House holiday rentals in Kailua-Kona

4.99 out of 5 average rating, 279 reviews

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.

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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.

4.98 out of 5 average rating, 120 reviews

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.

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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.

4.99 out of 5 average rating, 112 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.

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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.

4.98 out of 5 average rating, 176 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

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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.

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.

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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.

4.99 out of 5 average rating, 111 reviews

New Modern Interior|OceanView| HotTub|Forest Deck

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

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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.

4.89 out of 5 average rating, 159 reviews

Beautiful, Spacious Home w/Expansive Ocean Views

This is a HOSTED RENTAL and we are fully HB 108 COMPLIANT, but you won't see us unless you need us-on site or by text 7 days a week. This is not a party house. We rent to fun-loving folks who seek tranquility in paradise. Bookings made after 6/28/21 include all taxes and fees. Guests walk in and we see wow on their faces: gourmet kitchen, huge bedrooms.. "perfect for a family reunion" "cool at night, was just right" "close to the best beach in Hawaii" "amazing sunset views"

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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.

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.

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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.

4.91 out of 5 average rating, 217 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.

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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.

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.

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4.91 out of 5 average rating, 233 reviews

Family-Friendly 4BR Oasis by Magic Sands

Escape to this spacious island retreat featuring an open-concept living area, gourmet kitchen, and beautifully designed coastal interiors. Relax on the covered lanai with outdoor dining, lounge seating, BBQ, and a lush tropical backyard. The home offers luxurious king suites, a spa-inspired primary bath with a Jacuzzi tub, and is just minutes from Kona's best beaches, snorkeling, shopping, and dining. 🌺

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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.

5.0 out of 5 average rating, 135 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.

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Popular amenities for Kailua-Kona house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.96 out of 5 average rating, 173 reviews

Private Pool - 180° Ocean View - Minutes to Beach

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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.

4.96 out of 5 average rating, 158 reviews

Tropical Oasis: Heated Pool, Waterfall, Ocean View

LocationFamilyDecor

4.94 out of 5 average rating, 281 reviews

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

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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.

4.96 out of 5 average rating, 102 reviews

Fully Equipped Lush Kona Home • AC • Pool • Lanai

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4.89 out of 5 average rating, 154 reviews

Home in Waikoloa Village

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

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4.96 out of 5 average rating, 105 reviews

Romantic Keauhou Retreat | Pool + Tropical Lanai!

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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.

4.92 out of 5 average rating, 178 reviews

Tropical Oasis Home with Pool and Walk to Beach

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4.98 out of 5 average rating, 173 reviews

Island Aloha + Expansive Ocean View

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Weekly house rentals

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.

4.86 out of 5 average rating, 284 reviews

Clean spacious in Kailua Kona.

ValueFamilyLong stay

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.

4.94 out of 5 average rating, 164 reviews

Cozy Home near Beaches & Costco

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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.

4.94 out of 5 average rating, 201 reviews

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

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The exterior of the Wailima Beach House is framed by lush greenery, featuring a vibrant green façade and a mix of colored siding. Sunlight bathes the garden area, highlighting the manicured lawn and tropical plants that create a serene retreat.

4.8 out of 5 average rating, 122 reviews

Wailima Beach House, Kona, Magic Sands Beach

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4.96 out of 5 average rating, 448 reviews

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

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A dining area is visible, featuring a wooden table set for four and surrounded by light-colored chairs. Large glass doors open to a deck, offering expansive views of the ocean and tropical surroundings. The soft lighting accentuates the natural wood tones and decor.

4.88 out of 5 average rating, 328 reviews

Stunning Ocean Views + Designer Designed Kona Home

LocationFamilyIndoor spaces

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.

4.93 out of 5 average rating, 108 reviews

Spacious Open-Concept Home w/ Stunning Ocean View

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The kitchen showcases wooden cabinetry and a central island with seating. Natural light enters through the large window, illuminating the space. A dining table with chairs is visible, along with various kitchen appliances and decor, creating a functional and inviting cooking area.

4.98 out of 5 average rating, 146 reviews

Magic Sands Beach Bungalow

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Private house rentals

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.

4.94 out of 5 average rating, 126 reviews

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

LocationFamilyDecor

4.88 out of 5 average rating, 184 reviews

An expansive covered lanai offers comfortable seating with plush blue cushions, overlooking the ocean and lush landscape. A large dining table and barbecue grill add to the outdoor space, enhancing the inviting atmosphere of relaxation and scenic views.

Home in Captain Cook

180° Ocean View with Huge Covered Lanai & Hot Tub

FamilyLocationNearby

4.99 out of 5 average rating, 148 reviews

The spacious living area features vaulted wooden ceilings and large windows that invite natural light. A combination of a comfortable leather chair and a daybed with plush white pillows is seen, along with a wooden coffee table placed on a circular rug. Outdoor views are accessible through glass doors.

Home in Waimea

Waimea Honu Hale- Relaxing, Tropical, Country Home

ValueFamilyHospitality

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.

5.0 out of 5 average rating, 142 reviews

Magic Sands Beach House

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An open living space is showcased, featuring a regulation size billiards table and high wooden stools positioned near a teak bar. Decor items, including colorful paddles and artwork, hang on the walls, complementing the natural light from windows across the room.

4.96 out of 5 average rating, 239 reviews

Villa LongBoard Kona, Sweeping Ocean & Town Views

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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.

4.97 out of 5 average rating, 322 reviews

Entire rental unit Kona Ohana

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4.92 out of 5 average rating, 183 reviews

The charming country home is framed by lush greenery and vibrant tropical plants. A spacious wraparound porch adds to its inviting presence, while the peaked roof complements the natural landscape. The surrounding yard offers ample open space, enhancing the sense of privacy.

Home in Waimea

Private Country Cottage | 2+ Bedroom on 1-acre | 5

FamilyValueTV

An infinity-edged hot tub sits perched on a hillside, offering expansive views of the ocean and Kona below. The clear water reflects the sky, while the surrounding lush foliage adds a serene natural setting.