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
The price is AU$677 per night from 20 Aug to 21 Aug
AU$677
20 Aug - 21 Aug
includes taxes & fees
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
Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!

Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!

Kailua-Kona
The price is AU$396 per night from 15 Aug to 16 Aug
AU$396
15 Aug - 16 Aug
includes taxes & fees
With a stay at this condo, you'll be centrally located in Kailua-Kona, a 1-minute drive from Kailua Pier and 9 minutes from Magic Sands Beach.
Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!
Family Friendly Home, with a Man Cave!

Family Friendly Home, with a Man Cave!

Keaau
Located in Keaau, this vacation home is within a 15-minute drive of Pahoa Museum and Hobby Garden Hawaii.
Family Friendly Home, with a Man Cave!
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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$675 per night from 15 Aug to 16 Aug
AU$675
15 Aug - 16 Aug
includes taxes & fees
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
NEW! Sunrise House - Walk to Bayfront shops and dining. Vintage Hawaiian charm!

NEW! Sunrise House - Walk to Bayfront shops and dining. Vintage Hawaiian charm!

Hilo
The price is AU$588 per night from 18 Aug to 19 Aug
AU$588
18 Aug - 19 Aug
includes taxes & fees
A stay at this vacation home places you in the heart of Hilo, steps from Hamakua Heritage Corridor and Lyman Museum.
NEW! Sunrise House - Walk to Bayfront shops and dining. Vintage Hawaiian charm!
Mauna Lani Beach Club Pass included!  Palm Villas B4

Mauna Lani Beach Club Pass included! Palm Villas B4

Waimea
When you stay at this vacation home in Kamuela, you'll be by the sea, within a 10-minute walk of Mauna Lani Resort Golf Course and Mauna Lani Historic Park.
Mauna Lani Beach Club Pass included! Palm Villas B4
Stunning Ocean Views + Designer Designed Kona Home

Stunning Ocean Views + Designer Designed Kona Home

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 15-minute drive of Kailua Pier and Makalei Golf Club.
Stunning Ocean Views + Designer Designed Kona Home
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

Kailua Kona
With a stay at this vacation home in Kailua-Kona (Historic Kailua Village), you'll be within a 15-minute drive of Kailua Pier and Magic Sands Beach.
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town
Oceanfront - Private- Family Friendly   He'eia Bay-House and Cottage-

Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-
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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
637 Holiday Homes
Lowest Price
AU$374
Highest Price
AU$677
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!, Family Friendly Home, with a Man Cave!, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, NEW! Sunrise House - Walk to Bayfront shops and dining. Vintage Hawaiian charm! , Mauna Lani Beach Club Pass included! Palm Villas B4, Stunning Ocean Views + Designer Designed Kona Home, 🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town, Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

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$397 per night from 17 Aug to 18 Aug
AU$397
17 Aug - 18 Aug
includes taxes & fees
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
The price is AU$604 per night from 24 Aug to 25 Aug
AU$604
24 Aug - 25 Aug
includes taxes & fees
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
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is AU$374 per night from 17 Aug to 18 Aug
AU$374
17 Aug - 18 Aug
includes taxes & fees
With a stay at PACIFIC 19 Kona in Kailua-Kona, you'll be 5.4 mi (8.8 km) from Kahalu'u Beach Park and 11.7 mi (18.9 km) from Mahai'ula Beach.
PACIFIC 19 Kona
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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$490 per night from 28 Aug to 29 Aug
AU$490
28 Aug - 29 Aug
includes taxes & fees
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
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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.