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 Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue, Kahului, HI
    The price is $306 per night from May 11 to May 12
    $306
    includes taxes & fees
    $259 per night
    May 11 - May 12
    7.2/10 Good! (1,042 reviews)
    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave, Kahului, HI
    The price is $317 per night from May 11 to May 12
    $317
    includes taxes & fees
    $269 per night
    May 11 - May 12
    8.6/10 Excellent! (1,246 reviews)
    Gods Peace Of Maui

    Gods Peace Of Maui

    1290 Haliimaile Rd, Makawao, HI
    The price is $196 per night from Jun 3 to Jun 4
    $196
    includes taxes & fees
    $167 per night
    Jun 3 - Jun 4
    9.4/10 Exceptional! (3 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
131 Vacation Homes
Lowest Price
$196
Highest Price
$644
Popular accommodation
Fisher's Hana Bay Hale, Across from Hana Bay, STHA-2017/0002 Across from Hana Bay, Kaiholo Hale, Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities, Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!, Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A, Beautiful Home in paradise!, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, Mountain to Ocean Views Pole House @ Maui Adventure Villa