House holiday rentals in Kailua-Kona

4.98 out of 5 average rating, 203 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

An outdoor hot tub is positioned beside a well-maintained lawn, with lush green foliage nearby. Several lounge chairs face the ocean, providing a relaxing spot to enjoy views of the turquoise water and palm trees swaying gently in the breeze.

4.97 out of 5 average rating, 147 reviews

Kona Dolphin and Whale House. Rare Oceanfront. Spa

Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

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.

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

4.98 out of 5 average rating, 110 reviews

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

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!

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, 270 reviews

Entire rental unit Kona Ohana

Welcome to our beautiful home located at Kailua Kona. Our house is nestled in a peaceful gated neighborhood, offering a serene and relaxing atmosphere for your stay. Entire guest suite attached to the main house, separate entrance. Private one bedroom with 2 king size beds full bath with a full kitchen, washer and dryer, etc. We live next door with our children. We are an active family and you will likely hear us living our happy life :) We wake fairly early and are in bed by 11 most nights.

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.

4.93 out of 5 average rating, 181 reviews

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Incredible views of the bay and surfers! Modern house(built 2014) with A/C all rooms. It’s across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing spot in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 brms, one upstairs, 3 downstrs, There’s one full bath en-suite upstairs with toilet, tub and shower. There is a toilet downstairs with very private outdoor shower. Plus one bdrm has a sink/vanity & 2nd outdoor shower.

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.

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!

4.91 out of 5 average rating, 225 reviews

A breathtaking view of a sunset over the ocean is captured, showcasing vibrant orange hues against a soft gradient of pink and purple in the sky. Silhouetted palm leaves add depth to the scene, blending naturally with the horizon.

Home in Captain Cook

Kona Paradise Sunset Homebase

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

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.

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).

4.98 out of 5 average rating, 256 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

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.

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.

4.92 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.

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.

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 31 reviews

Ocean View House Near Outrigger Kona Resort & Spa

4.89 out of 5 average rating, 114 reviews

A clear blue sky envelops a scenic view of the ocean and distant mountains. The foreground includes a residential area with a house featuring solar panels. Lush greenery and palm trees are visible, enhancing the natural landscape.

Home in Waikoloa Village

Island Views Hale

An open-concept living space features a modern kitchen island with seating, surrounded by elegant dining and lounge areas. Large glass pocket doors provide views of the pool area, allowing natural light to brighten the room. Custom furnishings enhance the inviting atmosphere.

4.98 out of 5 average rating, 40 reviews

Island Time-Luxury Golf Front Home with Pool/Spa

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.

4.91 out of 5 average rating, 165 reviews

Tropical Oasis Home with Pool and Steps to Beach

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.

4.96 out of 5 average rating, 170 reviews

Private Pool - 180° Ocean View - Minutes to Beach

The living room features a spacious sectional sofa, accompanied by a pair of light-colored armchairs. A large flat-screen TV is mounted on the wall, displaying an engaging image. A blue console table stands against the wall, while glass doors open to allow natural light.

5 out of 5 average rating, 52 reviews

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

An expansive saltwater pool is framed by a wooden deck, offering views of the ocean and colorful sunset skies. Tropical foliage partially obscures the scene, adding a serene touch. The tranquil surroundings invite relaxation and peaceful moments.

4.95 out of 5 average rating, 118 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

5 out of 5 average rating, 99 reviews

Tranquil Hawaiian Pineapple Poolhouse with A/C

Weekly house rentals

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, 480 reviews

2 Bedroom in the Kona Hills on a Coffee Farm

A stone path meanders through a well-kept garden, leading to a cozy seating area with a red picnic table. Lush greenery, including plants and trees, frames the path, while the home's exterior features a calming blue hue.

4.87 out of 5 average rating, 102 reviews

Ulu Tree Retreat

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.

4.96 out of 5 average rating, 294 reviews

Piece of Paradise Coffee Farm

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.

4.98 out of 5 average rating, 250 reviews

Kona Sanctuary · Ocean View Hot Tub · A/C

A bright living area features a turquoise sofa paired with mid-century styled armchairs. A wall-mounted fan circulates air above a hanging rattan chair. Natural light filters through wooden blinds, illuminating a textured area rug and artwork displaying island maps.

4.87 out of 5 average rating, 276 reviews

Earthy Beach House

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, 100 reviews

The Mango Cottage on Keauhou Bay

4.88 out of 5 average rating, 121 reviews

The exterior of the home is presented with a spacious yard adorned with native plants and landscaping. Large windows invite natural light, while a lanai is positioned at the upper level, offering potential views of the surroundings.

Home in Waikoloa Village

Catch the Sunset! Island Hale w/ *A/C* and Hot Tub

The house is situated on a grassy hillside, showcasing a spacious deck with panoramic ocean views. Solar panels are positioned on the ground beneath the deck. Surrounding trees and lush greenery contribute to the serene environment, complementing the natural beauty of the landscape.

4.98 out of 5 average rating, 52 reviews

Zen-Inspired Retreat, Breathtaking Ocean City View

Private house rentals

A spacious lanai is open to the interior living area, featuring large sliding glass doors. Comfortable seating arrangements with a colorful rug are visible. The connected kitchen area is partially seen, showcasing modern appliances and a welcoming layout.

4.97 out of 5 average rating, 62 reviews

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

5 out of 5 average rating, 27 reviews

Cloud Forest Retreat with Treehouse Vibes

An outdoor dining area is set with a large glass table surrounded by eight wicker chairs. Lush landscaping and ocean views are visible through expansive windows. The space is complemented by a covered patio, providing ample shade and an inviting atmosphere for dining and relaxation.

4.94 out of 5 average rating, 52 reviews

Honu House - Sunset/Ocean View, Peaceful

The exterior of the house is shown with a newly renovated design, featuring a sloped roof and light gray siding. Lush greenery surrounds the home, and colorful tropical plants are visible in the foreground. A panoramic view of the coastline and ocean is seen in the background.

4.91 out of 5 average rating, 86 reviews

Private beautiful peaceful house on three acres

A covered lanai features comfortable outdoor seating, providing a relaxing space to enjoy the expansive ocean view. Lush greenery and colorful plants are visible in the foreground, while the clear blue sky complements the serene atmosphere of the surrounding neighborhood.

4.91 out of 5 average rating, 97 reviews

Spacious home with expansive ocean view!

4.97 out of 5 average rating, 30 reviews

Ocean View, Spacious, & Peaceful 3 BR home in Kona

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, 74 reviews

New Modern Interior|OceanView| HotTub|Forest Deck