Book Holiday Homes in Oahu
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Featured Holiday Homes in Oahu

Luxury townhouse on Turtle Bay golf course near the ocean

Nani Iki - Close to beach!

Oceanside Estate - Spacious home with Pool & AC

North Shore BEACHFRONT Bungalo Perfection @ Sunset Beach

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

Directly Beachfront | Country Cottage

Rare 2 Bedroom + Loft Townhouse on the North Shore

Aloha Adventure Home - 2 min from beach

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Oahu 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 Oahu vacation homes are the perfect way for you to wing it.
Holiday houses in Oahu 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 Oahu 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 Oahu adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oahu 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 Oahu 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.
Oahu Holiday Homes essential information
Accommodation | 253 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Luxury townhouse on Turtle Bay golf course near the ocean, Nani Iki - Close to beach!, Oceanside Estate - Spacious home with Pool & AC, North Shore BEACHFRONT Bungalo Perfection @ Sunset Beach, Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!, Directly Beachfront | Country Cottage, Rare 2 Bedroom + Loft Townhouse on the North Shore, Aloha Adventure Home - 2 min from beach, Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!! |
Top Locations for Holiday Homes in Oahu
More accommodations in Oahu
Top trending hotels in Oahu

Hilton Hawaiian Village Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Wayfinder Waikiki

Waikiki Beach Marriott Resort & Spa
More ways to explore Oahu
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.