Kailua Vacation Homes

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Featured Vacation Homes in Kailua

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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 Kailua

    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $327 nightly
    The price is $388 total per night from Mar 3 to Mar 4
    $388 total
    Mar 3 - Mar 4
    Total with taxes and fees
    9.4/10 Exceptional! (2,435 reviews)
    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave Kahului HI
    $237 nightly
    The price is $281 total per night from Mar 3 to Mar 4
    $281 total
    Mar 3 - Mar 4
    Total with taxes and fees
    8.8/10 Excellent! (1,242 reviews)
    Maui Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue Kahului HI
    $210 nightly
    The price is $250 total per night from Mar 5 to Mar 6
    $250 total
    Mar 5 - Mar 6
    Total with taxes and fees
    7.2/10 Good! (1,162 reviews)

Kailua Vacation Homes

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

Homes for every Kailua 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 Kailua; 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 Kailua 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 Kailua is sure to be a winner.

Kailua Vacation Homes essential information

Accommodation
152 Vacation Homes
Lowest Price
$250
Highest Price
$1,042
Popular accommodation
Yonegan Maui Getaways - Haiku , Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 , Fisher's Hana Bay Hale, Across from Hana Bay, Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In, Oceanfront Hideaway on the Beach, Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops, Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!, 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006, Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b