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$671 per night from 22 May to 23 May
AU$671
per night
22 May - 23 May
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 Oceanfront Condo on Private Beach Resort *Central AC *

Direct Oceanfront Condo on Private Beach Resort *Central AC *

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, a 4-minute drive from Magic Sands Beach and 13 minutes from Kailua Pier.
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is AU$612 per night from 4 Jun to 5 Jun
AU$612
per night
4 Jun - 5 Jun
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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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$643 per night from 1 Jun to 2 Jun
AU$643
per night
1 Jun - 2 Jun
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
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii

Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii

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.
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii
Oceanfront Kona Home w/ Beach Access & Views!

Oceanfront Kona Home w/ Beach Access & Views!

Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be a 5-minute drive from Kailua Pier and 6 minutes from Magic Sands Beach.
Oceanfront Kona Home w/ Beach Access & Views!
Perfect Home for your Hawaiian Vacation! HR

Perfect Home for your Hawaiian Vacation! HR

Kailua Kona
The price is AU$1,589 per night from 19 May to 20 May
AU$1,589
per night
19 May - 20 May
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 10-minute drive of Magic Sands Beach and Keauhou Bay Beach.
Perfect Home for your Hawaiian Vacation! HR
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.
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
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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
435 Holiday Homes
Lowest Price
AU$343
Highest Price
AU$1,589
Popular accommodation
Lovely home with hot tub near Volcano National Park, Direct Oceanfront Condo on Private Beach Resort *Central AC *, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii, Oceanfront Kona Home w/ Beach Access & Views!, Perfect Home for your Hawaiian Vacation! HR, Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home., Stunning Ocean Views + Designer Designed Kona Home

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$343 per night from 19 May to 20 May
AU$343
per night
19 May - 20 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
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$512 per night from 21 May to 22 May
AU$512
per night
21 May - 22 May
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
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$386 per night from 23 May to 24 May
AU$386
per night
23 May - 24 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
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Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr, Kailua-Kona, HI
With a stay at Kona Coast Resort in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Kona Coast Resort
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.