Kailua Vacation Homes

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Kailua

Don't see what you're looking for?
See all available properties in Kailua
View all properties
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

    Hilton Hawaiian Village Waikiki Beach Resort

    Hilton Hawaiian Village Waikiki Beach Resort

    2005 Kalia Rd, Honolulu, HI
    The price is $376 per night from May 8 to May 9
    $376
    includes taxes & fees
    $319 per night
    May 8 - May 9
    8/10 Very Good! (8,156 reviews)
    The Twin Fin Hotel

    The Twin Fin Hotel

    2570 Kalakaua Ave, Honolulu, HI
    The price is $283 per night from May 5 to May 6
    $283
    includes taxes & fees
    $240 per night
    May 5 - May 6
    8.2/10 Very Good! (3,449 reviews)
    Hyatt Regency Waikiki Beach Resort & Spa

    Hyatt Regency Waikiki Beach Resort & Spa

    2424 Kalakaua Ave, Honolulu, HI
    The price is $336 per night from May 5 to May 6
    $336
    includes taxes & fees
    $285 per night
    May 5 - May 6
    8.8/10 Excellent! (4,075 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
464 Vacation Homes
Lowest Price
$283
Highest Price
$1,325
Popular accommodation
Nani Iki - Close to beach!, Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!!, Hale Aloha - AC, Beachfront, Hawaii Palm B - Beachfront, Hot Tub, Sunset View Oasis - Steps from beach, Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach, Kahili Coast Beachfront Estate 3bd 3ba North Shore Oahu, Garden Hotel in Central Waikiki