Book Holiday Homes in Hawaii

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Featured Holiday Homes in Hawaii

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

Fisher's Hana Bay Hale, Across from Hana Bay

Kahului
Book a stay at this family-friendly vacation home in Hana. Enjoy free WiFi, a garden, and patios. Popular attractions Hana Bay Beach and 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
Stay at this vacation home in Hana. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Hana Bay Beach ...
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
Stay at this vacation home in Hauula. Enjoy free WiFi, private pools, and a garden. Popular attractions Polynesian Cultural Center and Hauula Beaches are located ...
Oceanside Estate - Spacious home with Pool & AC
15 Reasons Our Guests Never Want to Leave

15 Reasons Our Guests Never Want to Leave

Princeville
Book a stay at this family-friendly vacation home in Princeville. Enjoy free WiFi, a garden, and patios. Popular attractions Hanalei Bay and Wyllie's Beach are ...
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
Stay at this vacation home in Hanalei. Enjoy free WiFi, a garden, and patios. Popular attractions Hanalei Bay and Makua Beach are located nearby.
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
Book a stay at this golf vacation home in Kahuku. Enjoy a garden, tennis courts, and patios. Popular attractions Turtle Bay Beach and Banzai Pipeline are located ...
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
Stay at this vacation home in Volcano. Enjoy a garden, an in-room coffeemaker, and a spa tub. Popular attractions Aloha Candy Company and Volcano Garden Arts ...
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
Stay at this vacation home in Keaau. Enjoy private pools, a garden, and patios. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located nearby.
☀️🐋 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
NZ$544
Highest Price
NZ$661
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 NZ$661 per night from 23 Nov to 24 Nov
NZ$661
includes taxes & fees
23 Nov - 24 Nov
Book a stay at this beach resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a rooftop terrace. Our guests praise the pool and the helpful staff in our ...
'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 NZ$560 per night from 24 Nov to 25 Nov
NZ$560
includes taxes & fees
24 Nov - 25 Nov
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 ...
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 NZ$544 per night from 23 Nov to 24 Nov
NZ$544
includes taxes & fees
23 Nov - 24 Nov
Book a stay at this beach resort in Honolulu. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
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 NZ$602 per night from 24 Nov to 25 Nov
NZ$602
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
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.