Book Holiday Homes in Hawaii Island

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

Holiday houses in Hawaii Island 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 Island 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 Island adventures, obvs.

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

Accommodation
Holiday Homes
Lowest Price
NZ$295
Highest Price
NZ$676
Popular accommodation
Royal Kona Resort, Hilton Waikoloa Village, CASTLE Hilo Hawaiian Hotel, Hilton Grand Vacations Club Kings’ Land Waikoloa

Top trending hotels in Hawaii Island

Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is NZ$373 per night from 29 May to 30 May
NZ$373
per night
29 May - 30 May
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Royal Kona Resort
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr, Waikoloa, HI
Fully refundableReserve now, pay when you stay
The price is NZ$676 per night from 31 May to 1 Jun
NZ$676
per night
31 May - 1 Jun
Book a stay at this beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hilton Waikoloa Village
CASTLE Hilo Hawaiian Hotel

CASTLE Hilo Hawaiian Hotel

3.5 out of 5
71 Banyan Dr, Hilo, HI
Fully refundableReserve now, pay when you stay
The price is NZ$295 per night from 9 Jun to 10 Jun
NZ$295
per night
9 Jun - 10 Jun
Book a stay at this golf hotel in Hilo. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our ...
CASTLE Hilo Hawaiian Hotel
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Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Kings’ Land Waikoloa

4 out of 5
69-699 Waikoloa Beach Dr, Waikoloa, HI
The price is NZ$497 per night from 2 Jun to 3 Jun
NZ$497
per night
2 Jun - 3 Jun
Stay at this 4-star golf hotel in Waikoloa. Enjoy free parking, 2 outdoor pools, and 2 spa tubs. Our guests praise the pool and the helpful staff in our reviews. ...
Hilton Grand Vacations Club Kings’ Land Waikoloa
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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.