House vacation rentals in Kailua-Kona

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Quick stats about house rentals in Kailua-Kona

  • Total vacation rentals

    Explore 350 vacation rentals in Kailua-Kona

  • Nightly prices starting at

    Kailua-Kona vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 22,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Kailua-Kona vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Kailua-Kona stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Kailua-Kona

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

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Top guest favorite
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
4.99 out of 5 average rating, 281 reviews

Ocean, Sunset, Mountain & Celestial Views

🌴 Guest Favorite - Top 10% on the Big Island 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 BBQ grill.

LocationValueGetting around

Top guest favorite
The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.
Home in Holualoa
4.99 out of 5 average rating, 113 reviews

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

FamilyLocationSleep quality

Superhost
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
4.86 out of 5 average rating, 287 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.

FamilyLocationTV

Guest favorite
An outdoor dining area features a glass-topped table surrounded by six cushioned chairs. Lush greenery and colorful tropical plants frame the view, while a stone floor adds an elegant touch to this inviting space.
Home in Kailua-Kona
4.98 out of 5 average rating, 180 reviews

Private & Beautiful home on 1 acre

A beautiful & private home on 1 acre in Kona Palisades! Our home is in an ideal location at nearly 1,400 ft. elevation to take advantage of cooler temperatures, while being just minutes from the airport, beaches, and Kailua-Kona town. Enjoy a vaulted living room ceiling, 2 covered lanais, and thoughtful finishes throughout our home. Set on a single level, the home features 3 bedrooms, 2 1/2 bathrooms, with a spacious roundabout driveway and green grassy lawns Caretaker lives on property

FamilyLocationCondition

Top guest favorite
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 Holualoa
4.98 out of 5 average rating, 200 reviews

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

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

FamilyValueAmenities

Top guest favorite
A modern kitchen boasts sleek grey cabinetry and a large island with a light marble surface, featuring a decorative bowl of fruit. Pendant lighting hangs above, and expansive windows offer sweeping views of the ocean beyond, enhancing the bright and airy ambiance.
Home in Kahaluu-Keauhou
4.99 out of 5 average rating, 115 reviews

New Modern Interior|OceanView| HotTub|AC|Forest V

180° ocean view from front door to bedroom Fully renovated in 2024 with modern design and furnishings 1700+ sq. ft. on a 12,000+ sq. ft. lot, ocean-facing with forest backdrop 5 mins to beach, including popular snorkeling at Kahaluu 9 mins to Kona downtown for dining and shopping Sunset Hot Tub – brand new for relaxation Four outdoor sitting areas; large deck in forest setting All rooms has brand new AC Dual Dishwasher 85-inch luxury TV Extremely safe neighborhood with private gate

LocationFamilyAccuracy

Top guest favorite
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, 188 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).

LocationFamilyOutdoor spaces

Top guest favorite
A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.
Home in Kailua-Kona
4.97 out of 5 average rating, 219 reviews

Halia Hale

Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

FamilyValueGrill

Top guest favorite
The horizon is adorned with a vibrant sunset, where warm hues of orange and yellow transition into soft clouds against a backdrop of the ocean. Silhouettes of palm trees frame the scene, enhancing the tropical ambiance.
Home in Holualoa
4.91 out of 5 average rating, 218 reviews

Mini Plantation with a View

2300 sq.ft home on over an acre is perfect for time with family & friends. 10 minutes from downtown Kona, in Holualoa, with organic coffee, fruit trees, and flowers. There is a roof-top games with ping-pong room overlooking the garden. Paddle boards, snorkeling gear, basketball, and lots of games are also provided. Entertaining is easy on the huge lanai with bbq and a kitchen equipped with cooking staples and equipment. Home is on-property hosted.

LocationFamilyCondition

Top guest favorite
A spacious family room features a large gray sectional sofa with colorful decorative pillows. A gallery wall adorned with various framed photographs enhances the vibrant atmosphere. In the background, a kitchen area is visible, equipped with wooden cabinetry and dark appliances, creating a cozy yet functional living space.
Home in Kailua-Kona
4.97 out of 5 average rating, 519 reviews

2 Bedroom in the Kona Hills on a Coffee Farm

Located at 2400 feet elevation, we offer our downstairs, two-bedroom, one-bathroom Ohana. Our house is located on a quiet Kona coffee farm. We enjoy wonderful ocean views, and cool mountain mornings (a nice escape for hot and sunny downtown Kona (15 to 20 minutes away). We have trees everywhere and our place borders the state forest. Our house is a perfect place to make your base-camp and then head out each day for your adventures.

LocationFamilyIndoor spaces

Top guest favorite
An inviting outdoor space features a private pool surrounded by lush tropical plants. The soft glow of pool lighting highlights the stone patio, while lounge chairs are positioned for relaxation. Tall palm trees are visible against a colorful evening sky.
Home in Keauhou
5.0 out of 5 average rating, 136 reviews

Mollie’s Paradise Resort Home & Private Pool

Welcome to Mollie's Paradise! This gated resort vacation home features a beautifully crafted outdoor paradise with a private pool and spa. Your host, Mollie, has curated a vacation home experience that will exceed your expectations. Her attention to detail, quality amenities and extra clean home is loved by guests.

ValueFamilyHiking

Guest favorite
Home in Holualoa
4.92 out of 5 average rating, 111 reviews

Kona retreat with Hot Tub, Tiki Bar & Pickleball

Your Kona reset starts here 🌊✨ Relax in the NEW hot tub, grill dinner at sunset, and enjoy breezy island living with room for the whole crew. Private hot tub • Ocean-view lanais • Pickleball Court • Pool table/game room • BBQ • Multiple king bedrooms • Second refrigerator • Family-friendly amenities

FamilyValueHospitality

Popular amenities for Kailua-Kona house rentals

When is the best time to visit Kailua-Kona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,329ﺩ.ﺇ 1,300ﺩ.ﺇ 1,285ﺩ.ﺇ 1,230ﺩ.ﺇ 1,212ﺩ.ﺇ 1,282ﺩ.ﺇ 1,102ﺩ.ﺇ 1,065ﺩ.ﺇ 1,098ﺩ.ﺇ 1,157ﺩ.ﺇ 1,142ﺩ.ﺇ 1,414
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Destinations to explore