Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

Breezy Lanai with a Bedroom & Bath

Breezy Lanai with a Bedroom & Bath

Pahoa
The price is AU$141 per night from 12 Jan to 13 Jan
AU$141
includes taxes & fees
12 Jan - 13 Jan 2025
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
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
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
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is AU$653 per night from 20 Jan to 21 Jan
AU$653
includes taxes & fees
20 Jan - 21 Jan 2025
With a stay at this vacation home in Kailua-Kona, you'll be near the bay, within a 5-minute drive of Kailua Pier and Mauka Meadows Coffee Farm.
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
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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
The price is AU$438 per night from 21 Jan to 22 Jan
AU$438
includes taxes & fees
21 Jan - 22 Jan 2025
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
Beautiful home with hot tub in native rainforest

Beautiful home with hot tub in native rainforest

Volcano
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.
Beautiful home with hot tub in native rainforest
Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground

Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground

Volcano
Located in Volcano, this vacation home is in a rural location, within a 5-minute drive of Cooper Center and Aloha Candy Company.
Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground
Paradise Found

Paradise Found

Waikoloa Village
Located in Waikoloa, this vacation home is in the mountains, within a 15-minute drive of Waikola Village Golf Club and Waikoloa Kings Golf Course.
Paradise Found
Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano
The price is AU$749 per night from 20 Jan to 21 Jan
AU$749
includes taxes & fees
20 Jan - 21 Jan 2025
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
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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
500 Holiday Homes
Lowest Price
AU$141
Highest Price
AU$751
Popular accommodation
Breezy Lanai with a Bedroom & Bath, Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, 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, Beautiful home with hot tub in native rainforest, Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground, Paradise Found, Lovely home with hot tub near Volcano National Park

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$527 per night from 7 Jan to 8 Jan
AU$527
includes taxes & fees
7 Jan - 8 Jan 2025
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$698 per night from 4 Jan to 5 Jan
AU$698
includes taxes & fees
4 Jan - 5 Jan 2025
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
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$751 per night from 22 Jan to 23 Jan
AU$751
includes taxes & fees
22 Jan - 23 Jan 2025
With a stay at Hilton Waikoloa Village in Waikoloa, you'll be on the waterfront, just a 1-minute walk from Waikoloa Beach Golf Course and 9 minutes by foot from ...
Hilton Waikoloa Village
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Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4 out of 5
93 Banyan Dr, Hilo, HI
Fully refundableReserve now, pay when you stay
The price is AU$377 per night from 6 Jan to 7 Jan
AU$377
includes taxes & fees
6 Jan - 7 Jan 2025
In the heart of Hilo, Grand Naniloa Hotel Hilo - a Doubletree by Hilton is within a 5-minute drive of Coconut Island Park and Port of Hilo.
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
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.