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 594 Condo rentals
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House rentals

View 95 House rentals
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Studios

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Popular amenities for Hawaii vacation rentals

Popular
Dog-friendly Hot tub Internet
Koa Resort 3E | Two Bedroom Condo in Kihei
2 Bedroom | 1 Bath | Sleeps 4

Koa Resort 3E | Two Bedroom Condo in Kihei - Kihei, HI

$276 avg / night
(excludes fees and taxes)
Wailea Grand Champions 149
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

$366 avg / night
(excludes fees and taxes)
4.41 (22)
Kihei Akahi D215
2 Bedroom | 2 Bath | Sleeps 4

Kihei Akahi D215 - Kihei, HI

$312 avg / night
(excludes fees and taxes)
3.86 (21)
Mahina Surf 123
1 Bedroom | 1 Bath | Sleeps 4

Mahina Surf 123 - Lahaina, HI

$363 avg / night
(excludes fees and taxes)
Pono Kai Resort D101
2 Bedroom | 2 Bath | Sleeps 6

Pono Kai Resort D101 - Kapaa, HI

$457 avg / night
(excludes fees and taxes)
4.31 (58)

View 827 more homes

Recent Hawaii guest reviews

This is our second time renting this property and our stay this time was just as fabulous as the last! The house was spotless when we arrived, the kitchen is well stocked, the beds are extremely comfortable, and the back porch is so peaceful. The Poipu beach club has a ton of activities and a great pool/gym. The house is located conveniently near lots of restaurants and shops. We loved everything about our stay and will definitely be back!
Amy S. | Aug 2026
Property is amazing. So clean and well done with high end finishes. Gorgeous view and so nice to be right next to the 1 hotel. Kitchen has everything you could need and AC worked very well. The WiFi stopped working halfway through our stay and the issue was never resolved. There is little to know cell service so we had to leave property to send texts, make calls or email. This was tricky as we had some medical & work things pop up that could not be handled. There are 3 tvs but we could not use them, no music and we could not look anything up to accurately plan our visit. Of course things happen but no one tried to fix it and they were not very apologetic. This is a red flag as I would not be confident they would be there to help if something else were to go wrong. Wouldn’t book again for that reason , but maybe another unit in Puu poa.
Aubree B. | Aug 2026
This unit was incredibly spacious and in a great location! The neighborhood is beautiful, and the kitchen was well-stocked for cooking. We really appreciated the board games provided, and the kids loved hanging out on the balcony. Highly recommend!
Jay O. | Aug 2026
Hawaii vacation rental FAQ

Yes, 16 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. 831 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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