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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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Guest favorite
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 Kailua-Kona

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

4.9 out of 5 average rating, 168 reviews
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

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.

4.99 out of 5 average rating, 282 reviews
Top guest favorite
A private solar heated pool is surrounded by tropical landscaping, featuring a waterfall cascading over black rocks. Comfortable outdoor seating is arranged nearby, with vibrant plants adding color and lushness to the serene atmosphere.
Home in Holualoa

Tropical Oasis: Pool, Spa, Waterfall, Ocean View

Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the spa or relax in the private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona. This is Hawaii living at its absolute finest.

4.96 out of 5 average rating, 160 reviews
Top guest favorite
A lush green yard is framed by palm trees, with vibrant blue water visible beyond. A pathway of stepping stones leads through the manicured grass towards the ocean, highlighted by a clear sky dotted with scattered clouds.
Home in Keauhou

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. Large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only. 100% non-smoking property inside and out.

4.98 out of 5 average rating, 121 reviews
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

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.

4.99 out of 5 average rating, 113 reviews
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

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.

4.86 out of 5 average rating, 288 reviews
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

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.

4.98 out of 5 average rating, 203 reviews
Guest favorite
Home in Holualoa

HAVEN: Poolside Sanctuary with Heavenly Views

HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light. Tax ID # TA-110-823-1680-01

4.94 out of 5 average rating, 136 reviews
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

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

4.99 out of 5 average rating, 118 reviews
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

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.

4.97 out of 5 average rating, 220 reviews
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

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.

4.91 out of 5 average rating, 220 reviews
Top guest favorite
The exterior of the house showcases a wooden structure with multiple levels, surrounded by lush greenery. A wide porch wraps around the upper level, providing expansive outdoor space. Stairs lead up to the entrance, flanked by tropical plants and a stone pathway.
Home in Kailua-Kona

Beautiful, Spacious Home w/Expansive Ocean Views

Our spacious Kona home is a wonderful place for families and groups to gather, with large bedrooms, a beautiful kitchen, and plenty of room to spread out and relax. Guests especially love the sweeping sunset views, the cooler evenings at our elevation, and the easy access to some of the best beaches on the Big Island. It’s a comfortable, welcoming home that works especially well for family reunions and time together with people you love.

4.89 out of 5 average rating, 160 reviews

Popular amenities for Kailua-Kona house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.
Home in Kailua-Kona

Private Pool - 180° Ocean View - Minutes to Beach

4.96 out of 5 average rating, 174 reviews
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

Mollie’s Paradise Resort Home & Private Pool

5.0 out of 5 average rating, 137 reviews
Top guest favorite
Home in Holualoa

Paradise + Aloha + Expansive Ocean View

4.98 out of 5 average rating, 174 reviews
Guest favorite
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

Kahaluu Bay Get-Away

4.94 out of 5 average rating, 125 reviews
Top guest favorite
The exterior of a modern split-level home is showcased, featuring a spacious pool in the foreground. Tropical palm trees surround the property, while a shaded seating area with an umbrella is visible beside the pool. The expansive deck offers steps leading to the entrance of the home.
Home in Keauhou

Tropical Oasis Home with Pool and Walk to Beach

4.92 out of 5 average rating, 180 reviews
Top guest favorite
A cozy seating area is highlighted with a white mattress and colorful throw pillows featuring pineapple designs. The space is sheltered and overlooks a well-maintained pool surrounded by tropical greenery, with warm light and blue skies enhancing the inviting ambiance.
Home in Kailua-Kona

Fully Equipped Lush Kona Home • AC • Pool • Lanai

4.96 out of 5 average rating, 103 reviews
Top guest favorite
Home in Keauhou

Romantic Keauhou Retreat | Pool + Tropical Lanai!

4.96 out of 5 average rating, 105 reviews
Guest favorite
Home in Waikoloa Village

Big Family Home, Pool, Views, Yard, Lanai, Clean!

4.88 out of 5 average rating, 156 reviews

House rentals with free parking

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

Hale Aka'ula, House of the Red Sunset

4.97 out of 5 average rating, 188 reviews
Guest favorite
A bright and airy living room is showcased, featuring a comfortable blue sofa and armchairs. Large glass doors open to the outdoor seating area, revealing views of the ocean. Decorative items are neatly arranged on the built-in shelves, enhancing the space.
Home in Keauhou

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

4.94 out of 5 average rating, 198 reviews
Guest favorite
A serene view of the ocean at sunset, with vibrant orange and yellow hues painted across the sky. The silhouette of a tree frames the scene, highlighting the expansive horizon where the sun dips below the water.
Home in Kahaluu-Keauhou

Secluded hideaway with amazing view

4.9 out of 5 average rating, 196 reviews
Top guest favorite
A spacious bedroom features a king-sized bed adorned with soft linens and decorative pillows. Natural light filters through large glass doors, offering views of lush surroundings. Wooden accents, a cozy area rug, and a potted plant enhance the serene atmosphere.
Home in Keauhou

Kona Sanctuary · Ocean View Hot Tub · A/C

4.98 out of 5 average rating, 262 reviews
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

2 Bedroom in the Kona Hills on a Coffee Farm

4.97 out of 5 average rating, 520 reviews
Top guest favorite
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

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks

4.96 out of 5 average rating, 451 reviews
Top guest favorite
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

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

4.93 out of 5 average rating, 149 reviews
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

Private & Beautiful home on 1 acre

4.98 out of 5 average rating, 181 reviews

Weekly house rentals

Guest favorite
A spacious lanai is shown, with a large table set for six, surrounded by comfortable chairs. The ocean view stretches across the horizon, framed by large sliding glass doors. A ceiling fan can be seen above, adding to the relaxed atmosphere.
Home in Keauhou

OCEAN VIEW! Art Home 'IPU HALE'

4.84 out of 5 average rating, 271 reviews
Top guest favorite
A vibrant sunset is seen over the horizon, with clouds reflecting warm oranges and pinks. Silhouettes of palm trees and distant greenery frame the scene, creating a serene backdrop as day transitions to night.
Home in Kailua-Kona

Entire rental unit Kona Ohana

4.97 out of 5 average rating, 329 reviews
Guest favorite
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

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

4.84 out of 5 average rating, 174 reviews
Top guest favorite
A spacious outdoor dining area features a table set beneath a canopy, with comfortable seating surrounded by tropical plants and palms. A view of the ocean is visible in the distance, complemented by a vibrant green lawn and an inviting in-ground spa nearby.
Home in Kailua-Kona

Kona Coffee Estate w/ Hot Tub & Ocean View

4.98 out of 5 average rating, 109 reviews
Top guest favorite
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 Kahaluu-Keauhou

MAGIC SHACK aka Hale Kaipoi + Walk to Beach!

4.92 out of 5 average rating, 198 reviews
Top guest favorite
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 Kahaluu-Keauhou

Magic Sands Beach House

5.0 out of 5 average rating, 142 reviews
Guest favorite
The exterior of a single-story home is visible, set against a backdrop of lush landscaping and ocean views. Tropical plants and trees surround the property, with a clear blue sky overhead and a concrete driveway leading to the entrance.
Home in Kailua-Kona

Cozy Home near Beaches & Costco

4.94 out of 5 average rating, 164 reviews
Top guest favorite
A spacious lanai features a patio table with six chairs, ideal for outdoor dining. Lush greenery surrounds the area, while a view of the ocean is visible in the distance under a bright blue sky dotted with clouds.
Home in Kailua-Kona

Spacious Open-Concept Home w/ Stunning Ocean View

4.93 out of 5 average rating, 109 reviews

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
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

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