Hawaii Vacation Rentals

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Make Hawaii your next getaway

From the sun-soaked beaches of Oahu to the emerald rainforests of Kauai, Hawaii isn’t just a place—it’s a state of mind. With Vacasa’s professionally managed Hawaii vacation rentals, you’re never far from soft white sand, swaying palms, and the laid-back island lifestyle that makes every moment feel like paradise. Whether you're dreaming of an oceanfront condo, a private beach house, or a luxury villa, your perfect Hawaiian escape starts here.

Top Hawaii property types

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Condo rentals

View 597 Condo rentals
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House rentals

View 92 House rentals
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Studios

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Popular amenities for Hawaii vacation rentals

Popular
Dog-friendly Hot tub Internet
Casa Tropical Kona -Kailua Bay Resort 2-201
1 Bedroom | 1 Bath | Sleeps 4

Casa Tropical Kona -Kailua Bay Resort 2-201 - Kailua-Kona, HI

$158 avg / night
(excludes fees and taxes)
4.81 (36)
Kona Bali Kai #264
0 Bedroom | 1 Bath | Sleeps 4

Kona Bali Kai #264 - Kailua-Kona, HI

$123 avg / night
(excludes fees and taxes)
4.39 (31)
Wailua Bay View 115
1 Bedroom | 1 Bath | Sleeps 2

Wailua Bay View 115 - Kapaa, HI

$220 avg / night
(excludes fees and taxes)
4.5 (44)
Making Makahuena Memories in 2204
2 Bedroom | 2 Bath | Sleeps 6

Making Makahuena Memories in 2204 - Koloa, HI

$259 avg / night
(excludes fees and taxes)
5.0 (2)
Kona Bali Kai #404
2 Bedroom | 2 Bath | Sleeps 6

Kona Bali Kai #404 - Kailua-Kona, HI

$310 avg / night
(excludes fees and taxes)

View 857 more homes

Recent Hawaii guest reviews

Sound of the waves
KEN B. | Dec 2025
The view of gorgeous! Couldn’t have found a better location. The condo was perfect, had all the necessary tools to cook our meals, a comfortable bed, such a relaxing atmosphere!
Ed S. | Dec 2025
We loved the location of Plantation Hale so much as we had never stayed in this area of the Island before. The condo is set up perfectly for a stay. We enjoyed walking along the beach there daily, having a path right along the ocean was heavenly. The cutest vintage town of Kapaa'a is close by and restaurants, like Fish Bar are a must. Enjoyed the bike trail near and the easy walk to Coconut Market for little things we may need, otherwise the Safeway is so close you can walk to as well, just easier with car for groceries for the stay. We loved walking to eat at Lava Lava Beach club., which is an easy walk from the unit. We landed and unpacked and were tired so walked there and were instantly so happy to sit on the beach dining and having a cocktail after our flight. It was one of our favorite places to eat at as we could walk and enjoy a breakfast or lunch as well there with an incredible view. The sunrises were incredible to bring our coffee with in the mornings. The location being more in middle of the island made it so nice to get to the south and north end without spending as much time in the car, so for that I really would say it made the tourist things to do easier for us. The properly was perfect for our needs, quiet and so comfortable to unpack and feel comforts of home, as we love to be able to cook some and go out to eat as well. Enjoyed the breezes off the ocean and the pool, hot tub and grill were definitely worth having after touring around some days. Everything was all pristine clean.
Patty H. | Dec 2025
Hawaii vacation rental FAQ

Yes, 18 of our Hawaii homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 862 of our Hawaii vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Hawaii vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Hawaii team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Hawaii, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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Seamless check-in
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Professional cleaning

Why choose Vacasa for your Hawaiian vacation?

Explore Hawaii’s diverse beauty

Whether you’re hiking the volcanic landscapes of the Big Island, snorkeling at Molokini Crater, or soaking up the sun on Waikiki Beach, Hawaii offers endless adventure and relaxation opportunities. Our rentals provide easy access to iconic spots like Hanauma Bay, Haleakalā National Park, and the lush rainforest trails of Kauai.

Discover your perfect Hawaiian paradise

Maui

Called the "Valley Isle," Maui is known for its world-famous beaches, the scenic Road to Hana, and Haleakalā National Park. Explore Kaanapali beachfront condos, Kihei vacation homes with ocean views, or luxurious Lahaina villas near shopping and dining.

Oahu

Experience both surfing culture and nightlife in Oahu. Stay near the iconic shores of Waikiki Beach, hike Diamond Head, or catch perfect sunsets from a North Shore beach house.

Big Island

From black sand beaches to active volcanoes, the Big Island is a playground of natural wonder. Choose from Kona oceanfront condos, gated Hilo retreats, or rustic hideaways near Hawai‘i Volcanoes National Park.

Kauai

The Garden Isle is a dream for nature lovers. Paddle the Wailua River, hike the Waimea Canyon, and relax in Princeville vacation rentals nestled on scenic cliffs, or beachfront homes in Poipu.

Molokai

Discover Molokai—Hawaii’s best-kept secret. Known as the “Friendly Isle,” Molokai offers a truly authentic Hawaiian experience, far from the tourist crowds and full of natural beauty, cultural heritage, and untouched landscapes.

Book your Hawaiian escape today

Let Vacasa help you experience the islands your way—whether you're chasing surf breaks, honeymooning under the stars, or simply soaking in aloha. With flexible stays, secure booking, and extraordinary homes, your next unforgettable Hawaii vacation starts here.

Do you offer snowbird rentals in Hawaii? 

Yes, Hawaii presents an idyllic destination for snowbirds seeking to escape the cold winters on the mainland. Our selection of snowbird rental properties ranges from cozy beach bungalows on Maui to coastal villas on the Big Island, allowing you to soak up the warm Hawaiian sunshine and hospitality.

Explore long-term rentals in Hawaii >

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