Book Holiday Homes in Hawaii

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Featured Holiday Homes in Hawaii

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3 out of 5
64 Puu Koa Place, Haiku, HI
The price is NZ$422 per night from 29 Oct to 30 Oct
NZ$422
29 Oct - 30 Oct
includes taxes & fees
Stay at this 3-star vacation home in Haiku. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Haiku Park and Haleakala Bike Company are located ...
Opens in a new windowYonegan Maui Getaways - Haiku
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.
Kaiholo Hale

Kaiholo Hale

3 out of 5
25 Kaiholo Place, Paia, HI
Stay at this 3-star vacation home in Paia. Enjoy free WiFi, laundry facilities, and concierge services. Our guests praise the property condition in our reviews. ...
Opens in a new windowKaiholo Hale
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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
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

2 out of 5
Mountain View
The price is NZ$435 per night from 13 Nov to 14 Nov
NZ$435
13 Nov - 14 Nov
includes taxes & fees
Stay at this vacation home in Volcano. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Volcano Garden Arts and Aloha Candy ...
Opens in a new windowExperience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Hana
The price is NZ$617 per night from 8 Nov to 9 Nov
NZ$617
8 Nov - 9 Nov
includes taxes & fees
Stay at this vacation home in Hana. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowFisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Volcano Village Historic Col-Villa

Volcano Village Historic Col-Villa

Volcano
Stay at this vacation home in Volcano. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Aloha Candy Company and Volcano Garden Arts are ...
Opens in a new windowVolcano Village Historic Col-Villa
Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

Pahoa
Book a stay at this beach vacation home in Pahoa. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Hobby Garden Hawaii and Lava Tree ...
Opens in a new windowNewly Renovated in June 2025, 3-Level Oceanfront Home with views from every room
Luxury Poipu 4br Villa with AC Walk to the Beach! (224)

Luxury Poipu 4br Villa with AC Walk to the Beach! (224)

Koloa
Stay at this vacation home in Koloa. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Poipu Beach and Poipu Kai Tennis Center are located ...
Opens in a new windowLuxury Poipu 4br Villa with AC Walk to the Beach! (224)
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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.

Hawaii 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 Hawaii vacation homes are the perfect way for you to wing it.

Holiday houses in Hawaii 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 Hawaii 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 Hawaii adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hawaii 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 Hawaii 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.

Hawaii Holiday Homes essential information

Accommodation
4014 Holiday Homes
Lowest Price
NZ$422
Highest Price
NZ$880
Popular accommodation
Yonegan Maui Getaways - Haiku , Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly., Kaiholo Hale, 3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii, Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 , Volcano Village Historic Col-Villa, Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room, Luxury Poipu 4br Villa with AC Walk to the Beach! (224)

Top trending hotels in Hawaii

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$880 per night from 29 Oct to 30 Oct
NZ$880
29 Oct - 30 Oct
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$572 per night from 12 Nov to 13 Nov
NZ$572
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$519 per night from 17 Nov to 18 Nov
NZ$519
17 Nov - 18 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
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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 NZ$572 per night from 30 Oct to 31 Oct
NZ$572
30 Oct - 31 Oct
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
Don't see what you're looking for?
See all available properties in Hawaii
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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.