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 AU$619 per night from 3 Dec to 4 Dec
AU$619
includes taxes & fees
3 Dec - 4 Dec
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!
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is AU$625 per night from 25 Nov to 26 Nov
AU$625
includes taxes & fees
25 Nov - 26 Nov
When you stay at this vacation home in Kailua-Kona, you'll be near the bay, a 5-minute drive from Kailua Pier and 10 minutes from Magic Sands Beach.
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 AU$455 per night from 26 Nov to 27 Nov
AU$455
includes taxes & fees
26 Nov - 27 Nov
A stay at this vacation home places you in the heart of Hilo, a 5-minute drive from Pu'u 'O'o Trail and 5 minutes from Wailuku River State Park.
Cozy Tropical Retreat Guest House with AC
 3-Level OCEANFRONT HOME

3-Level OCEANFRONT HOME

Pahoa
With a stay at this vacation home in Pahoa, you'll be on the beach, and 24.7 mi (39.8 km) from Port of Hilo and 5.7 mi (9.2 km) from Kapoho Beach.
3-Level OCEANFRONT HOME
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, a 4-minute drive from Kailua Pier and 13 minutes from 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
With a stay at this vacation home in Kailua-Kona, you'll be within a 15-minute drive of Kailua Pier and Makalei Golf Club.
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
Located in Keaau, this vacation home is within a 15-minute drive of Hobby Garden Hawaii and Pahoa Museum.
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 AU$338 per night from 24 Nov to 25 Nov
AU$338
includes taxes & fees
24 Nov - 25 Nov
Located in Keaau, this vacation home is in a rural location, within a 15-minute drive of Hobby Garden Hawaii and Pahoa Museum.
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
AU$338
Highest Price
AU$625
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 AU$398 per night from 22 Nov to 23 Nov
AU$398
includes taxes & fees
22 Nov - 23 Nov
With a stay at Royal Kona Resort in Kailua-Kona (Historic Kailua Village), you'll be a 1-minute drive from Hulihee Palace and 6 minutes from Magic Sands ...
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 AU$590 per night from 24 Nov to 25 Nov
AU$590
includes taxes & fees
24 Nov - 25 Nov
Located in Kailua-Kona (Kahaluu-Keauhou), OUTRIGGER Kona Resort and Spa is within a 5-minute drive of Kona Country Club and Keauhou Bay Beach.
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 AU$341 per night from 25 Nov to 26 Nov
AU$341
includes taxes & fees
25 Nov - 26 Nov
With a stay at Castle Hilo Hawaiian Hotel in Hilo (Keaukaha), you'll be within a 10-minute drive of Port of Hilo and Naniloa Country Club.
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 AU$469 per night from 3 Dec to 4 Dec
AU$469
includes taxes & fees
3 Dec - 4 Dec
With a stay at Hilton Waikoloa Village in Waikoloa, you'll be on the waterfront, within a 15-minute drive of Mauna Lani Resort Golf Course and Waikoloa Beach ...
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.