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
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Kailua ...
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Breezy Lanai with a Bedroom & Bath

Breezy Lanai with a Bedroom & Bath

Pahoa
The price is NZ$145 per night from 4 May to 5 May
NZ$145
includes taxes & fees
4 May - 5 May
Stay at this vacation home in Pahoa. Enjoy free WiFi. Popular attractions Lava Tree State Monument and Pahoa Museum are located nearby.
Breezy Lanai with a Bedroom & Bath
Cozy Tropical Retreat Guest House with AC

Cozy Tropical Retreat Guest House with AC

Hilo
Stay at this vacation home in Hilo. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Port of Hilo and Native Hawaiian Lava are located ...
Cozy Tropical Retreat Guest House with AC
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Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and patios. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
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 NZ$788 per night from 28 Apr to 29 Apr
NZ$788
includes taxes & fees
28 Apr - 29 Apr
Stay at this vacation home in Volcano. Enjoy free WiFi, a garden, and patios. Popular attractions Aloha Candy Company and Volcano Garden Arts are located ...
The Jungalow is a charming renovated bungalow minutes from Volcano National Park
Maile Treehouse in Volcano, Hawaii is "Magical!"

Maile Treehouse in Volcano, Hawaii is "Magical!"

Volcano
Stay at this vacation home in Volcano. Enjoy free WiFi, a garden, and patios. Popular attractions Kīlauea Visitor Center and Volcano Art Center and Gallery are ...
Maile Treehouse in Volcano, Hawaii is "Magical!"
Beautiful home with hot tub in native rainforest

Beautiful home with hot tub in native rainforest

Volcano
Book a stay at this family-friendly vacation home in Volcano. Enjoy a garden, in-room washers/dryers, and in-room jetted tubs. Popular attractions Aloha Candy ...
Beautiful home with hot tub in native rainforest
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Kailua Pier and Makalei Golf Club are located ...
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home

Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home

Keaau
The price is NZ$550 per night from 15 May to 16 May
NZ$550
includes taxes & fees
15 May - 16 May
Stay at this vacation home in Keaau. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located ...
Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the 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
614 Holiday Homes
Lowest Price
NZ$145
Highest Price
NZ$788
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Breezy Lanai with a Bedroom & Bath, Cozy Tropical Retreat Guest House with AC, Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Maile Treehouse in Volcano, Hawaii is "Magical!", Beautiful home with hot tub in native rainforest, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the 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 NZ$439 per night from 30 Apr to 1 May
NZ$439
includes taxes & fees
30 Apr - 1 May
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
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 NZ$513 per night from 29 Apr to 30 Apr
NZ$513
includes taxes & fees
29 Apr - 30 Apr
Stay at this 4-star golf hotel in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
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 NZ$586 per night from 1 May to 2 May
NZ$586
includes taxes & fees
1 May - 2 May
Stay at this 4-star beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hilton Waikoloa Village
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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 NZ$660 per night from 27 Apr to 28 Apr
NZ$660
includes taxes & fees
27 Apr - 28 Apr
Stay at this 4-star golf resort in Waikoloa. Enjoy free parking, 2 outdoor pools, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. ...
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.