Windward Coast Vacation Homes

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Featured Vacation Homes in Windward Coast

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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 Windward Coast

    Sheraton Waikiki Beach Resort

    Sheraton Waikiki Beach Resort

    2255 Kalakaua Ave Honolulu HI
    $541 nightly
    The price is $642 total per night from Jan 13 to Jan 14
    $642 total
    Jan 13 - Jan 14, 2026
    Total with taxes and fees
    9/10 Wonderful! (2,806 reviews)
    Hilton Hawaiian Village Waikiki Beach Resort

    Hilton Hawaiian Village Waikiki Beach Resort

    2005 Kalia Rd Honolulu HI
    $327 nightly
    The price is $388 total per night from Jan 3 to Jan 4
    $388 total
    Jan 3 - Jan 4, 2026
    Total with taxes and fees
    8.2/10 Very Good! (8,661 reviews)
    Hyatt Regency Waikiki Beach Resort & Spa

    Hyatt Regency Waikiki Beach Resort & Spa

    2424 Kalakaua Ave Honolulu HI
    $264 nightly
    The price is $313 total per night from Jan 4 to Jan 5
    $313 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.8/10 Excellent! (4,675 reviews)

Windward Coast Vacation Homes

Book vacation homes in Windward Coast
Next time you take a group getaway top Windward Coast, 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 Windward Coast vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Windward Coast 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 Windward Coast; 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 Windward Coast 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 Windward Coast is sure to be a winner.

Windward Coast Vacation Homes essential information

Accommodation
207 Vacation Homes
Lowest Price
$313
Highest Price
$642
Popular accommodation
Turtle Bay 2 bedroom Short Walk To Beach, Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, RENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!, Secluded Sands ~ Private Beach Access, A/C, Turtle Bay One Bedroom, Nakoa Estates | Beach Access, Recent Remodel, "Waimea Vista," Oceanfront Views, Walk to Beaches, Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., North Shore Getaway w/ Ocean Views steps to Beaches and Surf

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