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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
Home in Keauhou
4.96 out of 5 average rating, 106 reviews

Modern Hawaiian Cottage - Ocean Across the Street

SURF TEMPLE – A Tropical Modern Hawaiian-style cottage on desirable Ali‘i Dr, steps from the ocean. Enjoy breathtaking sunsets, reading, & snorkeling at the lava rock beach across the street. The cottage features a main house + guest cottage, connected by a spacious lanai for dining & relaxing. Lava rock walls throughout embody the Hawaiian culture & spirit. Just .4 miles from Kahalu’u Beach, .7 miles from White Sand Beach & 4 miles from downtown Kona. Perfect location for your Hawaiian Getaway!

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.

Guest favourite
A serene beach scene features gentle waves lapping against soft, golden sands with clear, turquoise waters extending to the horizon. Palm trees are visible along the shoreline, framing the view of a coastal building nearby. The sky is bright with a few scattered clouds.
Home in Kailua-Kona
4.82 out of 5 average rating, 222 reviews

Kona Beach House

Kona Beach House: Your Family Vacation Haven! Enjoy comfort, convenience, & coastal bliss just a minute walk from pristine Magics Sands Beach. With abundant amenities & free parking, this retreat has everything you need for a seamless stay. Wake up to Magic Sands Beach across the street or use this central location to explore the Big Island's volcanoes, rainforests, & waterfalls. Accommodating up to 6 adults, it's the perfect home away from home. HAWAII TAX ID NUMBER: TA-073-837-1584-01

Top guest favourite
The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.
Home in Kailua-Kona
4.98 out of 5 average rating, 176 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living room connect to the owner's retreat via a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler temps than busy downtown while not being far from the action. Owner-hosted by locals!

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 high wood-beamed ceilings and large windows that welcome natural light. A cozy seating arrangement faces a wall-mounted TV, while a modern kitchen with a sizable island provides ample space for dining and entertaining. Access to the outdoor lanai is visible.
Home in Kailua-Kona
4.91 out of 5 average rating, 182 reviews

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!

MAGIC SHACK is an owner hosted Upper 2 bedroom, 2 bathroom oasis with AC and peaceful lanai that borders a nature preserve nestled at the end of a quiet neighborhood cul-de-sac. The island-inspired decor and bright colors of this accommodation make it the perfect home base the next time you’re visiting the Big Island of Hawai’i. Just a short 5 minute walk to MAGIC SANDS beach, one of the most spectacular white sandy beaches on the island...you'll never want to leave!

Top guest favourite
A wraparound deck showcases a seating area featuring blue cushions on wicker furniture. A dining table surrounded by wooden chairs is positioned nearby. Partial ocean views and tropical foliage are visible through the railing, creating a serene outdoor space for relaxation.
Home in Holualoa
4.91 out of 5 average rating, 105 reviews

Jubilee By The Sea (Ocean Views)

Take a break from it all and spoil the whole family with an unforgettable getaway to this home away from home mere blocks from the blue waters of the ocean! With a wonderfully furnished wraparound deck boasting partial ocean views to sip favorite cocktails on and a spacious layout perfect for large families or groups of friends, there will be no delay in feeling right at home in no time.

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.

Guest favourite
A spacious wrap-around lanai offers a panoramic view of the ocean and lush greenery. Palm trees frame the scene, while a small seating area invites relaxation. The deck features wood flooring and a metal railing, blending harmoniously with the surrounding tropical landscape.
Home in Captain Cook
4.85 out of 5 average rating, 162 reviews

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

This is a uniquely designed custom house with a 17-foot-high open beam ceiling. A wrap-around lanai (deck) opens towards a view of the expanses of the ocean, coast, and slopes of South Kona at the front of the house, and the mountain jungle to the back. We are in the middle of a tropical rainforest.

Guest favourite
A master suite features a spacious king bed adorned with neutral linens and a red floral accent. Floor-to-ceiling windows offer panoramic views of the lush landscape, while a cozy daybed is visible in the background, enhancing the serene atmosphere of the open space.
Home in Captain Cook
4.96 out of 5 average rating, 423 reviews

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks

~ The perfect getaway for a romantic couple ~ Expansive ocean views: floor-to-ceiling sliding doors, wrap around decks ~ King bed, jacuzzi soaking tub, Fully-equipped kitchen, BBQ ~ 1 mile from Kealakekua Bay ~ Tropical modernism with Balinese accents. Gorgeous and unique architecture

Popular amenities for house rentals in Kailua-Kona

When is the best time to visit Kailua-Kona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$409 SGD$425 SGD$414 SGD$374 SGD$360 SGD$390 SGD$382 SGD$369 SGD$381 SGD$401 SGD$396 SGD$490 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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