Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

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$420 per night from 30 Mar to 31 Mar
AU$420
30 Mar - 31 Mar
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
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!
Oceanfront Home w/Private Pool.  USA Military & Fire - Repeat Guest Discount!

Oceanfront Home w/Private Pool. USA Military & Fire - Repeat Guest Discount!

Pahoa HI
When you stay at this vacation home in Pahoa, you'll be on the waterfront and 9 minutes by car from Hawaiian Beaches Park.
Opens in a new windowOceanfront Home w/Private Pool. USA Military & Fire - Repeat Guest Discount!
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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
Don`t miss out on this amazing home for your Kona vacation!

Don`t miss out on this amazing home for your Kona vacation!

Kailua-Kona HI
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Opens in a new windowDon`t miss out on this amazing home for your Kona vacation!
Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room

Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room

Captain Cook HI
With a stay at this vacation home in Captain Cook, you'll be on the beach, just a 1-minute walk from Kapahukapu Manini Beach and 8 minutes by foot from Kealakekua ...
Opens in a new windowOceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room
Embrace the soothing trade winds & let the ocean breeze carry your worries away

Embrace the soothing trade winds & let the ocean breeze carry your worries away

Hilo HI
The price is AU$652 per night from 12 Apr to 13 Apr
AU$652
12 Apr - 13 Apr
includes taxes & fees
With a stay at this vacation home in Hilo, you'll be within a 15-minute drive of Port of Hilo and Kaumana Caves County Park.
Opens in a new windowEmbrace the soothing trade winds & let the ocean breeze carry your worries away
Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano HI
The price is AU$621 per night from 20 Apr to 21 Apr
AU$621
20 Apr - 21 Apr
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
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
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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
617 Holiday Homes
Lowest Price
AU$329
Highest Price
AU$652
Popular accommodation
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Family Friendly Home, with a Man Cave!, Oceanfront Home w/Private Pool. USA Military & Fire - Repeat Guest Discount!, Walk to White Sands Beach or Relax by Your Private Pool, Don`t miss out on this amazing home for your Kona vacation!, Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room, Embrace the soothing trade winds & let the ocean breeze carry your worries away, Lovely home with hot tub near Volcano National Park, Stunning Ocean Views + Designer Designed Kona Home

Top trending hotels in Hawaii Island

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$634 per night from 17 Apr to 18 Apr
AU$634
17 Apr - 18 Apr
includes taxes & fees
With a stay at Hilton Waikoloa Village in Waikoloa, you'll be on the beach, within a 15-minute drive of Mauna Lani Resort Golf Course and Waikoloa Beach Golf ...
Opens in a new windowHilton Waikoloa Village
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$372 per night from 27 Mar to 28 Mar
AU$372
27 Mar - 28 Mar
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
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$329 per night from 29 Mar to 30 Mar
AU$329
29 Mar - 30 Mar
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
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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$433 per night from 27 Mar to 28 Mar
AU$433
27 Mar - 28 Mar
includes taxes & fees
With a 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 Resort Golf ...
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
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.

Top Picks

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^Subject to availability and chosen travel dates.