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

$221 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

The unit was well appointed and didn’t lack for any kitchen utensils, dish towels, paper towels, etc. The bed and bath linens were very nice. We didn’t see any insects. Our favorite feature is the shady lanai where we ate all our meals. The unit was warm at night on hot days but there are ample fans to keep the air moving. Best of all it is across the street from the best bakery/coffee and the best fish restaurant in Kaanapali.
Joanna M. | Dec 2025
We loved Sugar Beach Resort 434. Our third visit to a unit there in three years.
KAREN W. | Dec 2025
We LOVED our stay in Kauai and on this property. We are first timers to the island and truly believe we were positioned perfectly to go and do anything anywhere on the island. It’s about 30 min north to Hanalei and about 30 min south to Poipu. The view from our patio for breakfast each morning was unreal. Just steps to the beach and amazing ocean views. We rented a car but at this property you really don’t have to because you are walking distance to several restaurants, shopping, an ABC store and drug store. The icing on the cake was when I reached out about getting a late check out because our flight didn’t leave until late and they went far and above in granting us this luxury!(also no one was checking in right after us ☺️)We hope to stay in this same property again one day and will be telling our friends all about it!
ABBY B. | 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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