Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

Walk to White Sands Beach or Relax by Your Private Pool

Walk to White Sands Beach or Relax by Your Private Pool

Kailua-Kona HI
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.
Opens in a new windowWalk to White Sands Beach or Relax by Your Private Pool
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Kailua-Kona HI
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 5-minute drive of Kailua Pier and Old Kona Airport State Recreation ...
Opens in a new windowSpacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Mountain View HI
The price is AU$442 per night from 20 May to 21 May
AU$442
20 May - 21 May
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 Cooper Center.
Opens in a new windowExperience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest
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Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano HI
The price is AU$593 per night from 28 May to 29 May
AU$593
28 May - 29 May
includes taxes & fees
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.
Opens in a new windowLovely home with hot tub near Volcano National Park
'My Favorite Place on Earth'

'My Favorite Place on Earth'

Kamuela HI
When you stay at this vacation home in Kamuela, you'll be on the beach, within a 15-minute drive of Hāpuna Beach State Recreation Area and Mauna Kea Beach.
Opens in a new window'My Favorite Place on Earth'
Hale Mauka Volcano Village Hawaii Volcanoes National Park

Hale Mauka Volcano Village Hawaii Volcanoes National Park

Volcano HI
Located in Volcano, this vacation home is in a rural location, within a 10-minute drive of Aloha Candy Company and Volcano Garden Arts.
Opens in a new windowHale Mauka Volcano Village Hawaii Volcanoes National Park
Gorgeous 3bd/2ba villa with covered patio, ping pong table, BBQ & playground

Gorgeous 3bd/2ba villa with covered patio, ping pong table, BBQ & playground

Volcano HI
Located in Volcano, this vacation home is in a rural location, within a 5-minute drive of Cooper Center and Aloha Candy Company.
Opens in a new windowGorgeous 3bd/2ba villa with covered patio, ping pong table, BBQ & playground
Stunning Ocean Views + Designer Designed Kona Home

Stunning Ocean Views + Designer Designed Kona Home

Kailua-Kona HI
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.
Opens in a new windowStunning Ocean Views + Designer Designed Kona Home
Family Friendly Home, with a Man Cave!

Family Friendly Home, with a Man Cave!

Keaau HI
Located in Keaau, this vacation home is within a 15-minute drive of Pahoa Museum and Hobby Garden Hawaii.
Opens in a new windowFamily Friendly Home, with a Man Cave!
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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
661 Holiday Homes
Lowest Price
AU$332
Highest Price
AU$593
Popular accommodation
Walk to White Sands Beach or Relax by Your Private Pool, Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona, Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Lovely home with hot tub near Volcano National Park, 'My Favorite Place on Earth', Hale Mauka Volcano Village Hawaii Volcanoes National Park, Gorgeous 3bd/2ba villa with covered patio, ping pong table, BBQ & playground, Stunning Ocean Views + Designer Designed Kona Home, Family Friendly Home, with a Man Cave!

Top trending hotels in Hawaii Island

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$332 per night from 17 May to 18 May
AU$332
17 May - 18 May
includes taxes & fees
With a stay at PACIFIC 19 Kona in Kailua-Kona, you'll be 6.4 mi (10.4 km) from Kahalu'u Beach Park and 11.7 mi (18.9 km) from Mahai'ula Beach.
Opens in a new windowPACIFIC 19 Kona
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is AU$359 per night from 15 May to 16 May
AU$359
15 May - 16 May
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 ...
Opens in a new windowRoyal Kona Resort
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
78-128 Ehukai Street Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is AU$463 per night from 13 June to 14 June
AU$463
13 June - 14 June
includes taxes & fees
Located in Kailua-Kona (Keauhou), OUTRIGGER Kona Resort & Spa is within a 15-minute walk of Keauhou Bay Beach and Kona Country Club.
Opens in a new windowOUTRIGGER Kona Resort & Spa
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Hilton Grand Vacations Club Ocean Tower Waikoloa Village

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Drive Waikoloa HI
The price is AU$402 per night from 21 May to 22 May
AU$402
21 May - 22 May
includes taxes & fees
When you stay at Hilton Grand Vacations Club Ocean Tower Waikoloa Village in Waikoloa, you'll be by the ocean, within a 15-minute drive of Mauna Lani Beach and ...
Opens in a new windowHilton Grand Vacations Club Ocean Tower 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.

Top Picks

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^Subject to availability and chosen travel dates.