Hawaii Island Vacation Homes

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Featured Vacation Homes in Hawaii Island

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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

    Royal Kona Resort

    Royal Kona Resort

    75-5852 Alii Dr, Kailua-Kona, HI
    $220 nightly
    The price is $259 total per night from Oct 26 to Oct 27
    $259 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.2/10 Very Good! (2,705 reviews)
    OUTRIGGER Kona Resort and Spa

    OUTRIGGER Kona Resort and Spa

    78-128 Ehukai Street, Kailua-Kona, HI
    $284 nightly
    The price is $335 total per night from Oct 27 to Oct 28
    $335 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Hilton Grand Vacations Club Ocean Tower Waikoloa Village

    Hilton Grand Vacations Club Ocean Tower Waikoloa Village

    69-425 Waikoloa Beach Drive, Waikoloa, HI
    $215 nightly
    The price is $254 total per night from Oct 23 to Oct 24
    $254 total
    Oct 23 - Oct 24
    Total with taxes and fees
    7.4/10 Good! (1,031 reviews)

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
635 Vacation Homes
Lowest Price
$250
Highest Price
$436
Popular accommodation
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Volcano Village Historic Col-Villa, Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!, Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Charming Home in Mountain View

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