House holiday rentals in Kailua-Kona

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Top-rated house rentals in Kailua-Kona

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
A spacious lanai is presented with modern furnishings, including a sofa and a dining area. Large sliding glass doors offer views of the surrounding nature and ocean. The wooden deck is complemented by potted plants, allowing for an inviting outdoor space.
Home in Holualoa
4.9 out of 5 average rating, 158 reviews

Ocean-View Retreat in Kona Countryside

Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

Top guest favourite
A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.
Home in Keauhou
4.97 out of 5 average rating, 115 reviews

Kahaluu Bay Get-Away

Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

Top guest favourite
A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.
Home in Kailua-Kona
4.96 out of 5 average rating, 170 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Top guest favourite
A dining area features a wooden table accompanied by a bench, surrounded by floor-to-ceiling windows. Lush greenery and open views of the landscape are visible through the glass, allowing natural light to illuminate the space.
Home in Waimea
4.98 out of 5 average rating, 110 reviews

Modern Upcountry Home with Mauna Kea Views

This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

Guest favourite
A spacious living area is showcased with a light-colored sofa positioned adjacent to a wooden coffee table. A television is mounted on the wall, and natural light enters through the windows, framed by light curtains. The plush carpet adds comfort to the space.
Home in Kailua-Kona
4.89 out of 5 average rating, 244 reviews

Clean spacious in Kailua Kona.

Enjoy easy access to everything from this perfectly located home base. It's close to Kona airport, Costco, beautiful beaches, and only a 10 min drive to Kona town. It is located in a quiet neighborhood right in Kailua Kona near some of the best beaches on the island. The perfect place for a small group of friends or family to have a wonderful vacation. When staying in our space, we have a variety of beach toys and towels that we welcome guests to use. The Ironman triathletes are also welcome.

Top guest favourite
A spacious home is depicted against a lush green backdrop, featuring a large deck with a hot tub. The structure showcases multiple solar panels on the roof, white railings, and an elegant staircase leading to the ground level, surrounded by vibrant tropical foliage.
Home in Kailua-Kona
4.92 out of 5 average rating, 141 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Top guest favourite
An open-concept living area features a kitchen island with a blue base and white countertop. Large windows provide views of the ocean, while a dining table is surrounded by black chairs. Tropical plants add greenery to the space, enhancing the bright and airy atmosphere.
Home in Kailua-Kona
4.97 out of 5 average rating, 164 reviews

Hale Aka'ula, House of the Red Sunset

Nestled within the lush oasis of Kohanaiki, this 3 bedroom, 2 bath home awaits as your ideal Hawaiian retreat. Offering a spacious living room and chef's kitchen, it's made for memorable family gatherings. Surrounded by tropical greenery, you have ocean vistas and stunning sunsets from the comfort of the fully screened lanai. With convenient access to downtown Kona (6 mi), the airport (7.5 mi), and the pristine beaches of the north end, like Kua Bay Beach Park (10 mi).

Top guest favourite
A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.
Home in Waikoloa Village
4.98 out of 5 average rating, 255 reviews

Ocean, Sunset, Mountain & Celestial Views

Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.

Guest favourite
Two woven chairs with tropical-patterned cushions are positioned beside a round table. Large windows allow views of lush palm trees and the ocean in the distance, providing natural light to the serene seating area.
Home in Kailua-Kona
4.94 out of 5 average rating, 182 reviews

Kona House // Ocean View //Cold AC//5 Min to beach

As you wake to the sound of the birds, the gentle trade wind breeze reminds you this is true relaxation. As you walk to the coffee maker, the ocean view greets you on your left while the expansive living room invites you to claim your seat on the couch. You’re glad you have good WiFi, but you sure hope the boss doesn’t email you. Being close to beaches, restaurants, and entertainment is great too, but maybe you’ll cook in this gourmet kitchen.

Top guest favourite
An inviting lanai setting features a sectional couch adorned with green accent pillows and a wooden coffee table. The space is surrounded by lush greenery, and sliding glass doors provide seamless access to the indoor living area, enhancing the open floor plan.
Home in Kailua-Kona
5 out of 5 average rating, 139 reviews

Magic Sands Beach House

This bali-style beach house, with a tree-house feel and open floor plan, is an ideal vacation property. With ocean peeks from the lanai, you can watch the sun set seasonally between the trees from the oversized deck, or from Magic Sands Beach only blocks away. Enjoy a view of the foothills of Hualalai volcano from the kitchen. Hawaii state tax IDs: STVR-19-354047, NUC-19-747, GE-125-351-6288-01, TA-125-351-6288-01

Top guest favourite
A spacious covered lanai features comfortable seating arrangements, providing a perfect vantage point for ocean views. The peaceful surroundings highlight expansive greenery below, while solar panels are visible on rooftops in the distance. The structure offers a bright and airy atmosphere.
Home in Kailua-Kona
4.92 out of 5 average rating, 104 reviews

Kona Sunset - Entire Home - 3BR/4Bed/4.5BA/AC

Welcome to our 5 Bed/4.5Bath vacation rental located in a cul-de-sac, on the hills with a stunning ocean/sunset view. BRAND NEW large covered lanai & deck provide the perfect entertaining space. BRAND NEW 4 Split-zoned A/C units in every bedroom. You'll experience the perfect blend of relaxation, convenience and breathtaking natural beauty.

Top guest favourite
A covered lanai features a small dining table with four chairs and a comfortable chaise lounge. Large windows provide a panoramic view of the coastline, allowing natural light to fill the space. The soft carpet adds comfort to this inviting area.
Home in Kailua-Kona
5 out of 5 average rating, 135 reviews

Nani Kona Lā - Mesmerizing Ocean View Home

Welcome to Nani Kona Lā which stands for The Beautiful Kona Sunset. This home has been perfectly placed on the magnificent slopes of Hualalai. The panoramic coastline views from almost every area of this home are absolutely breathtaking. This home will offer you a very relaxing place to regroup in between your activities on the Big Island.

Popular amenities for house rentals in Kailua-Kona

When is the best time to visit Kailua-Kona?

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Avg. price$410 SGD$426 SGD$415 SGD$375 SGD$361 SGD$391 SGD$383 SGD$370 SGD$382 SGD$402 SGD$397 SGD$491 SGD
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Quick stats about house rentals in Kailua-Kona

  • Total holiday rentals

    Explore 330 holiday rentals in Kailua-Kona

  • Nightly prices starting at

    Kailua-Kona holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 21,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    330 of Kailua-Kona holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kailua-Kona rentals

  • 4.9 Average rating

    Kailua-Kona stays are highly rated by guests – averaging 4.9 out of 5!

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