Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

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

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

Kailua-Kona
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
Breezy Lanai with a Bedroom & Bath

Breezy Lanai with a Bedroom & Bath

Pahoa
The price is AU$136 per night from 18 May to 19 May
AU$136
includes taxes & fees
18 May - 19 May
Located in Pahoa, this vacation home is by the sea, within a 15-minute drive of Pahoa Museum and Lava Tree State Monument.
Breezy Lanai with a Bedroom & Bath
Cozy Tropical Retreat Guest House with AC

Cozy Tropical Retreat Guest House with AC

Hilo
The price is AU$466 per night from 14 May to 15 May
AU$466
includes taxes & fees
14 May - 15 May
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
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Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Kailua Kona
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be a 1-minute drive from Magic Sands Beach and 9 minutes from Kailua Pier.
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
The Jungalow is a charming renovated bungalow minutes from Volcano National Park

The Jungalow is a charming renovated bungalow minutes from Volcano National Park

Volcano
The price is AU$727 per night from 7 May to 8 May
AU$727
includes taxes & fees
7 May - 8 May
With a stay at this vacation home in Volcano, you'll be within a 10-minute drive of Hawaii Volcanoes National Park and Aloha Candy Company.
The Jungalow is a charming renovated bungalow minutes from Volcano National Park
Maile Treehouse in Volcano, Hawaii is "Magical!"

Maile Treehouse in Volcano, Hawaii is "Magical!"

Volcano
Located in Volcano, this vacation home is in a rural location, within a 5-minute drive of Hawaii Volcanoes National Park and Kilauea Iki Overlook.
Maile Treehouse in Volcano, Hawaii is "Magical!"
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
Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home

Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home

Keaau
The price is AU$507 per night from 20 May to 21 May
AU$507
includes taxes & fees
20 May - 21 May
With a stay at this vacation home in Keaau, you'll be by the sea, and 16.5 mi (26.6 km) from Port of Hilo and 3.8 mi (6.1 km) from Hobby Garden Hawaii.
Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home
Hidden paradise with a hot tub, wood fireplace, large lanai, & jetted tub

Hidden paradise with a hot tub, wood fireplace, large lanai, & jetted tub

Volcano
With a stay at this vacation home in Volcano, you'll be within a 5-minute drive of Hawaii Volcanoes National Park and Aloha Candy Company.
Hidden paradise with a hot tub, wood fireplace, large lanai, & jetted tub
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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
614 Holiday Homes
Lowest Price
AU$136
Highest Price
AU$727
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Breezy Lanai with a Bedroom & Bath, Cozy Tropical Retreat Guest House with AC, Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Maile Treehouse in Volcano, Hawaii is "Magical!", Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home, Hidden paradise with a hot tub, wood fireplace, large lanai, & jetted tub

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$401 per night from 11 May to 12 May
AU$401
includes taxes & fees
11 May - 12 May
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$483 per night from 26 May to 27 May
AU$483
includes taxes & fees
26 May - 27 May
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
The price is AU$363 per night from 7 May to 8 May
AU$363
includes taxes & fees
7 May - 8 May
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 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 AU$551 per night from 12 May to 13 May
AU$551
includes taxes & fees
12 May - 13 May
With a stay at Hilton Grand Vacations Club Kings’ Land Waikoloa in Waikoloa, you'll be next to a golf course, just steps from Waikoloa Kings Golf Course and ...
Hilton Grand Vacations Club Kings’ Land Waikoloa
Don't see what you're looking for?
See all available properties in Hawaii Island
View all properties
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.