Hawaii Island Vacation Homes

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Hawaii Island

Don't see what you're looking for?
See all available properties in Hawaii Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Hawaii Island

    Grand Naniloa Hotel Hilo - a Doubletree by Hilton

    Grand Naniloa Hotel Hilo - a Doubletree by Hilton

    93 Banyan Dr Hilo HI
    $210 nightly
    The price is $249 total per night from Oct 13 to Oct 14
    $249 total
    Oct 13 - Oct 14
    Total with taxes and fees
    Royal Kona Resort

    Royal Kona Resort

    75-5852 Alii Dr Kailua-Kona HI
    $219 nightly
    The price is $261 total per night from Oct 12 to Oct 13
    $261 total
    Oct 12 - Oct 13
    Total with taxes and fees
    Hilton Waikoloa Village

    Hilton Waikoloa Village

    69-425 Waikoloa Beach Dr Waikoloa HI
    $344 nightly
    The price is $409 total per night from Oct 19 to Oct 20
    $409 total
    Oct 19 - Oct 20
    Total with taxes and fees

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.

Hawaii Island Vacation Homes essential information

Accommodation
648 Vacation Homes
Lowest Price
$249
Highest Price
$429
Popular accommodation
Kai Honu Hale, 3-Level Oceanfront Home with views from every room, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Hale Hilo Bay Tropical Hideaway, Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Summer Deal Kona Oceanfront Estate with Pool Water Slide Guest House, Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets , Lovely home with hot tub near Volcano National Park, Sale 169.00 Sept 22-25th Treehouse Vibe Near Hilo & Volcano AC & Ocean Cliffs., Waipio Valley and Ocean View

More to Explore