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 616 Condo rentals
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House rentals

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Studios

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Popular amenities for Hawaii vacation rentals

Popular
Dog-friendly Hot tub Internet
Hawaiian King 306
1 Bedroom | 1 Bath | Sleeps 4

Hawaiian King 306 - Honolulu, HI

$204 avg / night
(excludes fees and taxes)
Hawaiian King 205
1 Bedroom | 1 Bath | Sleeps 4

Hawaiian King 205 - Honolulu, HI

$205 avg / night
(excludes fees and taxes)
Kona Bali Kai #404
2 Bedroom | 2 Bath | Sleeps 6

Kona Bali Kai #404 - Kailua-Kona, HI

$438 avg / night
(excludes fees and taxes)
5.0 (7)
Keauhou Punahele A104
2 Bedroom | 2 Bath | Sleeps 4

Keauhou Punahele A104 - Kailua-Kona, HI

$231 avg / night
(excludes fees and taxes)
Kolea Kai 16D
2 Bedroom | 2 Bath | Sleeps 6

Kolea Kai 16D - Waikoloa, HI

$338 avg / night
(excludes fees and taxes)
4.81 (63)

View 872 more homes

Recent Hawaii guest reviews

This is the 2nd time we've visited Princeville and stayed at this condo complex. This unit had some amazing views as you can see both Hanalai Bay / mountains and the oceans. It is also conveniently located near a Foodland and not too far from Hanalai Bay itself. It is also walking distance down to Hideaway Beach if you're up for the hike down and back (I wouldn't bring a bunch of stuff since it's very shady there and the path does get slippery & muddy especially after it rains). As others stated, the unit is a little dated but it's not like we are spending our entire day at the condo. And it's not our home, so who cares. There is only 1 AC unit in the living room but with the trade winds and the windows, it created enough airflow throughout the unit. The only knock is actually with Vacasa, who we rented through. The smoke detector in the master bedroom started going off (it's a single use with no way to change the battery). It took them 2 days before they could send someone to replace it (warranted, this started Sunday afternoon prior to Memorial Day). All in all, loved our stay, would definitely come back again!
Angela C. | Jun 2026
The beach was beautiful, and it was great going to sleep, listening to the sound of the waves(I had the sofa bed, which was surprisingly comfortable)
Judy P. | Jun 2026
I had a great stay. The condo is clean, and there is an excellent view of the ocean and Islands from the balcony. Kitchen needs an update but everything works great. I will definitely book this place again.
Tobin H. | Jun 2026
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. 877 of our Hawaii vacation rentals have internet access, so you can stay connected throughout your trip.

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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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