Leeward Coast Vacation Homes

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Featured Vacation Homes in Leeward 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 Leeward Coast

    Four Seasons Resort Oahu at Ko Olina

    Four Seasons Resort Oahu at Ko Olina

    92-1001 Olani Street Kapolei HI
    $845 nightly
    The price is $997 total per night from Dec 16 to Dec 17
    $997 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9.4/10 Exceptional! (795 reviews)
    Embassy Suites By Hilton Oahu Kapolei

    Embassy Suites By Hilton Oahu Kapolei

    725 Manawai Street Kapolei HI
    $199 nightly
    The price is $237 total per night from Jan 6 to Jan 7
    $237 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    9.2/10 Wonderful! (1,009 reviews)
    Hampton Inn & Suites Oahu/Kapolei

    Hampton Inn & Suites Oahu/Kapolei

    91-5431 Kapolei Parkway Kapolei HI
    $161 nightly
    The price is $191 total per night from Jan 11 to Jan 12
    $191 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    9.2/10 Wonderful! (1,005 reviews)

Leeward Coast Vacation Homes

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

Homes for every Leeward 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 Leeward 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 Leeward 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 Leeward Coast is sure to be a winner.

Leeward Coast Vacation Homes essential information

Accommodation
216 Vacation Homes
Lowest Price
$191
Highest Price
$997
Popular accommodation
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly., 3 bedroom house with WIFI and free parking, close to beaches and hikes., Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area, ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!, Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities, Ocean view home office, Sleeps 16, 2 Homes | Ocean Views, Shared Pool + Gym, Near the Beach | AvantStay, @ Marbella Lane - Mesmerizing Ocean + MT Views, Ocean View Exquisite Home at Cottages at Mauna Olu Near Beach w/Outdoor Games

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