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Featured Holiday Homes in Hawaii

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.
Kaiholo Hale
Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay

Kahului
With a stay at this vacation home in Hana, you'll be by the sea, just a 4-minute walk from Hana Bay Beach and 6 minutes by foot from Hana Cultural Center.
Fisher's Hana Bay Hale, Across from Hana Bay
STHA-2017/0002 Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

Hana
Located in Hana, this vacation home is in a rural location, within a 15-minute walk of Hana Bay Beach and Hana Cultural Center.
STHA-2017/0002 Across from Hana Bay
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Oceanside Estate - Spacious home with Pool & AC

Oceanside Estate - Spacious home with Pool & AC

Hauula
With a stay at this vacation home in Hauula, you'll be by the sea, within a 15-minute drive of Polynesian Cultural Center and Kaluanui Beach.
Oceanside Estate - Spacious home with Pool & AC
15 Reasons Our Guests Never Want to Leave

15 Reasons Our Guests Never Want to Leave

Princeville
With a stay at this vacation home in Princeville, you'll be by the sea, within a 15-minute drive of Hanalei Bay and Princeville Center.
15 Reasons Our Guests Never Want to Leave
Tunnels Beach short walk, AirConditioned home  TVR 1344 , TAT 000-961-1264-01

Tunnels Beach short walk, AirConditioned home TVR 1344 , TAT 000-961-1264-01

Haena, Kauai
When you stay at this vacation home in Hanalei, you'll be by the sea, within a 15-minute drive of Hanalei Bay and Na Pali Coast State Park.
Tunnels Beach short walk, AirConditioned home TVR 1344 , TAT 000-961-1264-01
Luxury townhouse on Turtle Bay golf course near the ocean

Luxury townhouse on Turtle Bay golf course near the ocean

Kahuku
The price is AU$1,305 per night from 24 Nov to 25 Nov
AU$1,305
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Kahuku, you'll be next to a golf course, within a 10-minute drive of Turtle Bay Beach and Turtle Beach.
Luxury townhouse on Turtle Bay golf course near the ocean
Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

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 Aloha Candy Company.
Lovely home with hot tub near Volcano National Park
☀️🐋 Direct Ocean front ~The Views! Pool,AC, Sept-Nov BIG DISCOUNTS! Book now!

☀️🐋 Direct Ocean front ~The Views! Pool,AC, Sept-Nov BIG DISCOUNTS! Book now!

Keaau
With a stay at this vacation home in Keaau, you'll be by the ocean, and 19.5 mi (31.3 km) from Port of Hilo and 4.9 mi (7.9 km) from Hobby Garden Hawaii.
☀️🐋 Direct Ocean front ~The Views! Pool,AC, Sept-Nov BIG DISCOUNTS! Book now!
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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
3155 Holiday Homes
Lowest Price
AU$492
Highest Price
AU$1,305
Popular accommodation
Kaiholo Hale, Fisher's Hana Bay Hale, Across from Hana Bay, STHA-2017/0002 Across from Hana Bay, Oceanside Estate - Spacious home with Pool & AC, 15 Reasons Our Guests Never Want to Leave, Tunnels Beach short walk, AirConditioned home TVR 1344 , TAT 000-961-1264-01, Luxury townhouse on Turtle Bay golf course near the ocean, Lovely home with hot tub near Volcano National Park, ☀️🐋 Direct Ocean front ~The Views! Pool,AC, Sept-Nov BIG DISCOUNTS! Book now!

Top trending hotels in Hawaii

'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$598 per night from 22 Nov to 23 Nov
AU$598
includes taxes & fees
22 Nov - 23 Nov
Located in Honolulu (Waikiki), 'Alohilani Resort Waikiki Beach is within a 5-minute walk of Kuhio Beach Park and Duke Kahanamoku Statue.
'Alohilani Resort Waikiki Beach
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$507 per night from 22 Nov to 23 Nov
AU$507
includes taxes & fees
22 Nov - 23 Nov
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 ...
Hilton 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$492 per night from 25 Nov to 26 Nov
AU$492
includes taxes & fees
25 Nov - 26 Nov
Located in Honolulu (Waikiki), Hyatt Regency Waikiki Beach Resort & Spa is a 3-minute walk from Kuhio Beach Park and 6 minutes by foot from International Market ...
Hyatt Regency Waikiki Beach Resort & Spa
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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$545 per night from 22 Nov to 23 Nov
AU$545
includes taxes & fees
22 Nov - 23 Nov
Located in Honolulu (Waikiki), Prince Waikiki is a 3-minute walk from Ala Wai Yacht Harbor and 8 minutes by foot from Duke Kahanamoku Beach.
Prince Waikiki
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.