Book Holiday Homes in Oahu

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oahu

 Gorgeous Beach Front Home with Amazing Sunsets

Gorgeous Beach Front Home with Amazing Sunsets

Waianae HI
Stay at this beach holiday home in Waianae. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Makaha Beach Park and Aki's Beach are located ...
Opens in a new window Gorgeous Beach Front Home with Amazing Sunsets
Beach in your backyard: spa and private garden Northshore Waialua

Beach in your backyard: spa and private garden Northshore Waialua

Wailua HI
Stay at this beach holiday home in Waialua. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Kaiaka Bay Beach Park and Kuuloa Kai Charters ...
Opens in a new windowBeach in your backyard: spa and private garden Northshore Waialua
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

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

Kailua HI
Stay at this beach holiday home in Kailua. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Kailua Beach and Lanikai Beach are located ...
Opens in a new windowBEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Save an average of 15% on thousands of hotels when you're signed in
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.

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

Waianae HI
Stay at this beach holiday home in Waianae. Enjoy free Wi-Fi, a beach locale and a sauna. Popular attractions Aki's Beach and Papaoneone Beach are located ...
Opens in a new windowFeel Hawaii. Magnificent view. Family Reunion Home. Children friendly.
BEST LOCATION ,  LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

Kailua HI
Stay at this holiday home in Kailua. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lanikai Beach and Kailua Beach are located ...
Opens in a new windowBEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!
"Waimea Vista," Oceanfront Views, Walk to Beaches

"Waimea Vista," Oceanfront Views, Walk to Beaches

Haleiwa HI
Stay at this holiday home in Haleiwa. Enjoy free Wi-Fi and an in-room coffee maker. Popular attractions Turtle Bay Beach and Three Tables Beach are located ...
Opens in a new window"Waimea Vista," Oceanfront Views, Walk to Beaches
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
Stay at this holiday home in Kailua. Enjoy laundry facilities, an in-room coffee maker and housekeeping. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowJust steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
North Shore Tropical Studio with breathtaking mountain views!

North Shore Tropical Studio with breathtaking mountain views!

Waialua HI
The price is NZ$1,017 per night from 15 Apr to 16 Apr
NZ$1,017
15 Apr - 16 Apr
includes taxes & fees
Stay at this holiday home in Waialua. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Polo Beach and Kuuloa Kai Charters are located ...
Opens in a new windowNorth Shore Tropical Studio with breathtaking mountain views!
Ocean View Getaway Home

Ocean View Getaway Home

Hauula HI
Stay at this holiday home in Hauʻula. Popular attractions Polynesian Cultural Center and Hauʻula Beach Park are located nearby.
Opens in a new windowOcean View Getaway Home
Don't see what you're looking for?
See all available properties in Oahu
View all properties
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
NZ$548
Highest Price
NZ$1,017
Popular accommodation
Gorgeous Beach Front Home with Amazing Sunsets, Beach in your backyard: spa and private garden Northshore Waialua, BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY, Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly., BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!, "Waimea Vista," Oceanfront Views, Walk to Beaches, Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, North Shore Tropical Studio with breathtaking mountain views!, Ocean View Getaway Home

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 NZ$548 per night from 12 Apr to 13 Apr
NZ$548
12 Apr - 13 Apr
includes taxes & fees
Stay at this luxury resort in Honolulu. Enjoy 5 outdoor pools, a full-service spa and 9 restaurants. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowHilton Hawaiian Village Waikiki Beach Resort
'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 NZ$689 per night from 31 Mar to 1 Apr
NZ$689
31 Mar - 1 Apr
includes taxes & fees
Stay at this luxury resort in Honolulu. Enjoy free Wi-Fi, 5 restaurants and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new window'Alohilani Resort Waikiki Beach
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 NZ$621 per night from 20 Mar to 21 Mar
NZ$621
20 Mar - 21 Mar
includes taxes & fees
Stay at this beach resort in Honolulu. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowWaikiki Beach Marriott Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
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 NZ$602 per night from 12 Apr to 13 Apr
NZ$602
12 Apr - 13 Apr
includes taxes & fees
Stay at this beach resort in Honolulu. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowHyatt Regency Waikiki Beach Resort & Spa
Don't see what you're looking for?
See all available properties in Oahu
View all properties
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

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.