo complexes are completely smoke free (including e cigarettes) within the entire gated complex.brHair Dryer: There is a hairdryer in each bathroombrBaby Equipment: Due to safety/sanitation/liability we do not provide baby equipment. Please refer to our Concierge Service page on for local company that rents, delivers and picks up baby equipment.brNo Pets: All of our vacation rentals are pet free.brParking: Parking for one car in open parking spaces in the complex. One additional car allowed on a first come, first serve basis. Maximum of two cars allowed at any time. Oversized or commercial vehicles are not allowed.brSwimming Pool: Community Swimming PoolbrHot Tub: Community hot tubbrGym or Fitness Room: YesbrAir Conditioning: Yes, central air conditioning throughout.brBBQ: small stand alone propane grill on the lanaibrWasher and Dryer: Yes, all of our vacation rentals have a washer and dryer in the unit.brCable TV: Basic Cable. TV located in Living Room and Master Bedroom and one guest bedroombrWIFI: WIFI included.brLinens: All bed, bath linens and beach towels provided.brKitchen: Cookware, Drinkware, Utensils, Dishware, Drip Style Coffee Maker, Blender, Rice Cooker.brbrNa Hale O Keauhou F1 is a townhouse style condominium. Your perfect location for an amazing Big Island vacation!brbrNa Hale O Keauhou is a beautiful and well maintained gated condominium community in the Keauhou Area of the Big Island of Hawaii. Located south of Kailua-Kona town on the ocean in the heart of Keauhou. The Keauhou Shopping center with grocery shopping and restaurant nearby.brbrAll of our vacation rentals include a basic “start-up supply” of: laundry detergent, garbage bags, kitchen sponge, liquid soap, dishwasher liquid, paper towels, toilet paper, conditioning shampoo, small bar soap, all-purpose cleaner and salt/pepper. Cooking oils, condiments, spices, food storage bags, plastic wrap and aluminum foil are not provided. Once the startup supply runs out, guests can restock at nearby grocery stores.
Bed 3

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Bath 3

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Sleep 6

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Exceptional(30)

$984.63

/ Nightly
Private Vacation Home

Kona Bubbles: Pristine Luxury 4 bedroom Home with Amazing Pool & Oceanviews!

Kailua Kona, Hawaii, United States

'Kona Bubbles' is a gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in 2016, this custom built 4 bed, 4.5 bath home offers almost 3000 sq. ft. of roomy interior space including a detached guest suite/ garage combo & resort style pool with LED lighting at night for endless days and nights of fun with family & friends. brbrThere are floor to ceiling window walls which retract completely to let you take in the view of the serene Pacific, and enjoy true indoor-outdoor living. Relax by the salt-water pool surrounded by tropical plants and flowers. Dangle your feet in the water from your chaise lounge on the Bahama shelf. Inside, there's a gourmet kitchen with gas range, wine cooler and everything else you need to enjoy good times with family and friends. Each bedroom has its own en suite bath, so complete privacy can be had by all guests. Main house has three bedrooms and sleeps 6. Separate ohana is a 1BR/1BA efficiency unit with a king size bed and its own minibar. All rooms open to the exterior to allow the trade winds to naturally cool the whole house. Located on a cul de sac in a quiet, gated community, yet only a 5 minute drive down the hill to Kona proper and the farmer's market. World class snorkeling, beaches, kayaking and hiking are all within a short drive. The Big Island is home to historic heiaus, cultural museums and the fascinating geology of the volcano.brbrThis home sits stately upon just under a 1/2 acre of land on the edge of a local pasture land, and has been thoughtfully planted with papaya, coconuts, avocado, oranges, and so many tropical flowing trees and local plants with irrigation. brbrBedroom & Bathroom Configuration:brMaster Bedroom has a King Sized Bed & the Master Bathroom contains a jetted tub, a shower and an outdoor shower as well.brGuest Bedroom#1 has a Queen Sized Bed it's own Private Bathroom has a Tub/Shower CombinationbrGuest Bedroom#2 has a Queen Sized Bed & it's own Private Bathroom which has a Walk In Shower.brOhana/Detached Guest Suite#3 has a King Sized Bed, it's own Private Bathroom has a Walk In Shower. brbr**PLEASE NOTE THAT OWNERS & PROPERTY MANAGEMENT STAFF HAVE FINAL APPROVAL OVER ALL RESERVATION REQUESTS MADE ONLINE. 7 NIGHT MINIMUM ALL YEAR ROUND**brbr**All guests are required to sign a rental agreement with Knutson & Associates Property Management**brbrMinimum age of primary renter is 25. Quiet time for the subdivision is 9 PM to 8 AM. All renters will be asked to sign a Neighborhood Noise Level Addendum.** 2 car maximum allowed.brbrThe owners of Kona Bubbles want to provide the best service possible for their guests. brKnutson & Associates will offer guests who book Kona Bubbles the following additional services as a benefit, to you, the guest! br1. You have a complimentary concierge service to make Restaurant/Activity Reservations if you so desire to utilizebr2. Need us to go grocery shopping or pick up certain items from the store before you arrive We can ensure everything is in the property waiting for you upon your arrival! (Additional Service Charge May Apply)br3. Any guests who book 14 nights or longer will receive a Fruit Basket upon their arrival as a gift from the owner. br4. Face to Face Arrival/Departure Experience Offered Complimentary! All guests who book Kona Bubbles will be provided a personalized arrival check in with a Property Management Member upon their arrival to go over property specifics. We will turn on any fans/lights to ensure you enter into a comfortable inviting environment!brTA-054-694-8096-01brSTVR: 19-345076brNUC-19-277brbr***All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.***brPlease note this home does not have Air Conditioning.
Bed 4

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Bath 4

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Exceptional(5)

$4129.94

/ Nightly
Private Vacation Home

Elevated 4BR Kahikole Estate (218) at Hualalai – Indoor-Outdoor Living & Views

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. Access is managed entirely by Hualalai Resort and may change at their discretion. Please contact Hualalai Resort directly for more details.brbrExperience refined island living at 4BD Kahikole Street Estate (218) at Hualalai Resort, a newly renovated and professionally decorated single-level residence showcasing artisan furnishings, vaulted ceilings, and panoramic views of the Pacific Ocean, Maui, and the Hualalai Golf Course. With over 3,000 square feet of interior space, this estate welcomes families or friends to enjoy seamless indoor–outdoor living in the heart of the resort.brbrWhat You’ll Love About 4BD Kahikole Street Estatebr* Private estate with panoramic ocean, Maui, sunset, and golf-course viewsbr* Expansive outdoor area with pool, spa, daybed, and BBQ grillbr* Newly installed quartzite countertops, fixtures, and designer finishesbr* Open-concept great room with pocket doors to lanai and pool deckbr* Three golf carts (2 four-seaters + 1 six-seater) includedbrbrLiving & DiningbrThe spacious great room features floor-to-ceiling glass pocket doors that open fully to the covered lanai for tropical breezes and sunset views. Elegant mahogany trim and custom wall treatments frame a generous seating area with a wall-mounted smart TV. The indoor dining table for six overlooks a tranquil courtyard pond, blending modern style with natural serenity.brbrChef-Ready KitchenbrThe gourmet kitchen gleams with quartzite countertops, a capiz-shell backsplash, and top-tier appliances. A large island with bar seating and a mixologist nook encourages conversation while meals are prepared. A walk-in pantry ensures every culinary need is met.brbrOutdoor OasisbrSurrounded by lush tropical landscaping, the backyard retreat offers a private pool, bubbling spa, covered daybed, and ample lounge and dining seating. A child-safety fence can be erected around the pool upon request (set-up fee applies). Savor al fresco meals with panoramic ocean and golf-course views.brbrSleeping Quartersbr* Primary Suite – King bed, ocean views, private lanai with daybed, ensuite bath with soaking tub, rainfall walk-in shower, and outdoor shower gardenbr* Guest Suite 2 (Detached ʻOhana) – Queen bed, flat-screen TV, kitchenette, ensuite bath with walk-in shower and outdoor shower gardenbr* Guest Suite 3 – Queen bed, flat-screen TV, ensuite bath with outdoor shower gardenbr* Guest Suite 4 – Queen bed, flat-screen TV, ensuite bath with shower/tub combinationbrbrEach suite offers individual climate control, plush linens, and serene privacy.brbrExtrasbr* Newly installed central A/C with individual room controls and ceiling fansbr* Lightning-fast Wi-Fi and smart TVs throughoutbr* Dedicated laundry room with washer, dryer, and suppliesbr* Three golf carts (2 four-seaters + 1 six-seater)br* Beach gear for off-property adventures (boogie boards, snorkel sets, chairs, towels)br* Complimentary pool heat to 78 °F (additional heat available for fee)br* Organic Malie bath products providedbr* A/C Notes: assures maximum comfort day and nightbrbrResort / Community HighlightsbrHualalai is a private oceanfront community spanning 865 acres on the Kona–Kohala coast, featuring:br* 18-hole Jack Nicklaus–signature golf course and Golf Halebr* Hualalai Sports Club & Spabr* Alaka‘i Nalu Ocean Activitiesbr* Club Concierge and resort-wide charge privilegesbr* Five resort pools and beachfront chaise loungesbr* Tennis Club, Ka‘upulehu Cultural Center, Kids For All Seasons, and multiple dining venuesbrbrEvery 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 staybrbrThis property may be able to accept additional guests; please inquire for details. Extra guest fees apply.brWe are here to answer your questions, process your booking, accommodate special requests, greet you when you arrive, and arrange for a spectacular stay. Reach out and relax—let us handle it from here.brbrNearbybr* Walk: Scenic resort paths to beaches, shops, and fitness centerbr* Short Drive: Kailua-Kona restaurants and boutiques, hiking trails, and cultural landmarksbrbrGood 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* Tax ID: TA-043-458-3552-01br* Short-Term Vacation Rental License: STVR-19-375915br* TMK: 720300020003brbrReserve your preferred week now at 4BD Kahikole Street Estate (218) and embrace the effortless luxury and barefoot elegance of Hualalai Resort.
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Exceptional(4)

$1198.21

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Private Vacation Home

Kona Koa House by Gather: Oceanview 3BR Estate w/ Heated Pool & BBQ

Kailua Kona, Hawaii, United States

Escape to Kona Koa House by Gather, a stunning 3-bedroom plus bonus room, 3-bath vacation home set within the prestigious Keauhou Estates gated community in Kailua Kona, Hawai‘i. Perched 500 feet above sea level, this luxurious single-level retreat spans nearly 3,000 square feet and embraces panoramic ocean views, soothing trade winds, and the relaxed elegance of island living.brbrWhat You’ll Love About Kona Koa Housebr• Heated infinity-edge pool with 180-degree ocean viewsbr• Expansive indoor-outdoor design with full outdoor kitchen and barbr• Peaceful, private setting within a 24-hour guard-gated communitybr• Newly added air conditioning in all sleeping areas as of December 2025br• Optional pool safety fence available for families with young childrenbrbrLiving & DiningbrStep into a spacious great room where vaulted ceilings, panoramic glass sliders, and cool tile floors create a breezy, light filled atmosphere. The open floor plan blends the living, dining, and kitchen areas perfect for family gatherings or relaxed evenings at home. Plush seating invites you to unwind with sweeping ocean vistas, while the dining area offers a comfortable space for up to eight guests.brbrChef-Ready KitchenbrDesigned for the passionate cook, the gourmet kitchen features granite countertops, stainless steel appliances, and custom cabinetry. Every detail from cookware to small appliances has been thoughtfully selected for convenience and enjoyment.brbrOutdoor OasisbrThe expansive covered lanai embodies the essence of Hawaiian indoor-outdoor living. Sip morning coffee with ocean views, grill fresh island fish on the built-in BBQ, or enjoy alfresco dinners beneath the stars. The infinity-edge pool appears to flow seamlessly into the Pacific, creating a tranquil space to unwind. A private putting green and tropical landscaping complete this island sanctuary.brbrSleeping QuartersbrAll bedrooms and sleeping spaces now feature individual air conditioning for customized comfort.br• Primary Suite – King bed, ensuite bath with soaking tub, walk-in shower, dual vanity, and lanai accessbr• Guest Bedroom 2 – King bed, patio access, shared full bathbr• Guest Bedroom 3 – Queen bed, garden views, shared full bathbr• Bonus Room – Queen bed, workspace, and convenient access to full bathroombrbrExtrasbrThis home includes high-speed Wi-Fi, in-home laundry, ceiling fans throughout, luxury bath amenities, and beach gear including chairs, towels, and umbrellas. Families traveling with children can request a removable pool safety fence (installation fee applies).brbrResort / Community HighlightsbrLocated in Keauhou Estates, one of Kona’s most exclusive gated communities, guests enjoy privacy, security, and easy access to island adventures. Keauhou Bay is only five minutes away for snorkeling, kayaking, and Manta Ray tours, while nearby golf courses, hiking trails, and the Keauhou Shopping Center offer endless recreation, shopping, and dining options.brbrNearbybr• Walk to: Keauhou Shopping Center (restaurants, groceries, and weekly farmer’s market)br• Short drive to: Keauhou Bay, Kona Country Club, beaches, and historic Ali‘i DrivebrbrGood to Knowbr• Sleeps up to 8 guestsbr• Optional pool safety fence available (additional fee applies)br• Air conditioning in all sleeping areas.br• Minimum stay requirements applybr• 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• Professionally managed by Gather for a seamless guest experiencebr• STVR-19-361478br• TA-208-067-5328-01br• TMK 3780211360000brbrReserve your stay at Kona Koa House by Gather and experience an extraordinary blend of privacy, comfort, and breathtaking ocean views your Big Island paradise awaits.
Bed 4

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Bath 3

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Exceptional(4)

$297.86

/ Nightly
Private Vacation Home

Alii Cove KK4 in beautful Historic Kailua Village

Kailua Kona, Hawaii, United States

Welcome to Alii Cove KK4, a stunning 3-bedroom, 3-bathroom townhouse nestled in the heart of Kailua Kona. This spacious 1,800 square foot retreat is perfect for families or groups of up to six guests, providing a serene ambiance that captures the essence of Hawaiian living.brbrStep inside to discover a beautifully designed home featuring a private lanai off the main bedroom suite, where you can enjoy spectacular sunsets in complete tranquility. The open-concept living area is perfect for relaxation, equipped with comfortable seating and a television for your entertainment needs. The well-appointed kitchen boasts modern appliances, including a refrigerator, microwave, dishwasher, and coffee maker, making it easy to prepare meals and enjoy dining together in the inviting dining area.brbrOutside, the large patio area invites you to soak up the sun or enjoy al fresco dining while taking in the stunning views. A large grill is provided for outdoor cooking.brbrThis unit comes with two parking stalls at no extra charge.brbrThe complex offers fantastic amenities, including a gym, communal pool, and spa, ensuring you have everything you need for a rejuvenating stay.brbrFor those looking to explore, the vibrant Kona area is just a stone's throw away, with opportunities for deep-sea fishing, snorkeling, and golfing nearby. Whether you're seeking adventure or relaxation, Alii Cove KK4 is the perfect home base for your Hawaiian getaway.brbr30-day minimum booking is require.brNo smoking in this unit or on the lanais. A designated smoking area is provided for the complex.brNo pets.brbrDon't miss out on this incredible opportunity to experience the beauty of Kona—book your stay at Alii Cove KK4 today!brbr​​​​​​​TA-046-535-0656-01
Bed 3

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Bath 3

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Sleep 6

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$542.09

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Private Vacation Home

Pu'ukala Sunset Estate w/ Amazing Ocean Views! by RedAwning

Kailua Kona, Hawaii, United States

Escape to the breathtaking beauty of the Big Island and make your vacationbrbrdreams come true in this splendid 3-bedroom, 2-bathroom vacation rental home.brbrNestled in the heart of Kailua-Kona, this tropical paradise offers an open andbrbrspacious interior, complete with all the comforts of home, making it thebrbrperfect retreat for families and groups of friends seeking luxury andbrbrconvenience.brbrbrbrAs you step inside, you'll be greeted by an inviting atmosphere thatbrbrseamlessly blends indoor and outdoor living. The fully equipped kitchen is abrbrchef's delight, ready to inspire your culinary creations. And for those whobrbrrelish the idea of an al fresco shower under the Hawaiian sky, the MasterbrbrShower is a true outdoor oasis.brbrbrbrThe main highlight is the wrap-around lanai, where you can savor sunset viewsbrbrover the ocean. Picture yourself sipping a cup of freshly brewed local coffeebrbrfrom one of the nearby coffee farms as you plan your day of adventure, whetherbrbrit's snorkeling, surfing, golfing, hiking, or indulging in some retailbrbrtherapy.brbrbrbrInside, you'll find a Jacuzzi bathtub for ultimate relaxation, ceiling fans tobrbrkeep you comfortable, a DVD player, and a Smart TV for entertainment.brbrbrbrEmbrace the outdoor island lifestyle with the outdoor shower, perfect forbrbrrinsing off after your beach days. The lanai, gas grill, and balcony offerbrbrplenty of space for leisurely outdoor gatherings. Take in the soothing soundbrbrof the waves and the stunning beach view from your private patio furniture.brbrbrbrThe well-appointed kitchen includes a blender, coffee grinder, and toasterbrbroven, ensuring you have everything you need for meal preparation.brbrbrbrEnjoy the convenience of off-street parking with space for up to four vehiclesbrbrin the driveway, ensuring you have plenty of room for your group.brbrbrbrCome experience the magic of Hawaii's Big Island at the Main Hale. Book yourbrbrstay today and create unforgettable memories in this island paradise!brbrbrbr*Please note there are smaller additional units on site. If you're traveling with a larger group or desire extra space, please check our other listings to book those separately.brbrbrbrThis is the Tropics and you may encounter indigenous Geckos , Coqui Frogs, andbrbrBugs that might enter the Home as they do all homes in Hawaii. The Geckos arebrbrcurious and completely harmless. Host will not refund for the appearance ofbrbrindigenous Geckos and Bugs. We try our best to keep them outside in their ownbrbrHabitat.brbrbrbr brbr brbrbrbrHosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served brbr brbrWelcome to RedAwning, a whole new way to travel. We make staying in a uniquebrbrhome or apartment easier than staying at a hotel. By partnering with localbrbrhosts throughout North America, we provide you with the broadest collection ofbrbrhomes in the most destinations. Every stay includes our experienced 24/7brbrcustomer assistance, our free mobile app, and accidental damage protection forbrbryour trip with no security deposits. Wherever you want to go, RedAwning isbrbrhere to make your journey easier! brbr brbrWant your own property to be included here and in the RedAwning Collection brbrJoin Us and we will instantly promote your property everywhere guests shop forbrbrtravel.brbrbrbrTAX ID: TA-021-135-2024-01brbrbrbr
Bed 3

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Exceptional(1)

$466.22

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Private Vacation Home

Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

Kailua Kona, Hawaii, United States

Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,brbrone-bath Ohana vacation rental. This cozy coastal retreat is the perfectbrbrescape for couples seeking an island getaway. Nestled in a serenebrbrneighborhood, you'll enjoy the tranquility of the ocean breeze andbrbrbreathtaking sunsets from your private lanai.brbrbrbrThis well-appointed rental features a full kitchen, ideal for preparing yourbrbrfavorite island meals, and a private lanai where you can savor your dishesbrbrwhile watching the sun dip below the horizon. Whether you spend your daysbrbrswimming at Kamakahonu Beach, exploring the wonders of Kaloko-HonokōhaubrbrNational Historical Park, or indulging in the flavors of local coffee atbrbrnearby farms, you'll find this Ohana to be a relaxing haven to return to.brbrbrbrThe private lanai offers comfortable seating and a high-top dining table,brbrcreating the perfect setting for alfresco meals. Share stories of yourbrbradventures while grilling on the shared gas grill. Inside, you'll find a deskbrbrand ceiling fans for added comfort.brbrbrbrThe well-equipped kitchen includes a microwave, coffee maker, coffee grinder,brbrtoaster oven, blender, tea kettle, Crock-Pot, and all the necessary spices andbrbrcooking basics. Dishware and flatware are provided for your convenience.brbrbrbrPrivate off-street parking is available in the driveway for one vehicle.brbrStreet parking is also an option on a first-come, first-served basis.brbrbrbrExperience the true essence of island life at our Kailua-Kona Ohana. Book yourbrbrstay today and make memories that will last a lifetime!brbrbrbr*Please note that there are other units on site. If you're traveling with a larger group or need more space, there is a 3-bedroom unit for 6 guests and another 1-bedroom unit for 2 guests. Please check our other listings to book those separately.brbrbrbr brbr brbrThis is the Tropics and you may encounter indigenous Geckos, Coqui Fogs andbrbrBugs that might enter the Home as they do all homes in Hawaii. The Geckos arebrbrcurious and Harmless. Host will not refund for the appearance of indigenousbrbrGeckos and Bugs. We do our best to keep them outside in their own Habitat.brbrbrbrbrbrbrbrHosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served brbr brbrWelcome to RedAwning, a whole new way to travel. We make staying in a uniquebrbrhome or apartment easier than staying at a hotel. By partnering with localbrbrhosts throughout North America, we provide you with the broadest collection ofbrbrhomes in the most destinations. Every stay includes our experienced 24/7brbrcustomer assistance, our free mobile app, and accidental damage protection forbrbryour trip with no security deposits. Wherever you want to go, RedAwning isbrbrhere to make your journey easier! brbr brbrWant your own property to be included here and in the RedAwning Collection brbrJoin Us and we will instantly promote your property everywhere guests shop forbrbrtravel.brbrbrbrTAX ID: TA-021-135-2024-01brbrbrbr
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Bath 1

Bath

Sleep 2

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$470.78

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Private Vacation Home

Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning

Kailua Kona, Hawaii, United States

Escape the hustle and bustle of everyday life and immerse yourself in thebrbrserenity of our charming Kailua-Kona Ohana, a delightful 1-bedroom, 1-bathroombrbrvacation rental. Located on the captivating Big Island of Hawaii, this coastalbrbrretreat offers a tranquil escape for couples seeking an authentic islandbrbrexperience.brbrbrbrAs you step inside, you'll discover a well-appointed unit designed for yourbrbrcomfort and relaxation. The full kitchen is perfect for whipping up deliciousbrbrmeals, and the private lanai provides the ideal setting to sip local coffeebrbrwhile planning your day. Whether you're booking a tee time at Makalei GolfbrbrClub, basking in the sun at Magic Sands Beach Park, or embarking on a day tripbrbrto Hawaiʻi Volcanoes National Park, you'll find that this Ohana is the perfectbrbrhome base for your adventures.brbrbrbrThe private lanai offers comfortable seating and a high-top dining table,brbrcreating the perfect atmosphere for enjoying meals while watching the sunsetbrbrover the water. Inside, you'll find a smart TV, a desk for remote work, andbrbrceiling fans for added comfort.brbrbrbrThe well-equipped kitchen includes a microwave, coffee maker, coffee grinder,brbrtoaster oven, blender, tea kettle, Crock-Pot, and all the essential spices andbrbrcooking basics. Dishware and flatware are provided for your convenience.brbrbrbrEnjoy the convenience of private off-street parking with space for up to twobrbrvehicles in the driveway. Street parking is also available on a first-come,brbrfirst-served basis.brbrbrbrEscape to our Kailua-Kona Ohana and experience the true essence of islandbrbrlife. Book your stay today and create lasting memories on the beautiful BigbrbrIsland of Hawaii!brbrbrbr*Please note that there are other units on site. If you're traveling with a larger group or need more space, there is a 3-bedroom unit for 6 guests and another 1-bedroom unit for 2 guests. Please check our other listings to book those separately. brbrbrbrThis is the Tropics and you may encounter indigenous Geckos , Coqui Frogs,brbrand bugs that might enter the Home as they do all homes in HawaiI. The Geckosbrbrare curious and completely Harmless. Host will not refund for the appearancebrbrof Indigenous Geckos and Bugs. As we do our best to keep them all outside inbrbrthere natural Habitat.brbrbrbr brbr brbrbrbrHosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served brbr brbrWelcome to RedAwning, a whole new way to travel. We make staying in a uniquebrbrhome or apartment easier than staying at a hotel. By partnering with localbrbrhosts throughout North America, we provide you with the broadest collection ofbrbrhomes in the most destinations. Every stay includes our experienced 24/7brbrcustomer assistance, our free mobile app, and accidental damage protection forbrbryour trip with no security deposits. Wherever you want to go, RedAwning isbrbrhere to make your journey easier! brbr brbrWant your own property to be included here and in the RedAwning Collection brbrJoin Us and we will instantly promote your property everywhere guests shop forbrbrtravel.brbrbrbrTAX ID: TA-021-135-2024-01brbrbrbr
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Exceptional(30)

$477.18

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Private Vacation Home

HALE LIO KAI: GORGEOUS HOME WITH POOL, HOT TUB & STUNNING OCEAN/SUNSET VIEWS

Kailua Kona, Hawaii, United States

Welcome to Hale Lio Kai! Home of the Seahorse, translated in Hawaiian. Absolutely incredible home built in 2015, this is an incredible option for your Vacation. brEnjoy incredible amenities such as a beautiful 5 foot deep salt water pool & hot tub! brbrHale Lio Kai is located at a comfortable elevation with amazing cross breezes. You'll notice this home is only a 10-15 minute drive from the best beaches on the Island, & incredibly close to Kona Airport as well. br brThere is a generous amount of living space, a desirable floor plan, and two cozy lanais with 180-degree ocean & sunset views. brbrEnjoy 3 bedrooms & 2 bathrooms at this spectacular property. The House can comfortably sleep 7 people, maximum.brbrThe Bed Configuration is as follows: brThe Master Bedroom has a King Sized BedbrThe 2nd Bedroom has a Queen Sized BedbrThe 3rd Bedroom has a Bunk Bed, where a Twin Sized Mattress is on top, and a Full Sized Mattress is on the bottom. brbrYou'll have an amazing time at this special home!brbrSTVR#19-347839, NCU#19-0356brTAT#TA-092-220-0576-01brbr**All guests are required to sign a rental agreement with Knutson & Associates Property Management**brbr**All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.**brPlease note this home does not have Air Conditioning.
Bed 3

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Bath 2

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Sleep 7

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$7728.15

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Private Vacation Home

Luxury Estate at Hualalai Resort -Sweeping Ocean and Golf Course Views

Kailua Kona, Hawaii, United States

A Sanctuary of Luxury – Lau‘eki Estates at Hualalai ResortbrbrDiscover refined Hawaiian living at its finest in this exceptional estate, nestled within the exclusive Lau‘eki Estates at the world-renowned Hualalai Resort. brbrA perfect harmony of tranquility, sophistication, and adventure awaits—set against a backdrop of lush tropical landscapes and panoramic views of the Pacific Ocean.brbrSpanning over 4,600 square feet of thoughtfully designed indoor living space, complemented by more than 1,000 square feet of covered lanai, this residence embodies the seamless indoor-outdoor lifestyle – perfect for your next vacation in paradise!brbrFrom the moment you arrive, the home invites serenity. A peaceful, tropical garden entry and tranquil water features set the tone, while verdant breezeways connect 5 private bedroom suites – each featuring open-air garden showers and deep soaking tubs designed for ultimate relaxation.brbrInside, the home is inspired by the natural beauty of Hawai‘i. Organic materials such as bamboo and natural stone, exposed wood beam ceilings, and gleaming tile floors blend effortlessly with the lush surroundings. The retractable glass walls invite gentle ocean breezes and frame breathtaking views, blurring the lines between indoors and out. brbrStep outside to an entertainer’s dream: a private infinity-edge pool (pool fence optional) and spacious spa overlooking the 2nd Fairway of the Ke‘olu Golf Course and the shimmering Pacific beyond. Elegant lanais, enchanting garden paths, and multiple lounge areas create the perfect setting for creating family memories.brbrThe chef’s kitchen is equipped with premium appliances—including double ovens, a Thermador gas range, wine fridge, and ice maker—paired with multiple indoor and outdoor dining areas and a built-in outdoor grill.brbrFamily Room- located adjacent to the Kitchen –relax on the comfortable sofas- the perfect space to share your adventures from the day- or watch a family movie after dinner. brbrLocated within the Hualalai Resort community, our guests enjoy access to award-winning dining, upscale boutiques, rejuvenating spa services, and a variety of world-class activities—from Jack Nicklaus-designed golf courses to serene beach lounging and thrilling ocean adventures.brbrThis estate represents the pinnacle of island elegance—where architecture, nature, and lifestyle unite in perfect balance.brbrBedroom Configuration: brPrimary Suite 1: California King bed, Smart TV, retractable glass walls, ensuite bath with both an indoor and outdoor shower garden, dual vanity, soaking tub under the stars and private lanai brGuest Sute 2: King Bed,Smart TV, this suite is furnished with luxurious day bed for quiet moments, ensuite bath, large soaking tub and outdoor shower garden.brGuest Suite 3: King Bed, Smart TV, ensuite bath with large soaking tub and outdoor shower gardenbrGuest Suite 4 and Guest Suite 5 share a comfortable private lounge area, with a Smart TV and wet bar for your convenience.brSuite 4: King Bed, ensuite bath with walk in showerbrSuite 5: King Bed, ensuite bath with walk in shower brbrGolf Carts: br2 Golf Carts: (1) Six seater golf cart and (1) 2 seater cart included in the nightly rate brbrPool Fence is available at this Luxury Estate - please inquire for more details. brbrLuxury Rental Experience - Special Requests for a Personalized StaybrWe look forward to hosting you at our property. To ensure your experience is seamless, comfortable, and unforgettable, please forward any special requests or preferences.brYour comfort and enjoyment are our top priorities. brbrLau’eki Estates Luxury Offerings: brLight Daily Housekeeping (with the exception of Sunday's and Holidays) brComplimentary linen change for reservations of 7 nights or longerbrPersonal Greeting upon your arrivalbrExperienced staff available to respond to your requestsbrbrHualalai Resort is an exclusive, 865-acre oceanfront community located on the renowned Kona-Kohala Coast of Hawaii's Big Island, featuring world-class amenities, state-of-the-art facilities, engaging programming, and luxurious accommodations—including private residences and villas. The acclaimed Four Seasons Resort Hualalai is also located within the resort community.br brDaily Resort Fees are not included in the rental rate of your vacation home and are not required to confirm a rental reservation. However, these fees are necessary if you wish to access the Hualalai Resort amenities. Once your reservation is confirmed, we will forward your contact information to the Hualalai Resort. A representative from the Resort will then reach out to you directly to coordinate amenity access and preferences.br brAccess to Hualalai Resort amenities is available to our residential guests for an additional fee per person per day, subject to seasonal restrictions. brFrom January 1, 2025, to January 3, 2026, the daily resort guest fee ranges from $75 to $230 per person, plus taxes. Guests may elect to obtain Resort access for a minimum of two consecutive days, with the entire household required to participate.br brThe Resort Fees are remitted directly to Hualalai Resort, which operates independently of our company. Consequently, we do not oversee the administration of these fees, resort policies, account charges, or resort reservations.br brOpting into Resort access ensures a seamless and elevated experience, granting guests use of the full array of Hualalai’s recreational, wellness, dining, and leisure facilities—making your stay at one of Hawaii’s most prestigious destinations truly exceptional. brbrPlease Note: Special Events at the Four Seasons Hualalai Resort brThe annual Chairman's Club at Hualalai Resort will take place from Monday December 1 through Saturday December 6, 2025. This event will result in modified access to select resort amenities.brThe annual Mitsubishi Electric Championship at Hualalai Resort will take place from January 22-24, 2026. This event will result in modified access to select resort amenities.brbrIsland Resort Property Cancellation Policy differs than options available on VRBO brPlease be advised: Our properties require a three-night reservations deposit which is non-refundable 90 days prior to check-in. We then require the remaining rent due and non-refundable 90 days prior to check-in. During Festive Season our properties require a three-night reservations deposit which is non-refundable 120 days prior to check-in. We also require the remaining rent due and non-refundable 120 days prior to check-in. brIn the event the reservation is canceled by the Guest for any reason, please be advised that a 5% administrative fee will be withheld from all rental funds received at that time except in the instance of Force Majeure. brbrPL-STVR - 2025-001127brGE 095 730 6368-01/ TA 095 730 6368-01brGE 094 937 6512-01 / TA 094 937 6512-01
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$705.8

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Private Vacation Home

Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!

Kailua Kona, Hawaii, United States

Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of just seven properties in the quaint Pu'uwai Ali'i subdivision. The gated entrance, majestic surrounding trellises, and handsome motor court welcome visitors leading them past fragrant florals and waterfall cascade to a formal foyer and living room opening to expansive panoramic ocean views! Air Conditioning Installed in April 2023!brbrHigh open-beam ceilings include tropical louver windows ensuring fresh breezes and ventilation year-round, while Turkish travertine stone floors, marble counters and bathrooms offer a continuous aesthetic opening out to a lanai and large infinity pool while simultaneously adjoining each area of the estate beautifully.brbrThe fully upgraded kitchen and room details are complemented by abundant natural light from skylights, large windows, and glass doors providing views of stunning native landscaping that includes: fresh pineapple, plumeria, papaya, avocado, and citrus trees.brbrThe main house is single level with four bedrooms; three of which are ensuite, with a separate one-bedroom guest quarter.brEverything about this property was designed advantageously providing function, privacy, and views!brNotable features one would love: br~Over half-acre of landbr~Approximately 3,928 sq ft living areabr~Outdoor kitchen br~Trellised courtyard entrance with a Koi Pondbr~Office space to workbr~Hand Chiseled granite counters and beautiful backsplashbr~Large covered lanaibr~Private guest quarters with their own lanaibr~Blue Lapis Stone Counters in the bedroom suitebr~Idaho quartzite entry stonebr~Onyx stone in the powder roombrbrThis home has stunning coast line ocean views, and in the perfect sweet spot in between Keauhou & Town. A comfortable elevation of close to 1000 feet.brbrThis property has a 31 night minimum, no exceptions. brbrBED CONFIGURATION AT THE PROPERTY IS AS FOLLOWS:brMaster Bedroom:Cal King bedbrGarden bedroom (next to master)-Queen BedbrKoi pond bedroom (slider facing koi pond)- Queen BedbrPool bedroom(closest to street)- Cal King bedbrOhana bedroom(over garage)- Queen bedbrbrImportant information: The house only has 2 bedrooms attached to the main living area (master bedroom & garden bedroom). The pool bedroom and Koi pond bedroom both require that you go outdoors (covered though) to get to main house. brbrNOVEMBER-APRIL: $18,000 PER MONTH PLUS TAX & CLEANINGbrMAY-OCTOBER: $15,000 PER MONTH PLUS TAX & CLEANING brREFUNDABLE SECURITY DEPOSIT OF $2000 REQUIRED DURING EACH STAY. brbrTAT#051-883-3664-01brbr**All guests are required to sign a rental agreement with Knutson & Associates Property Management**brbr**All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.**
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$387.23

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Private Vacation Home

Aloha Condos, Na Hale O Keauhou, Townhome E-2, Ocean View, AC

Kailua Kona, Hawaii, United States

Located in the highly desirable Na Hale Community, this beautiful well-appointed 2-bedroom, 2.5-bathroombrtownhome offers spectacular ocean views and breathtaking sunsets. Bothbrbedrooms feature private, ensuite bathrooms. Additional in-home conveniences includebra washer and dryer, a well-equipped kitchen, and a Weber Grill on the lanai. The home boasts a deluxe coffee bar withbrcomplimentary coffee/espresso for you to enjoy in the morning or throughout thebrday. In addition to Wi-Fi and cable television,brthe home comes with an assortment of family board games, a piano keyboard and also the convenience of a wireless laser printer. The community offers ample, open outdoor parking throughout thebrcomplex. The garage hosts beach chairs, beach towels, a cooler, and otherbrbeach items for your convenience. Enjoy the large pool, spa, and air-conditionedbrexercise room while you are here as a guest in the community.  You will be within walking distance ofbrsnorkeling, shopping, grocery and drug stores, the post office, restaurants,brand the Regal Keauhou Cinemas. For golf enthusiasts, the desirable Kona CountrybrClub is less than a five-minute drive. The Na Hale O’Keauhou resort is a gated,brprivate community. Please review the Unit Policies and reach out with anybradditional questions.  Copy and paste this link for a Youtube feature of this property: https://youtu.be/8a4oOjWy9X8 si=de1kGK-90dzhVwHa brbr  brbr • Beautiful Ocean-View Gated Complex• Large & Luxurious 2 & 3-Bedroom Townhomes• Resort Pool, Spa, Clubhouse & Fitness Facilty• Pavilion with Kitchen• Golfing, Swimming, Snorkeling & Surfing Nearby• Gated, Electronically Controlled Entry• Security & Fire Alarm Systems• Free & Ample Guest Parking• Smoke Free Community• Adjacent to Keauhou Shopping Center
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