Book Holiday Homes in Oahu

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Featured Holiday Homes in Oahu

 Gorgeous Beach Front Home with Amazing Sunsets

Gorgeous Beach Front Home with Amazing Sunsets

Waianae HI
With a stay at this vacation home in Waianae, you'll be on the beach, just a 1-minute walk from Makaha Beach Park and 11 minutes by foot from Aki's Beach.
Opens in a new window Gorgeous Beach Front Home with Amazing Sunsets
Luxury townhouse on Turtle Bay golf course near the ocean

Luxury townhouse on Turtle Bay golf course near the ocean

Kahuku HI
With a stay at this vacation home in Kahuku, you'll be next to a golf course, within a 10-minute drive of Turtle Bay Beach and Turtle Beach.
Opens in a new windowLuxury townhouse on Turtle Bay golf course near the ocean
North Shore Getaway w/ Ocean Views steps to Beaches and Surf

North Shore Getaway w/ Ocean Views steps to Beaches and Surf

Haleiwa HI
With a stay at this vacation home in Haleiwa (Kapaeloa), you'll be a 3-minute walk from Kawailoa Beach and 13 minutes by foot from Waimea Bay.
Opens in a new windowNorth Shore Getaway w/ Ocean Views steps to Beaches and Surf
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Pono Pearl Villas | Beach Access + AC In Every Room

Pono Pearl Villas | Beach Access + AC In Every Room

Laie HI
With a stay at this vacation home in Hauʻula, you'll be by the sea, within a 5-minute drive of Polynesian Cultural Center and Kokololio Beach Park.
Opens in a new windowPono Pearl Villas | Beach Access + AC In Every Room
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Kailua HI
When you stay at this vacation home in Kailua, you'll be near the beach, within a 15-minute drive of Kailua Beach and Lanikai Beach.
Opens in a new windowPerfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
"Waimea Vista" Safe From Floods, Not in Evac Zone

"Waimea Vista" Safe From Floods, Not in Evac Zone

Haleiwa HI
With a stay at this vacation home in Haleiwa (Pupukea), you'll be steps from Waimea Bay and Three Tables Beach.
Opens in a new window"Waimea Vista" Safe From Floods, Not in Evac Zone
Secluded Sands ~ 7BR 4BA Private Beach Access, A/C

Secluded Sands ~ 7BR 4BA Private Beach Access, A/C

Kahuku HI
With a stay at this vacation home in Kahuku, you'll be by the sea, within a 15-minute drive of Turtle Bay Beach and Kawela Bay Beaches.
Opens in a new windowSecluded Sands ~ 7BR 4BA Private Beach Access, A/C
Directly Beachfront | Country Cottage

Directly Beachfront | Country Cottage

Waialua HI
Located in Waialua, this vacation home is by the ocean, within a 5-minute drive of Hawaii Polo Club and Mokuleia Beach Park.
Opens in a new windowDirectly Beachfront | Country Cottage
Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind

Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind

Kahuku HI
With a stay at this vacation home in Kahuku, you'll be on the beach, within a 10-minute drive of Turtle Bay Beach and Kawela Bay Beaches.
Opens in a new windowKawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
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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
178 Holiday Homes
Lowest Price
AU$461
Highest Price
AU$532
Popular accommodation
Gorgeous Beach Front Home with Amazing Sunsets, Luxury townhouse on Turtle Bay golf course near the ocean, North Shore Getaway w/ Ocean Views steps to Beaches and Surf, Pono Pearl Villas | Beach Access + AC In Every Room, Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., "Waimea Vista" Safe From Floods, Not in Evac Zone, Secluded Sands ~ 7BR 4BA Private Beach Access, A/C, Directly Beachfront | Country Cottage, Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind

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
The price is AU$461 per night from 20 May to 21 May
AU$461
20 May - 21 May
includes taxes & fees
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 ...
Opens in a new windowHilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is AU$486 per night from 16 May to 17 May
AU$486
16 May - 17 May
includes taxes & fees
With a stay at Hyatt Regency Waikiki Beach Resort & Spa in Honolulu (Waikiki), you'll be within a 5-minute walk of Kuhio Beach and International Market ...
Opens in a new windowHyatt Regency Waikiki Beach Resort & Spa
Prince Waikiki

Prince Waikiki

4.5 out of 5
100 Holomoana St Honolulu HI
Fully refundableReserve now, pay when you stay
The price is AU$493 per night from 28 May to 29 May
AU$493
28 May - 29 May
includes taxes & fees
With a stay at Prince Waikiki in Honolulu (Waikiki), you'll be steps from Ala Wai Yacht Harbor and 8 minutes by foot from Duke Kahanamoku Beach.
Opens in a new windowPrince Waikiki
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'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue Honolulu HI
Fully refundableReserve now, pay when you stay
The price is AU$532 per night from 18 May to 19 May
AU$532
18 May - 19 May
includes taxes & fees
With a stay at 'Alohilani Resort Waikiki Beach in Honolulu (Waikiki), you'll be steps from Kuhio Beach and 4 minutes by foot from Duke Kahanamoku Statue.
Opens in a new window'Alohilani Resort Waikiki Beach
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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.

Top Picks

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^Subject to availability and chosen travel dates.