Book Holiday Homes in Hawaii

Start date: Check-in selected.
To Date
End date: Check-out

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 Hawaii

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3 out of 5
64 Puu Koa Place, Haiku, HI
The price is AU$370 per night from 13 Nov to 14 Nov
AU$370
13 Nov - 14 Nov
includes taxes & fees
When you stay at Yonegan Maui Getaways - Haiku in Haiku, you'll be near the beach, within a 5-minute drive of Haiku Park and Haleakala Bike Company.
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
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.
Kaiholo Hale

Kaiholo Hale

3 out of 5
25 Kaiholo Place, Paia, HI
With a stay at Kaiholo Hale in Paia, you'll be in the historical district, just a 4-minute walk from Kuau Bay Beach and 14 minutes by foot from Paia Bay.
Opens in a new windowKaiholo Hale
Save an average of 15% on thousands of hotels when you're signed in
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
Located in Haleiwa, this vacation home is within a 5-minute drive of Kaiaka Bay Beach Park and Haleiwa Aliʻi Beach Park.
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 AU$354 per night from 11 Nov to 12 Nov
AU$354
11 Nov - 12 Nov
includes taxes & fees
With a stay at this vacation home in Volcano, you'll be within a 10-minute drive of Hawaii Volcanoes National Park and Cooper Center.
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 AU$548 per night from 8 Nov to 9 Nov
AU$548
8 Nov - 9 Nov
includes taxes & fees
Located in Hana, this vacation home is in a rural location, within a 15-minute walk of Hana Bay Beach and Hana Cultural Center.
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
With a stay at this vacation home in Volcano, you'll be in the mountains, within a 5-minute drive of Hawaii Volcanoes National Park and Cooper Center.
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
With a stay at this vacation home in Pahoa, you'll be on the beach, and 5.7 mi (9.2 km) from Kapoho Beach and 7 mi (11.3 km) from Pahoa Museum.
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
With a stay at this vacation home in Koloa (Poipu), you'll be within a 15-minute walk of Poipu Beach and Brennecke Beach.
Opens in a new windowLuxury Poipu 4br Villa with AC Walk to the Beach! (224)
Don't see what you're looking for?
See all available properties in Hawaii
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.

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
AU$354
Highest Price
AU$862
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 AU$862 per night from 31 Oct to 1 Nov
AU$862
31 Oct - 1 Nov
includes taxes & fees
With a stay at Sheraton Waikiki Beach Resort in Honolulu (Waikiki), you'll be steps from Royal Hawaiian Center and 4 minutes by foot from Waikiki Beach ...
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 AU$502 per night from 13 Nov to 14 Nov
AU$502
13 Nov - 14 Nov
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$455 per night from 18 Nov to 19 Nov
AU$455
18 Nov - 19 Nov
includes taxes & fees
Located in Honolulu (Waikiki), Hyatt Regency Waikiki Beach Resort & Spa is a 3-minute walk from Kuhio Beach and 6 minutes by foot from International Market ...
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 AU$501 per night from 30 Oct to 31 Oct
AU$501
30 Oct - 31 Oct
includes taxes & fees
Located in Honolulu (Waikiki), 'Alohilani Resort Waikiki Beach is within a 5-minute walk of Kuhio Beach and Duke Kahanamoku Statue.
Opens in a new window'Alohilani Resort Waikiki Beach
Don't see what you're looking for?
See all available properties in Hawaii
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.

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