Book Holiday Homes in Kailua
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Featured Holiday Homes in Kailua
Oceanside Estate - Spacious home with Pool & AC
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Hale Aina, walkable to beach, A/C
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
Aloha Adventure Home - 2 min from beach
Sunrise Escape, AC, 2min drive to beach, in Kahuku
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Kailua Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kailua vacation homes are the perfect way for you to wing it.
Holiday houses in Kailua let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kailua in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kailua adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kailua with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kailua vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Kailua Holiday Homes essential information
Accommodation | 417 Holiday Homes |
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Lowest Price | NZ$491 |
Highest Price | NZ$635 |
Popular accommodation | Oceanside Estate - Spacious home with Pool & AC, Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range, Hale Aina, walkable to beach, A/C, Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views, Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!, House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more, Aloha Adventure Home - 2 min from beach, Sunrise Escape, AC, 2min drive to beach, in Kahuku, Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!! |
Top Locations for Holiday Homes in Kailua
Top trending hotels in Kailua
Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach
Waikiki Beach Marriott Resort & Spa
Hyatt Regency Waikiki Beach Resort & Spa
More ways to explore Kailua
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.