Book Holiday Homes in Oahu

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Featured Holiday Homes in Oahu

Luxury townhouse on Turtle Bay golf course near the ocean

Luxury townhouse on Turtle Bay golf course near the ocean

Kahuku
When you stay at this vacation home in Kahuku, you'll be next to a golf course, a 4-minute drive from Turtle Bay and 5 minutes from Turtle Bay Beach.
Luxury townhouse on Turtle Bay golf course near the ocean
Nani Iki - Close to beach!

Nani Iki - Close to beach!

Hauula
With a stay at this vacation home in Hauula, you'll be in the mountains, within a 10-minute drive of Polynesian Cultural Center and Hauula Beaches.
Nani Iki - Close to beach!
Oceanside Estate - Spacious home with Pool & AC

Oceanside Estate - Spacious home with Pool & AC

Hauula
With a stay at this vacation home in Hauula, you'll be by the sea, within a 15-minute drive of Polynesian Cultural Center and Kaluanui Beach.
Oceanside Estate - Spacious home with Pool & AC
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North Shore BEACHFRONT Bungalo Perfection @ Sunset Beach

North Shore BEACHFRONT Bungalo Perfection @ Sunset Beach

Haleiwa
With a stay at this vacation home in Haleiwa, you'll be a 3-minute drive from Sunset Beach and 9 minutes from Turtle Bay.
North Shore BEACHFRONT Bungalo Perfection @ Sunset Beach
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

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

Honolulu
With a stay at this vacation home in Honolulu (Waikiki), you'll be steps from Waikiki Beach and 7 minutes by foot from International Market Place.
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
Directly Beachfront | Country Cottage

Directly Beachfront | Country Cottage

Waialua
Located in Waialua, this vacation home is by the ocean, within a 5-minute drive of Hawaii Polo Club and Mokuleia Beach.
Directly Beachfront | Country Cottage
Rare 2 Bedroom + Loft Townhouse on the North Shore

Rare 2 Bedroom + Loft Townhouse on the North Shore

Kahuku
When you stay at this vacation home in Kahuku, you'll be next to a golf course, within a 15-minute walk of Turtle Bay Beach and Turtle Bay.
Rare 2 Bedroom + Loft Townhouse on the North Shore
Aloha Adventure Home - 2 min from beach

Aloha Adventure Home - 2 min from beach

Hauula
Located in Hauula, this vacation home is in a rural location, within a 15-minute walk of Hau'ula Forest Reserve and Hauʻula Beach Park.
Aloha Adventure Home - 2 min from beach
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!

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

Honolulu
With a stay at this vacation home in Honolulu (Waikiki), you'll be steps from Waikiki Beach and 6 minutes by foot from International Market Place.
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
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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.

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
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 trending hotels in Oahu

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd, Honolulu, HI
Fully refundableReserve now, pay when you stay
With a stay at Hilton Hawaiian Village Waikiki Beach Resort in Honolulu (Waikiki), you'll be a 2-minute drive from Ala Moana Center and 5 minutes from Honolulu ...
Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
With a stay at Sheraton Waikiki Beach Resort in Honolulu (Waikiki), you'll be steps from Royal Hawaiian Center and 4 minutes by foot from Waikiki Beach ...
Sheraton Waikiki Beach Resort
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
2375 Ala Wai Blvd, Honolulu, HI
Fully refundableReserve now, pay when you stay
Wayfinder Waikiki is centrally located in Honolulu, a 4-minute walk from International Market Place and 7 minutes by foot from Waikiki Beach.
Wayfinder Waikiki
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Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
Located in Honolulu (Waikiki), Waikiki Beach Marriott Resort & Spa is a 4-minute walk from Honolulu Zoo and 6 minutes by foot from Waikiki Beach.
Waikiki Beach Marriott Resort & Spa
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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.

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^Subject to availability and chosen travel dates.