Home Vacation Rentals By Owner In Kailua Kona, HI

Showing 720 Of 894 Vacation Rentals
Slider Thumb
Exceptional(13)

$326.55

/ Nightly
Condo

Kona Makai 6-305 GORGEOUS OCEANFRONT, TOP FLOOR, 2 BEDROOM

Kailua Kona, Hawaii, United States

Absolutely stunning unit at Kona Makai! Unit#6-305 is a gorgeous fully remodeled top floor unit. It features a spacious 2 bedroom, 1 bathroom oceanfront space of 779 square feet & an 122 square foot lanai. This condo can sleep up to 6! brbrBreathtaking ocean, mountain, and pool views from this incredibly popular top floor condo. Being in building #6, this is one of the closest buildings to the ocean and in high demand. The loft space is treated as a whole second bedroom! brYou'll be able to enjoy vaulted ceilings, custom cabinetry, granite counter tops, efficient air conditioning units & neutral, island-inspired design throughout the unit. brAmenities like Cable TV & High Speed Wifi are available, as well as Beach Gear for Hawaii's adventures. brbrThe Furniture is inviting & comfortable. The Living Room has a pull out sofa! Take the spiral staircase to the spacious loft, which has wood accents, vaulted ceilings, a comfortable queen sized bed & 2 bunk beds! The 2nd Bedroom is considered the Loft, which is quite comfortable! brbrThe kitchen is absolutely perfect! #6305's kitchen has been beautifully upgraded and features beautiful appliances, as well as all of the culinary essentials necessary to prepare your favorite meals. An eat-in space with seating for two is located off the kitchen, while the lanai makes an ideal space to relax and enjoy the ocean views as well as extended seating for meals. brbrEnjoy an amazing night of sleep in the primary bedroom. A wonderful king-size bed in this space to enjoy! Wonderful large windows allows you to awake to ocean views every morning. You'll find every comfort at your fingertips in the bathroom, which features a walk-in shower with a glass block wall, beautiful granite countertops & a vessel sink.brbrThe Kona Makai complex is a beautifully maintained & highly sought after Ocean Front Complex located on famous Alii Drive, just 1.3 miles from Kona town. This wonderful complex features and includes beautifully manicured tropical grounds, ocean front pool and spa, sunny lounge area, two work out rooms, eating area w/ gas BBQ’s, tennis courts, ping pong table, ample parking, and is gated during the night for security. brbrThis property does not have Elevators.brbrTA#210-314-2400-01brSTVR#19-367132brbr**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.**brbr**FYI: Spalling Repairs are to commence at Kona Makai on Buildings#1, 2 and 3 are scheduled to commence as of 4/15/24 & will go on for an unforeseen amount of time according to the development. **
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(69)

$220.51

/ Nightly
Condo

Full ocean view from Kailua Village 602

Kailua Kona, Hawaii, United States

WELCOME to our beautiful Kailua Village Condo located in the heart of Kailua-Kona, Hawaii. Lovely Kamakahonu beach (perfect beach for relaxing the day away), the historic Ahuena Heiau sacred area, the Kailua pier and the Ironman swim start are an easy walk from the condo. The Kona Farmers Market (open Wed. – Sun. 7 am – 4 pm) is located 2 blocks from your front door. Make a delicious fresh fruit tropical salad daily! Fruits, vegetables, coffee, jewelry and a treasure trove of gift items also available.brbrOur air-conditioned 6th floor condo makes for the best full ocean views in the complex. You can watch the whales jump and dolphins spinning in Kailua Bay. Enjoy an amazing sunset from your lanai every night! It's a short walk to the eclectic mix of shops and restaurants in the village. The condo is tastefully decorated with a traditional Hawaiian ambiance designed to make you feel like your Home away from Home. It has a fully equipped kitchen if you choose to “stay in”, and amenities such as beach chairs and beach towels for your outings. The bedroom is furnished with a foam mattress topped king size bed that makes for a comfortable night's sleep and there is more than adequate storage for your belongings. Also included is complementary Wi-Fi, a private complex swimming pool with a community barbeque, secure elevators, an assigned parking place and a laundry room on the ground level.brbrThe Village is quaint, with lots of charm and great shopping right along the water's edge. Some of the activities you will find in the Village and nearby are beaches, luau's, farmer's markets, art galleries, jewelry shops, restaurants, hiking, boating, snorkeling, scuba diving, paddle boarding, kayaking, boogie boarding, parasailing and deep sea fishing…just about every water sport you can think of! There are also several great golf courses nearby. There is much to do to stay active, or you can relax and just lounge on the beach or the lanai – the opportunities for fun are endless in Kona!br brPlease feel free to contact us to find out how we can help make your Hawaiian Vacation Dreams come true!br brBy the map:br· Kona Inn Shopping Village, Historic Hulihee Palace and Kailua Pier are within 1/2 mile of our complex.br· Kailua-Kona, HI (KOA-Kona Intl.) is 9.9 miles (Approximate 17 minute drive) from the complexbr· brTA-044-932-7104-01
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(73)

$456.09

/ Nightly
Private Vacation Home

Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!

Kailua Kona, Hawaii, United States

The Magic Sands Retreat is a quaint 3 bedroom/2 bath cottage just around the corner from the famed Magic Sands Beach and the Ali'i Drive beach corridor. Just a 10 minute walk to the most popular beach in Kona! brThis upgraded home shows attention to detail with an artists touch with many tasteful upgrades throughout including remodeled kitchen, bathrooms, flooring & Air Conditioning! brThe home is nestled in the middle of tropical and mature landscaping. Enjoy the sounds of local birds in the trees. Although modestly sized, this home offers several areas for entertaining, reading a book or soaking up the sun.brThe home offers easy access to Magic Sands Beach through a public deeded access trail. Great for a morning swim or playing in the surf.brbrImmediately upon walking in, you'll be greeted by a fully equipped kitchen adjacent to the Living Area. Kitchen features granite countertops, gorgeous cabinetry, Large Island, Dishwasher, Fridge/Freezer, Stove/Oven!brbrThe Living Area is comfortable, dining available at the Island or the Dining Table. Split Air Conditioning System Available in the Living Room & All Bedrooms have Wall AC units!brCable TV & High Speed Wifi Internet are featured in the property. TV in the Living Room! brbrOne of the guest bedrooms is featured as a Media room 2 twin beds & has a Television/Air Conditioning. brThe Master Bedroom has a Queen Sized Bed, Wall Air Conditioning Unit, and Private Bathroom with a Walk in Shower.brThe Guest Bedroom that goes to the Lanai features a Queen Sized Bed & a Wall Air Conditioning UnitbrbrWasher/Dryer Available for Guest Use at the home as well! 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.***brbr**All guests are required to sign a rental agreement with Knutson & Associates Property Management**brbrTA#TA-032-770-3040-01brSTVR#19-351488brNUC#19-604
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(8)

$333.91

/ Nightly
Condo

Sea Village 4313: Premier Oceanfront Vacation Rental

Kailua Kona, Hawaii, United States

Unparalleled Oceanfront ExperiencebrDiscover your private retreat at the top floor, end unit of Sea Village—perched directly abovebrthe sparkling Pacific Ocean. This exceptional 2-bedroom, 2-bath condo delivers unobstructed,brpanoramic views spanning Kailua Bay and Kona town. Enjoy a front row seat to spectacularbrdolphin and whale sightings from the comfort of your living room and lanai.brbrAuthentic Hawaiian LifestylebrImmerse yourself in classic Hawaiian living with an open-air design that seamlessly connectsbrindoors and outdoors, inviting sunshine and cooling breezes year-round. High-powered ceilingbrfans in each bedroom and the living/dining area ensure comfort, complementing the soothingbrnatural airflow.brbrElegant Bedrooms and Modern BathroomsbrThe spacious master suite features a luxurious king bed and a contemporary bathroom with abrwalk-in shower. The guest bedroom offers a comfortable queen bed and easy access to abrstylish hallway bathroom, perfect for families or couples.brbrLanai and Sunset ViewsbrStep onto your oceanfront lanai to savor morning coffee as the waves roll in or witness thebrenchanting “green flash” during breathtaking sunsets—an unforgettable highlight of everybrevening.brbrResort-Style AmenitiesbrEnjoy the convenience of a full-size washer and dryer, plus a smart TV with Spectrum'sbrcomplete cable package and high-speed Wi-Fi. Sea Village's community features a beautifulbroceanfront pool and relaxing hot tub, along with central courtyard BBQ grills and picnic tablesbrfor memorable gatherings.brbrGuest InformationbrPlease note: The property is entirely smoke-free and pet-free, offering a clean and tranquilbrenvironment. While there are no air conditioning or elevators, the natural breezes andbrthoughtful design keep the condo comfortable throughout your stay.brbrGE & TA# 121-108-2752-01brSTVR-19-344826
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$521.33

/ Nightly
Condo

Kksr#1304 Direct Oceanfront Top Floor unit with Loft 3 bedr/3 bath!

Kailua Kona, Hawaii, United States

Welcome to your dream Hawaiian escape at the Keauhou Kona Surf & Racquet Club, where the ocean meets luxury living! This top-floor, direct oceanfront condo boasts 3 spacious bedrooms and 3 full bathrooms, offering stunning, unobstructed views of the Pacific from the moment you step inside.brbrBeautifully remodeled with island-inspired finishes and modern upgrades, this elegant retreat features a fully equipped kitchen, comfortable open-concept living and dining areas, and lanai access where you can enjoy breathtaking sunsets and the soothing sounds of crashing waves. Vaulted ceilings add to the open and airy feel, while expansive windows flood the unit with natural light and endless coastal views.brbrWith sleeping accommodations for up to 8 guests, this is the perfect getaway for families or groups looking to unwind in paradise. Whether you’re enjoying morning coffee on the lanai, grilling by the BBQ area, or relaxing after a day of snorkeling, this unit offers the comfort and convenience of home with the beauty of Hawaii right outside your door.brbrWhat makes Building 1 so desirable br Prime Oceanfront Position – Situated closest to the shoreline, Building 1 offers the most direct, front-row views of the ocean, where you can watch crashing waves, migrating whales, spinner dolphins, and nightly sunsets right from your private lanai.br Quiet & Private Setting – Tucked at the edge of the resort, Building 1 enjoys a peaceful, low-traffic location, away from the pool and tennis courts, making it ideal for those seeking a relaxing, serene Hawaiian escape.br Unbeatable Sunsets – With west-facing ocean views, your evenings will be filled with picture-perfect Kona sunsets, visible from nearly every room.br Ocean Breeze & Natural Light – Being on the top floor, the unit benefits from excellent airflow and vaulted ceilings, allowing for a cool, bright, and open living space that captures the essence of island life.brbrLocated in the heart of Kailua-Kona’s Keauhou district, this gated oceanfront community features amenities like a large pool, tennis courts, BBQ areas, and tropical gardens. You’re just minutes from Kahalu’u Beach Park, Keauhou Bay, world-class snorkeling, golf, and the conveniences of Keauhou Shopping Center.brbrIt's, just minutes from Keauhou Bay, Kahalu’u Beach Park, and the Keauhou Shopping Center, you’ll be close to dining, snorkeling, golf, and island adventures — all while enjoying the peace and privacy of a gated, oceanfront resort community.brbrBook your unforgettable Big Island stay today and experience oceanfront living at its finest! brbrTAT#122-265-3440-02brSTVR#19-366857br**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. ***brbrPlease note: There is no air conditioning in this unit and it's on the third floor of the complex. There is no elevator.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(32)

$272.98

/ Nightly
Condo

Aloha Condos, Keauhou Resort, Condo 118, Ocean View, AC

Kailua Kona, Hawaii, United States

This smoke-free condo boasts ocean and golf course views from both lanais. Beautiful furnishings and completely remodeled with upper end appliances and reverse osmosis water filtration. This split level unit offers vaulted ceilings, a spacious kitchen and living area with a large lanai. Downstairs there is a freshly remodeled bathroom, an extra-large master bedroom with office area and private lanai. Internet service provided. Ocean breezes and tropical landscape complete this island retreat. Keauhou Resort amenities include: 2 salt water pools, BBQ grills for guests and individual parking for each unit right next to the front door (no lugging baggage and groceries through the parking lot). This ideal location is a stones throw from historic Keauhou Bay renowned for snorkeling, manta ray swims, and ocean excursions, the birthplace of King Kamehameha III and right next to the Kona Country Club (public golf course). Holua Racquet & Paddle (home of the Hawaii Cup) is just 1 mile from the condo, with 16 dedicated pickle ball courts, 6 dedicated tennis courts and 2/4 multi-use teaching courts.  Keauhou also offers its own shopping center filled with restaurants, a movie theater, grocery store, farmer's markets, bank, post office and shopping.  The bay,  shopping center and pickle ball courts are within walking distance.  • Oceanview Location• Residential Location• Walk to restaurants & stores• Golfing, Swimming, Snorkeling & Surfing Nearby• Pool and children's pool
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(124)

$419.05

/ Nightly
Condo

Surf and Stay Hale | Absolute Oceanfront Getaway | Upgraded | Overlooking Banyans surf spot

Kailua Kona, Hawaii, United States

Welcome to the Surf & Stay Hale | Kona Bali Kai #219brbrEnjoy stunning ocean views, world-class surf, and unforgettable Kona sunsets—all from the comfort of your private lanai. This well-appointed 2-bedroom, 2-bath oceanfront condo is the perfect home base for your Big Island vacation. The primary bedroom features a king bed and en-suite bathroom, while the guest bedroom offers a queen bed. A queen sofa bed in the living room provides additional sleeping space. The fully equipped kitchen has everything you need to prepare meals at home, and beach gear—including chairs, towels, and a cooler—is provided for your convenience. Additional snorkel and beach equipment is available for rent nearby.brbrKona Bali Kai has a resort style pool, hot tub, private parking, oceanfront lawn, BBQ area, and on site deli called Da Poke Shack. brbrOne of Kona's most popular stretches for runners, walkers and bicyclists, and is well-known for being the start of the marathon leg of the Ironman World Championship.brFor golfers, the Kona Country Club is a 5 to 10 minute drive to the south and for the anglers, Kona is famous for its world class deep sea fishing. Kona Bali Kai is centrally located between Kailua town and Keauhou Shopping Center, offering several restaurants, cinemas, groceries, drug store, clothing and other shopping. brGuests of Big Island Stays now have the services of the best concierge on the island. Please check our Activities page on our website for more information.brThe Big Island of Hawaii offers some world-class adventures, among the most magical experiences found anywhere. Night diving with the manta rays, swimming with dolphins and getting up close with the humpback whales that visit each winter. White Sand beaches are located all along the coast in West Hawaii.brbrAll reservations are required to digitally sign a rental agreement between the person booking and and property manager to be confirmed. brbrSTVR-19-377045brTA 110-826-1376-01
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(15)

$1170.97

/ Nightly
Private Vacation Home

Holua Moana Hale: Spectacular Oceanfront Home with Pool, Spa and Putting Green

Kailua Kona, Hawaii, United States

Nestled within the private, gated community of Holua Kai in Kailua Kona, Holua Moana Hale offers a seamless blend of modern comfort and barefoot island luxury. Overlooking the rolling greens of Kona Country Club and the endless Pacific beyond, this two-story residence spans nearly 2,700 square feet of thoughtfully designed living space. Whether you’re here for golf mornings, coastal adventures, or slow afternoons by the pool, every detail is crafted for an inviting Big Island retreat.brbrWhat You’ll Love About Holua Moana Halebr * Private saltwater pool and spa with panoramic ocean viewsbr * Jack Nicklaus–inspired putting green for practice or playbr * Chef-ready kitchen with quartzite counters and wine fridgebr * Expansive covered lanai for sunset dining and loungingbr * Primary suite with soaking tub, ocean-view lanai, and ensuite bathbr * Whole-home water filtration and reverse osmosis systembrbrLiving & Diningbr Open-concept interiors flow effortlessly between living, dining, and outdoor spaces. Gather in the great room, where custom pocket doors invite in natural light and sea breezes, or settle upstairs in the lounge for a cozy movie night. The dining area, set for eight, extends to the lanai where twilight meals unfold against Kona’s fiery sunsets.brbrChef-Ready Kitchenbr Designed for both beauty and function, the kitchen showcases quartzite counters, stainless appliances, a wine fridge, and thoughtful touches like a coffee bar and tropical tile backsplash. Spacious and fully stocked, it’s perfect for cooking together or indulging in takeout feasts from nearby Kona favorites.brbrOutdoor Oasisbr Step outside to your private saltwater pool, bubbling spa, and outdoor shower, framed by tropical landscaping and wide ocean horizons. The covered lanai sets the stage for alfresco dining, while Sonos sound and ambient lighting create an easy evening rhythm. The putting green adds playful competition with the Pacific as your backdrop.brbrSleeping Quartersbr * Primary Suite – King bed, ensuite bath with soaking tub and walk-in shower, dual vanities, private lanai, ocean viewbr * Guest Suite – King bed, ensuite bath, garden viewbr * Guest Bedroom – King bed, mountain view, shared bathbr * Bonus Room – Two twin beds, ideal for children or extra guestsbrbrExtrasbr Enjoy the convenience of whole-home water filtration, reverse osmosis drinking water, Sonos speakers, dimmable lighting, and a full-size laundry room. Beach chairs, towels, and gear are included for island outings.brbrResort / Community Highlightsbr Set within Holua Kai’s plantation-inspired enclave, guests have access to a community pool, hot tub, and shaded recreation areas. Tennis and pickleball are available nearby for a nominal fee, and the home sits adjacent to the Kona Country Club for world-class golf.brbrNearbybr * Walk: Kona Country Club golf, Holua Racquet Club, shoreline trailsbr * Short Drive: Keauhou Bay for snorkeling and water sports, Kona dining and shopping, farmers markets, historic sites, hiking trailsbrbrGood to Knowbr * Community pickleball/tennis access requires a small feebr* 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 * This property is a licensed short-term vacation rental (STVR #21-460902)br * TA-039-641-1904-01br * TMK 780230170000brbrReserve your dates now and let Holua Moana Hale be your private gateway to Big Island living at its most spectacular.
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(77)

$325.47

/ Nightly
Condo

Beautiful Renovated Oceanfront Condo Incredible Views From The Lanai! Hale Kona Kai 407

Kailua Kona, Hawaii, United States

Unit #407 is an ocean-front, comfortable, stylish, eco-conscious escape that features the newest technologies and conveniences for today's travelers.brThe condo is an absolute oceanfront condo with a lanai (balcony) that offers beautiful ocean views. Both bedroom & living room face the beautiful Pacific Ocean, and the condo includes cable tv, and high-speed internet/wi-fi.brbrCentral A/CbrbrThis top-floor getaway has too many upgrades to mention, but most recently they include new stainless steel appliances, bathroom-assist grab bars, and luxury flooring.brbrAnd for those of you who need to work or love video chatting with family or friends,brThis is the internet speed in the condo: br Wired d/l Wired u/l 2.5ghz d/l 2.5ghz u/l 5ghz d/l 5ghz u/l br332.5 Mbps 23.5 Mbps 354.5 Mbps. 23.5 Mbps 354.5 Mbps 23.5 MbpsbrOur guests are able to video conference and work remotely.brbrHale Kona Kai is a small, boutique complex that features an oceanside, heated saltwater pool, elevator access, community BBQ, and on-site management. Located on a quiet side street, you are just a few blocks from shops, restaurants, and Honl's sand beach.brAll condos are non-smoking. Hale Kona Kai is a non-smoking facility. Each floor has coin-operated washers and dryers for your use. Each condo does not have its own washer/dryer.br brGE/TA 192-161-2288-01brSTVR-19-376226
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$221.03

/ Nightly
Condo

Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC

Kailua Kona, Hawaii, United States

Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona brbrEscape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove community in Kailua Kona. Perched just across from the iconic Honl’s Beach, this upscale vacation rental offers panoramic ocean views, luxurious amenities, and a perfect location — all within walking distance to downtown Kona’s shops, restaurants, and nightlife.brbrProperty Highlights:br • Spectacular Ocean Views: Enjoy breathtaking sunsets and watch the waves roll in from your private lanai. Whether you’re sipping Kona coffee in the morning or enjoying a glass of wine at dusk, the views never disappoint.br • Spacious & Peaceful: This top-floor unit features vaulted ceilings, abundant natural light, and minimalistic idealism throughout. Ideal for families, couples traveling together, or remote workers seeking peace with a view.br • Three Comfortable Bedrooms:br • Primary Suite: Queen bed, en-suite bathroom, walk-in closet, and direct lanai access.br • Second Bedroom: Queen bed with cozy furnishings.br • Third Bedroom/Office: Queen bed in here too!br • Gourmet Kitchen: Fully equipped with granite countertops, appliances in great condition, and everything you need to cook local island favorites.br • Private Lanai: Dine al fresco or lounge while watching spinner dolphins or seasonal humpback whales in the distance.brbrCommunity Amenities:br • Gated, private complex with security and assigned parkingbr • Resort-style swimming pool and hot tubbr • Well-equipped fitness centerbr • BBQ area and tropical landscaping throughoutbr • Direct access to Alii Drive for morning strolls, jogs, or bike rides along the coastbrbr Location, Location, Location:brbrAlii Cove is one of Kona’s premier vacation destinations — just a 10-minute walk to Kailua Village, where you’ll find award-winning dining, shopping, farmers markets, live music, and the historic Hulihe’e Palace. You’re also:br • Steps from Honl’s Beach – perfect for sunbathing, bodyboarding, and surfingbr • A short drive to world-famous beaches like Magic Sands and Kahalu’u Baybr • Close to snorkeling, diving, manta ray night tours, and other Big Island adventuresbrbrbrbrExtras & Conveniences:br • Free high-speed Wi-Fibr • Full-size washer and dryer in unitbr • Beach gear provided (coolers, towels, chairs, boogie boards)br • Smart TVs in living room and primary bedroombr • Central air conditioning and ceiling fans throughout: Air Conditioning is additional at $25 per night if wanting full use of the system. brbrbrbrBook your dream Hawaiian vacation today! Whether you’re here for a relaxing retreat, an adventure-filled holiday, or a long-term stay in paradise, our Alii Cove condo offers the perfect blend of comfort, elegance, and Aloha spirit.brbrMinimum stay and seasonal pricing apply. 31 night minimum. Inquire now for availability!brbrTA#094-646-0160-01.br**All guests are required to sign a rental agreement with Knutson & Associates Property Management in addition to purchasing a Damage Protection Plan or providing a Security Deposit if they stay at this property. Inquire within for specific details**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. ***
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(6)

$3426.79

/ Nightly
Private Vacation Home

Tranquil 4BR Pakui Estate (147) at Hualalai – Private Pool/Spa & Ocean Views

Kailua Kona, Hawaii, United States

Important Resort Noticebr* 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.brbr4BD Pakui Street Estate (147) at Hualalai Resort places you in the heart of one of Hawaii Island’s most exclusive communities, steps from the resort center and overlooking the 9th fairway of the Jack Nicklaus–signature Championship Course. This single-level, 3,300-sq-ft estate delivers golf-course panoramas, sunset skies, and a seamless indoor-outdoor flow to your own private infinity pool & spa.brbrWhat You’ll Love About 4BD Pakui Street Estate (147)br* Private heated infinity pool with integrated spa & waterfall featurebr* Expansive lanai with multiple lounge areas, alfresco dining & built-in BBQbr* Four spacious king suites, each with garden access & ensuite bathbr* Gourmet kitchen with premium appliances, wine fridge & breakfast barbr* Complimentary use of two 4-seater golf carts for easy resort accessbrbrLiving & DiningbrCustom double-glass entry doors open to a sunlit great room with vaulted ceilings, cove lighting, and artfully curated furnishings. Floor-to-ceiling pocket doors connect to the lanai, bringing in ocean breezes and framing views of the fairway and Pacific beyond. The living area features plush seating, a built-in entertainment system, and direct sightlines to the pool deck. An adjacent dining area for eight invites long, lingering dinners after a day of island adventure.brbrChef-Ready KitchenbrAnchored by warm wood cabinetry and gleaming stone counters, the kitchen offers a center island, wraparound breakfast bar, and top-tier stainless appliances, including a professional range. A wine fridge, coffee station, and full suite of chef’s tools make it easy to cook in or host a private chef.brbrOutdoor OasisbrThe lanai offers covered and open-air seating, an alfresco dining table, and a fully equipped BBQ station. Slip into the infinity pool to watch the sun drop behind the ocean, or soak in the spa under star-bright skies. Lush tropical landscaping and swaying palms provide beauty and privacy.brbrSleeping Quartersbr* Primary Suite – King bed, garden view, lanai access, walk-in closet, ensuite bath with jetted tub & walk-in showerbr* Guest Suite 2 – King bed, lanai access, ensuite bath with walk-in showerbr* Guest Suite 3 – King bed, private entrance, ensuite bath with walk-in showerbr* Guest Suite 4 – King bed, private entrance, ensuite bath with walk-in showerbrbrExtrasbr* Central A/C & ceiling fansbr* Washer/dryer, beach gear, and Wi-Fibr* Complimentary pool heat to 78°F (additional heating available for a fee)br* Two 4-seater golf carts for guest usebrbrResort / Community HighlightsbrHualalai Resort spans 865 acres along the Kona-Kohala Coast and features:br* 8-hole Jack Nicklaus–signature Championship Golf Coursebr* Hualalai Golf Halebr* Hualalai Sports Club & Spabr* Alaka‘i Nalu Ocean Activitiesbr* Tennis Club & cultural centerbr* Beachfront dining & chaise lounge seatingbrbrNearbybrWalk to the resort center for dining, shopping, spa services, and cultural programs. Drive minutes to Kua Bay and Makalawena beaches, or explore trails, snorkeling, and more along the Kohala Coast.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* 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* STVR-19-365765br* TMK: 720130040000brbrEvery rental booking with The LeRoy Collection at Gather Vacations includes:br* Meticulously inspected homebr* Guided orientation upon requestbr* Local concierge team for grocery shopping, private chefs, activities & morebr* Guest support before & during your staybrbrReserve your dates now and experience Hualalai living at its finest.
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb

$512.49

/ Nightly
Condo

Panoramic Oceanfront! Central Air Conditioning! King Bed! Gorgeous Kitchen!

Kailua Kona, Hawaii, United States

NOTE - CENTRAL AIR CONDITIONING, zoned in each room so that guests can set their own bedroom temperature, has been installed March, 2026. Complete kitchen renovation November, 2024. New mattresses in the fall of 2025. brbrYou can have it all! And learn some Hawaiian too!brbr~~ Moana (ocean) views ~~ Island ka’a (breezes) ~~ Sounds of the surf ~~ Hawaiian maluhia (peace) and tranquility ~~ Freshly brewed Kona Peaberry kope (coffee) on the lanai ~~ Walks along the sea wall to watch the honu (sea turtles) in the moana ~~ Cocktails at the pavilion ~~ Grilling fresh ahi tuna from the Honokohau Harbor ~~ Kona Town boasts award-winning restaurants, hale ‘ainas (cafes), artesian shops, night-life entertainment and Luaus ~~brbrOur oceanfront condominium has breathtaking views from every room. The kitchen is NEWLY RENOVATED and fully appointed with stainless steel appliances, quartz counters and a beverage station. The floors are newly finished and the living room furniture and mattresses are all new. Both bathrooms are tiled throughout with new showers, sinks and vanities. The entire condo is appointed with Hawaiian comforts. Relax and make this your Hawaiian home away from home.brbrMahalo (thank you) for viewing this site. Please view the our other 2 bedroom, 2 bath oceanfront condo at the vrbo website, #295943. Mahalo!brbrKeywords: Oceanfront condominium Walk
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(66)

$888.92

/ Nightly
Private Vacation Home

Hale Aikane: Gorgeous Oceanview Home w/Private Pool & Relaxing Garden Lanai

Kailua Kona, Hawaii, United States

Hale Aikane invites you to experience Hawaiian living at its finest, blending relaxed luxury with a serene island atmosphere. This single-level home offers 2,280 square feet of beautifully designed indoor and outdoor living space—perfect for families or groups seeking a spacious retreat. Greet each day with breathtaking ocean views, and unwind in the evenings beside your private pool, surrounded by lush tropical landscaping.brbrWhat You’ll Love About Hale Aikanebr• Private solar-heated pool with peaceful ocean viewsbr• Expansive wrap-around lawn ideal for sunbathing and outdoor playbr• Luxurious primary suite with ensuite bath and lanai accessbr• Gourmet kitchen with ocean views and high-end finishesbr• Three additional guest rooms, each featuring comfortable queen bedsbrbrLiving & DiningbrDesigned for open living, the layout seamlessly links the kitchen, dining area, and grand living room. Large pocket doors extend the living space to the outdoor lanai, allowing Hawaii’s gentle breezes to flow through. With elegant Tommy Bahama furnishings and ample seating, the living area is perfectly suited for both conversation and relaxation.brbrChef-Ready KitchenbrThe custom gourmet kitchen features fine wood cabinetry, ambient lighting, stainless steel appliances, and a spacious breakfast bar. Whether you’re preparing simple snacks or a family feast, ocean views and thoughtful design elements make every culinary experience delightful.brbrOutdoor OasisbrStep outside to your private paradise. The shaded outdoor dining area seats six comfortably—ideal for alfresco meals under the stars. Surrounded by vibrant tropical plants, the solar-heated pool features a serene rock waterfall, creating a peaceful backdrop for lounging or cooling off after a day of exploring. Direct access to large lawn areas enhances your outdoor living experience.brbrSleeping Quartersbr• Primary Suite – Queen bed, ensuite bath with soaking tub + walk-in shower, lanai accessbr• Guest Bedroom 2 – Queen bed, private lanai access, ensuite bathbr• Guest Bedroom 3 – Queen bed, located near third full bathbr• Each room offers serene décor with ocean or courtyard viewsbrbrExtrasbrEnjoy conveniences such as high-speed Wi-Fi, washer and dryer, Cable/Satellite TV, DVD player, and beach towels. A garage space is available for parking during your stay.brbrResort / Community HighlightsbrExplore a vibrant area filled with hiking, dining, shopping, and water activities. After a day of adventure, return to the peaceful surroundings of Hale Aikane for rest and rejuvenation.brbrNearbybr• Short walk to dining, grocery stores, and scenic coastal pathsbr• Short drive to Kailua Kona’s beaches, boutiques, and historic sitesbrbrGood to Knowbr• This home is naturally cooled with excellent ventilation and ceiling fans (no A/C)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-058-629-7344-01br• STVR-19-350976 / NUC-19-0562 / NUCR#:PL-NUCR-2024-002633br• TMK 760121230000brbrReserve Your Stay Today! Hale Aikane is ready to welcome you for an unforgettable Hawaiian escape. Secure your preferred dates now and embrace the beauty, comfort, and tranquility of island living.
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(137)

$612.31

/ Nightly
Private Vacation Home

The Cottage: Oceanfront Honeymoon Retreat w/Gorgeous Views, By Kahalu'u Beaches

Kailua Kona, Hawaii, United States

Perched directly above the lava-rock shoreline along Ali‘i Drive, The Cottage is a classic oceanfront retreat where coastal breezes, island color, and unobstructed sunsets shape each day. This one-bedroom home blends nostalgic Kona charm with thoughtful modern updates, creating a peaceful landing spot for couples, small families, and travelers seeking a true sense of place on the Big Island.brbrWhat You’ll Love About The Cottagebr• True oceanfront living with panoramic views and vibrant nightly sunsetsbr• Oversized lanai with dining, lounging, and shade structures for all-day enjoymentbr• Recently refreshed kitchen and bath with granite counters and warm wood cabinetrybr• California King primary suite with ocean views and direct lanai accessbr• Walkable to Kahaluʻu Beach State Park for snorkeling and sea turtlesbrbrLiving & DiningbrThe moment you enter, island-inspired artwork, vaulted ceilings, and custom shelving set a welcoming tone. Large windows frame the Pacific just beyond, giving the living room a naturally bright and breezy feel. Settle into the comfortable seating, enjoy your favorite show on the smart TV, or open the doors to let the sound of the surf become the soundtrack of your stay.brbrIndoor dining flows easily to the lanai, where alfresco meals unfold against wave-splashed rocks and endless horizon views.brbrChef-Ready KitchenbrFully remodeled with granite countertops, warm wood cabinetry, and full-size appliances, the kitchen offers everything you need for effortless vacation cooking. Brew fresh Kona coffee, prepare island-style breakfasts, or plate a sunset dinner to enjoy outdoors. With ample storage, cookware, and small appliances, the space is as functional as it is inviting.brbrOutdoor OasisbrThe oversized lanai is where The Cottage truly shines. Multiple seating zones invite you to dine, lounge, or unwind in shaded comfort while waves crash just below. Watch dolphins and seasonal whales offshore, sunbathe beside the ocean, or simply settle in for a nightly show as the sky melts into vibrant hues. A private yard adds additional space to relax, surrounded by tropical plantings.brbrSleeping Quartersbr• Primary Suite – California King bed, ocean view, ceiling fan, built-in desk, flatscreen TV, lanai accessbr• Living Room – Queen sleeper sofa, ocean view, lanai accessbrbrExtrasbr• Washer and dryerbr• High-speed Wi-Fi and Ethernet connectionbr• Laptop-friendly workspacebr• Smart TV and cablebr• Beach towels and beach equipment rentals available ($)br• Private entrance and single-level livingbr• Air conditioning and ceiling fansbr• Free parkingbrbrNearbybr• Walk: Kahaluʻu Beach State Park, Oceanfront strolls along Ali‘i Drivebr• Short Drive: Downtown Kailua-Kona dining, cafés, and shops Hulihe‘e Palace and Mokuaikaua Church, Kailua Pier for diving, fishing, kayaking, whale watching, Kona farmers market, Cultural and historic sites along the Kona coastbrbrGood to Knowbr• This property is approved for short-term vacation rental use.br• Longer-term stays may be available at reduced rates; inquire for details.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-080-398-7456-01br• TMK: 780140840000br• STVR-19-359384/ NUC-19-1134/ PL-NUCR-2025-003485brbrReserve your dates now and experience oceanfront living at The Cottage, where every moment feels shaped by the sea.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(2)

$356.54

/ Nightly
Condo

Kona Makai 3302 | Fully Renovated | AC | Oceanview

Kailua Kona, Hawaii, United States

This is your beach vacation headquarters. Kona Makai is an oceanfront resort community set right on Alii Drive near Kona's best boogie boarding and snorkeling beaches and surf breaks. A gorgeous, oceanside swimming pool, hot tub, barbecue area, two tennis courts and a small exercise facility are all on site.brbrYour beautifully remodeled condo sleeps four with a comfortable California king bed in the master bedroom and a queen bed in the upstairs loft. The master bedroom is spacious and comfortable and it opens to its own lanai. The bathroom is bright and stylish with a dual sink vanity and a glass enclosed shower.brbrThe kitchen has everything you need to prepare your favorite island cuisine, including brand new Café appliances and quartz waterfall countertops. The living room opens to a second lanai with a custom koa bar for outdoor dining. Or go cruise Alii Drive to dine out and peruse some of Kona's interesting gift shops.brbrThis third floor unit allows for vaulted ceilings and large windows to make the home feel bright and spacious. Please note, access is by stairs only, there is no elevator.brbrThis condo is air conditioned with three separate zones and also enjoys a consistent ocean breeze. You'll also find laundry machines in your unity and convenient covered and uncovered parking.brWhen you're not relaxing by the pool, the island will amaze you with every possible activity: Golf, whale watching, waterfalls, swimming with manta rays, Hawaii Volcanoes National Park, Kona coffee tours, etc. Guests of Big Island Stays have the services of the best concierge on the island. Please check our page on our website for more information.brbrAll reservations are required to digitally sign a rental agreement between them and the property manager to be confirmed.brbrSTVR: 19-376656brGE: 125-406-5152-05
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(140)

$298.13

/ Nightly
Condo

KKSR#8101 GORGEOUS 2 BEDR, GROUND FLOOR CORNER, REMODELED, AIR CONDITIONING

Kailua Kona, Hawaii, United States

A Gorgeous Incredibly Popular Ground Floor Corner Unit at Surf & Racquet Club! No Stairs!brThis features 2 bedrooms, 2 bathrooms, fully remodeled throughout the unit. brUnit#8-101 is a wonderful unit. Immediately upon walking in, you'll notice beautiful upgrades from this wonderful corner unit. The Kitchen is fully remodeled. You'll notice gorgeous granite countertops, soft close cabinets & stainless steel appliances.brbrThe Living Area is beautifully furnished. Luxury Vinyl Plank Flooring Installed throughout the space. Split Air Conditioning System Installed in the Living Room for ones comfort in Hawaii's Heat! Portable Air conditioning Unit in Garden View Bedroom with 2 Queen Sized Beds! brbrThe Wrap Around Lanai is Sensational. More than enough room for Chaise Lounge Chairs, Outdoor dining with Views of the Lush Tropical Garden, & A Comfortable Sitting area.brbrYou'll notice a beautiful Open Master Bedroom that has a King Sized Bed & the Guest Bedroom in the back has 2 Queen Sized Beds!brbrThis gated community offers many amenities including a large newly remodeled pool, 3 lighted tennis courts, a volleyball court and several barbecues situated around the complex. On the north side of the property is an adjacent beach to walk to & is also within a short walking distance to Kahalu'u Snorkeling Beach Park, better known as Turtle Beach, with world class snorkeling & a breakwater for calm seas. You can also walk to the Keauhou Shopping Center with KTA Supermarket, Longs Drugs, restaurants, shops and movie theater. The property is also adjacent to the 18 hole ocean golf course!brbrAmazing unit, walk right in, easy access with no stairs!brbr20% Military discount offered as well! Please inquire within! brbrTA# 166-117-5296-01brSTVR#19-361557brbr**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. ***
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Kailua Kona