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Featured Vacation Homes in Hawaii Island

Oceanfront Vacation Rental
Oceanfront Vacation Rental
4.0 out of 5.0 31-196 Hawaii Belt Rd, Hakalau, HI
$89
4.0/5 (2 reviews)

The house was a little dirty. Bugs kept coming through the ac unit. But other than that it was a good place to crash. We were gone most the day.

Reviewed on Jul 24, 2019
Oceanfront Vacation Rental features free WiFi in public areas, express check-in, and express check-out. There's free parking if you drive. Additional amenities ...
Hilo Vacation Rental
Hilo Vacation Rental
3.0 out of 5.0 15 Aipuni St, Hilo, HI
$77
3.7/5 (3 reviews)

Although the property was located on the the non-tourist side of the island, this was in the property's favor. Driving to the other side of the island was not too bad. The hand soap was watered down, but the room and bathroom were cleaned upon request.

Reviewed on Jul 29, 2019
Hilo Vacation Rental features free WiFi in public areas, microwave in a common area, and refrigerator in a common area. You can take advantage of free parking ...
Summer Special - Book 2 Nights, get one Night Free!
Summer Special - Book 2 Nights, get one Night Free!
Waikoloa, HI
Guests staying at this vacation home enjoy a fitness center, a spa tub, and a garden.
Spectacular Ocean Views, Luxury Resort-style Home, Waterfront Privacy
Spectacular Ocean Views, Luxury Resort-style Home, Waterfront Privacy
Kamuela, HI
At this vacation home, guests have access to a spa tub, an outdoor tennis court, and an arcade/game room. Other amenities at this family-friendly vacation home ...
Waterfall House 4 Bedroom Home
Waterfall House 4 Bedroom Home
4.0 out of 5.0 78-6814 Keaupuni Street, #78 (KEWH), Kailua-Kona, HI
Guests staying at this vacation home enjoy a fitness center, a spa tub, and barbecue grills. If you drive, take advantage of free parking.
Hilltop Vacation Rental
Hilltop Vacation Rental
3.0 out of 5.0 57 Hina St, Hilo, HI
$89
Hilltop Vacation Rental features free WiFi in public areas, express check-in, and express check-out. Free parking is available if you drive. Additional amenities ...
Leilani Hale
Leilani Hale
3.5 out of 5.0 76-4355 Leilani Street, Kailua-Kona, HI
Guests of this vacation home enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. This smoke-free vacation home also has barbecue ...
Keauhou Kona Surf & Racket Club Townhouse #3
Keauhou Kona Surf & Racket Club Townhouse #3
4.0 out of 5.0 78-6800 Alii Drive, Unit #3, Kailua-Kona, HI
Guests of this vacation home enjoy features like an outdoor pool, an outdoor tennis court, and a free grocery shopping service. There's free parking if you drive. ...
3BD Ka'Ulu (131C) at Four Seasons Resort Hualalai by RedAwning
3BD Ka'Ulu (131C) at Four Seasons Resort Hualalai by RedAwning
4.0 out of 5.0 72-131C Ka'ulu Street, Kailua-Kona, HI
At this vacation home, guests have access to an outdoor pool, a sauna, and an outdoor tennis court. Additional amenities include a terrace, barbecue grills, ...
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Hawaii Island Vacation Homes

Book vacation homes in Hawaii Island
Next time you take a group getaway top Hawaii Island, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Hawaii Island vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Hawaii Island vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Hawaii Island; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Hawaii Island rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Hawaii Island is sure to be a winner.

Hotel Options in Hawaii Island

See all 3,353 Properties in Hawaii Island
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.