Book Holiday Homes in Oahu

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Featured Holiday Homes in Oahu

Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.

Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.

Waianae HI
With a stay at this vacation home in Waianae, you'll be on the beach, just a 1-minute walk from Aki's Beach and 6 minutes by foot from Makaha Beach Park.
Opens in a new windowFeel Hawaii. Magnificent view. Family Reunion Home. Children friendly.
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Kailua HI
With a stay at this vacation home in Kailua (Beachside), you'll be a 4-minute walk from Kailua Beach and within a 5-minute drive of Lanikai Beach.
Opens in a new windowJust steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
RENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!

RENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!

Haleiwa HI
With a stay at this vacation home in Haleiwa (Pupukea), you'll be within a 15-minute drive of Turtle Bay Beach and Velzyland Beach.
Opens in a new windowRENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!
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Secluded Sands ~ Private Beach Access, A/C

Secluded Sands ~ 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 ~ Private Beach Access, A/C
Turtle Bay One Bedroom

Turtle Bay One Bedroom

Haleiwa HI
The price is AU$664 per night from 10 Feb to 11 Feb
AU$664
10 Feb - 11 Feb
includes taxes & fees
With a stay at this vacation home in Haleiwa (Pupukea), you'll be within a 10-minute walk of Velzyland Beach and Sunset Beach.
Opens in a new windowTurtle Bay One Bedroom
Nakoa Estates | Beach Access, Recent Remodel

Nakoa Estates | Beach Access, Recent Remodel

Hauula 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 windowNakoa Estates | Beach Access, Recent Remodel
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.
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
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Kailua HI
With a stay at this vacation home in Kailua (Kalama Tract), you'll be within a 15-minute drive of Kailua Beach and Lanikai Beach.
Opens in a new windowBEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
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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
185 Holiday Homes
Lowest Price
AU$460
Highest Price
AU$915
Popular accommodation
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly., Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, RENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!, Secluded Sands ~ Private Beach Access, A/C, Turtle Bay One Bedroom, Nakoa Estates | Beach Access, Recent Remodel, Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa., North Shore Getaway w/ Ocean Views steps to Beaches and Surf, BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Top trending hotels in Oahu

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
The price is AU$485 per night from 6 Mar to 7 Mar
AU$485
6 Mar - 7 Mar
includes taxes & fees
With a stay at Waikiki Beach Marriott Resort & Spa in Honolulu (Waikiki), you'll be steps from Waikiki Beach and 7 minutes by foot from Honolulu Zoo.
Opens in a new windowWaikiki Beach Marriott Resort & Spa
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$460 per night from 1 Mar to 2 Mar
AU$460
1 Mar - 2 Mar
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
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is AU$915 per night from 26 Feb to 27 Feb
AU$915
26 Feb - 27 Feb
includes taxes & fees
With a stay at Sheraton Waikiki Beach Resort in Honolulu (Waikiki), you'll be steps from Royal Hawaiian Center and Waikiki Beach Walk.
Opens in a new windowSheraton Waikiki Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
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$523 per night from 4 Mar to 5 Mar
AU$523
4 Mar - 5 Mar
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
Don't see what you're looking for?
See all available properties in Oahu
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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.