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
Book a stay at this beach vacation home in Waianae. Enjoy free WiFi, 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.
3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii

3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii

Haleiwa
Stay at this vacation home in Haleiwa. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kuuloa Kai Charters and Kaiaka Bay Beach Park are ...
Opens in a new window3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii
North Shore Getaway w/ Ocean Views steps to Beaches and Surf

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

Haleiwa
Book a stay at this family-friendly vacation home in Haleiwa. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Sunset Beach and ...
Opens in a new windowNorth Shore Getaway w/ Ocean Views steps to Beaches and Surf
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Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities

Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities

Waianae
Book a stay at this family-friendly vacation home in Waianae. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Makaha Valley Golf Club ...
Opens in a new windowOcean-Sunset Views Home in Gated Makaha Community w/Great amenities
Turtle Bay 2 bedroom Short Walk To Beach

Turtle Bay 2 bedroom Short Walk To Beach

Kahuku
The price is NZ$866 per night from 15 Nov to 16 Nov
NZ$866
15 Nov - 16 Nov
includes taxes & fees
Stay at this vacation home in Kahuku. Enjoy laundry facilities and air conditioning. Popular attractions Turtle Bay Beach and Sunset Beach are located ...
Opens in a new windowTurtle Bay 2 bedroom Short Walk To Beach
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
Stay at this vacation home in Kailua. Enjoy laundry facilities, an in-room coffeemaker, and housekeeping. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowJust steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Your Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen

Your Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen

Laie
Stay at this vacation home in Laie. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Polynesian Cultural Center and Clissolds ...
Opens in a new windowYour Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen
North Shore Tropical Studio with breathtaking mountain views!

North Shore Tropical Studio with breathtaking mountain views!

Waialua
The price is NZ$943 per night from 31 Oct to 1 Nov
NZ$943
31 Oct - 1 Nov
includes taxes & fees
Stay at this vacation home in Waialua. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Polo Beach and Art...is are located nearby.
Opens in a new windowNorth Shore Tropical Studio with breathtaking mountain views!
Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

2 out of 5
Kailua
Book a stay at this beach vacation home in Kailua. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Kailua Beach and Lanikai ...
Opens in a new windowCenter of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775
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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
169 Holiday Homes
Lowest Price
NZ$520
Highest Price
NZ$985
Popular accommodation
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly., 3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii, North Shore Getaway w/ Ocean Views steps to Beaches and Surf, Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities, Turtle Bay 2 bedroom Short Walk To Beach, Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!, Your Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen, North Shore Tropical Studio with breathtaking mountain views!, Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Top trending hotels in Oahu

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 NZ$985 per night from 31 Oct to 1 Nov
NZ$985
31 Oct - 1 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Honolulu. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Opens in a new windowSheraton Waikiki Beach Resort
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$574 per night from 12 Nov to 13 Nov
NZ$574
12 Nov - 13 Nov
includes taxes & fees
Stay at this 4.5-star luxury resort in Honolulu. Enjoy 5 outdoor pools, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff ...
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 NZ$520 per night from 19 Nov to 20 Nov
NZ$520
19 Nov - 20 Nov
includes taxes & fees
Stay at this 4-star beach resort in Honolulu. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHyatt Regency Waikiki Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
'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$573 per night from 31 Oct to 1 Nov
NZ$573
31 Oct - 1 Nov
includes taxes & fees
Stay at this 5-star luxury resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
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.

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^Subject to availability and chosen travel dates.