Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano
The price is NZ$679 per night from 3 Dec to 4 Dec
NZ$679
includes taxes & fees
3 Dec - 4 Dec
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!
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Kailua-Kona
The price is NZ$685 per night from 25 Nov to 26 Nov
NZ$685
includes taxes & fees
25 Nov - 26 Nov
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Kailua ...
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
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Cozy Tropical Retreat Guest House with AC

Cozy Tropical Retreat Guest House with AC

Hilo
The price is NZ$498 per night from 26 Nov to 27 Nov
NZ$498
includes taxes & fees
26 Nov - 27 Nov
Stay at this vacation home in Hilo. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Port of Hilo and Native Hawaiian Lava are located ...
Cozy Tropical Retreat Guest House with AC
 3-Level OCEANFRONT HOME

3-Level OCEANFRONT HOME

Pahoa
Book a stay at this beach vacation home in Pahoa. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Hobby Garden Hawaii and Lava ...
3-Level OCEANFRONT HOME
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kailua Pier and Magic Sands Beach ...
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Kailua Pier and Makalei Golf Club are located ...
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP

Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP

Keaau
The price is NZ$463 per night from 23 Nov to 24 Nov
NZ$463
includes taxes & fees
23 Nov - 24 Nov
Stay at this vacation home in Keaau. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located nearby.
Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP
Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

Hawaiian Paradise Park
The price is NZ$370 per night from 24 Nov to 25 Nov
NZ$370
includes taxes & fees
24 Nov - 25 Nov
Stay at this vacation home in Keaau. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP
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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 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
485 Holiday Homes
Lowest Price
NZ$370
Highest Price
NZ$685
Popular accommodation
Lovely home with hot tub near Volcano National Park, ☀️🐋 Direct Ocean front ~The Views! Pool,AC, Sept-Nov BIG DISCOUNTS! Book now!, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Cozy Tropical Retreat Guest House with AC, 3-Level OCEANFRONT HOME, Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home., Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP, Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

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$438 per night from 22 Nov to 23 Nov
NZ$438
includes taxes & fees
22 Nov - 23 Nov
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 pool and the restaurant ...
Royal Kona Resort
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
78-128 Ehukai Street, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is NZ$653 per night from 24 Nov to 25 Nov
NZ$653
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
OUTRIGGER Kona Resort and Spa
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$379 per night from 25 Nov to 26 Nov
NZ$379
includes taxes & fees
25 Nov - 26 Nov
Book a stay at this golf hotel in Hilo. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our ...
Castle Hilo Hawaiian Hotel
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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$520 per night from 3 Dec to 4 Dec
NZ$520
includes taxes & fees
3 Dec - 4 Dec
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
Don't see what you're looking for?
See all available properties in Hawaii Island
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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.