House holiday rentals in Hawaiian Islands

4.97 out of 5 average rating, 260 reviews

A charming green cottage is surrounded by lush foliage, featuring a wooden deck with steps leading to the entrance. Large windows reflect the evening light, revealing a cozy interior. Bright blue outdoor chairs are positioned for relaxation amidst the tranquil tropical setting.

Home in Maui

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

4.98 out of 5 average rating, 309 reviews

Newer Home w/ Ocean Views & Ocean Sounds at Night

Nestled in a ocean side community w/ocean views ! Open, bright & airy, raised 9ft ceilings, 8' doors, lots windows/ sliding doors for feeling the ocean breezes & listening to ocean sounds at night. Beautiful Kitchen w/ quartz counters & all the conveniences. Din table for six accommodating meals & games/ puzzles. Cozy Liv Rm w/ large screen tv, queen sleeper sofa & access to 10'x36' covered lanai for outdoor eating & relaxing. Both Bedrooms w/king beds & MBath w/rain shower. Great Location !

4.96 out of 5 average rating, 274 reviews

Two light blue chairs are positioned facing the ocean, accompanied by a small blue table. A tropical palm tree and a turtle sculpture enhance the serene coastal setting, with the vast ocean and sky in the background, creating a peaceful atmosphere.

Home in Keaau

Paradise Breeze Retreat- Oceanfront Hot Tub & A/C!

Swap the daily grind for luxurious oceanfront tranquility with an escape to Paradise Breeze Retreat in Keaau, Hawaii. Only a 25 minute drive from Hilo Airport but a world away from stress. Stunning panoramic ocean views from every room and the audible delights of ocean waves provide an immersive Hawaiian island experience. Need to Relax? Enjoy the 5 person 38 jet Master Spas hot tub! Need to work? Fastest WIFI on the island. Dolphins, sea turtles & whales (Nov. -Mar) beat any virtual background.

The exterior of the home is surrounded by lush greenery, featuring a spacious wrap-around deck under a modern roof. A large tree provides shade, while the well-maintained lawn adds to the welcoming atmosphere of this tranquil setting.

4.95 out of 5 average rating, 263 reviews

Kehena Beach Home in Paradise!

This special vacation home is nestled into a quiet, safe and rural neighborhood adjacent to the magical Red Road, 3 blocks from Kehena Black Sand Beach. Inside, this immaculate home has open vaulted ceilings, modern amenities, tile flooring, wrap-around deck and much more. We are close to Uncle Robert's Farmers Market, and Historic Pahoa Town. Please note that Kehena Beach is clothing optional. There are other small tide pools and hot ponds close by. More beaches are 40 minutes away in Hilo.

The house is elevated on stilts, surrounded by a lush landscape. A starry sky filled with bright stars and the Milky Way creates a dramatic backdrop. Warm light is emitted from the house, contrasting with the dark surroundings.

4.93 out of 5 average rating, 285 reviews

Under The Milky Way: 24 acre farm.

A unique and custom built house, fifteen feet above ground, using natural Ohia wood, solar powered and nestled amid a 24 acre fruit farm lending peace and tranquility to your Hawaii adventure. The location is a perfect 7 minutes to the town of Pahoa, 45 minutes to the lava flow, and 15 minutes to the beaches and local events. The house was inspired by the owner’s visits throughout ThailandYou will love this beautiful setting. Two queen size beds. One small convertible single foam couch.

4.95 out of 5 average rating, 130 reviews

Peaceful Tropical Retreat w/ Walk to Ocean Views

Step into the timeless charm of old Hawai‘i at this handcrafted tropical retreat. Inspired by 1930s island architecture, this home blends natural wood, open-beam ceilings, and modern comforts into a space that feels both elevated and grounded in nature. Wake up to birdsong and fall asleep to the gentle chorus of Coqui frogs. Enjoy your complimentary 100% Kona coffee on the breezy lanai, then take a short stroll to the oceanfront park for breathtaking Pacific sunrises.

4.91 out of 5 average rating, 227 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!

4.98 out of 5 average rating, 113 reviews

A living area features a light blue sofa arranged on a beige area rug. Stained glass windows add color to the walls, while a ceiling fan provides comfort. Natural light fills the space through large windows, enhancing the wood flooring's warmth.

Home in Volcano

Apapane Cottage

🌺 Apapane Cottage – A Peaceful Rainforest Retreat Near Volcanoes National Park. Tucked away in the lush Hawaiian rainforest just minutes from Hawaiʻi Volcanoes National Park, Apapane Cottage is a serene haven designed for rest, reflection, and reconnection with nature. After a full day of hiking and sightseeing, unwind on the back lanai in the hot tub, surrounded by native forest. Keep an eye out for the brilliant red ʻApapane birds as they flit from tree to tree.

Superhost

An aerial view displays the cedar home nestled in lush greenery, with a pool and the ocean visible in the background. The surrounding landscape features hills and diverse vegetation, creating a serene atmosphere, with clear skies enhancing the scene.

Home in Papaaloa

4.83 out of 5 average rating, 121 reviews

Lush Paradise—Luxury Eco-Getaway

Escape to our luxurious cedar home on Hawaii's main island. Surrounded by rainforest, waterfalls, and a stream, our sustainable retreat offers serenity just 25 mins from Hilo. With 4 beds, 2 baths, and an open-concept kitchen, our spacious home blends Hawaiian charm with modern amenities. Unwind on the travertine lanai, and explore fruit trees and trails. Perfectly located for beach adventures and vibrant towns. Experience tropical living at its finest. Book now!

The exterior of the all-concrete house features a unique architectural design with large circular and rectangular windows. Wooden shutters frame the windows, while tropical plants and vibrant flowers surround the base, creating a harmonious blend with the lush landscape.

4.97 out of 5 average rating, 219 reviews

Kehena Beach Ocean Front Cliff House

This home is obviously unique and has even been featured on HGTV's Off Beat American & The Travel Channel, but it is the land itself that we fell in love with. This all-concrete house is ocean front and perched on a lava cliff at Kehena Point. The Point sticks out into the ocean further than the surrounding lava cliffs and offers unparalleled views of the coast in both directions. Watch whales in season (November-April), and walk to a black sand beach.

4.9 out of 5 average rating, 355 reviews

An outdoor dining space is presented with a white table surrounded by six chairs. Lush greenery lines the edge, with views of the ocean and a vibrant sunset in the background. Palm trees frame the scene, creating a serene atmosphere.

Home in Kekaha

Oceanview, Air Conditioning, Clean and Cute

Two bedroom home has dramatic views of the ocean and a cute and comfortable place to call home. We are located just across the street from Davidsons surf break. Located in Kekaha which is loved for its sunny days and laid back vibe. As with most of the ocean view homes in Kekaha we are on Kuhio Hwy directly across from the ocean. Please consider the traffic noise and keep in mind that for most the views far outweigh the road noise.