Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

Breezy Lanai with a Bedroom & Bath

Breezy Lanai with a Bedroom & Bath

Pahoa
The price is NZ$152 per night from 12 Jan to 13 Jan
NZ$152
includes taxes & fees
12 Jan - 13 Jan 2025
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
Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

Hawaiian Paradise Park
Stay at this vacation home in Keaau. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is NZ$714 per night from 20 Jan to 21 Jan
NZ$714
includes taxes & fees
20 Jan - 21 Jan 2025
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
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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
Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP

Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP

Keaau
Stay at this vacation home in Keaau. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located nearby.
Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP
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
Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground

Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground

Volcano
Stay at this vacation home in Volcano. Enjoy free WiFi, a garden, and patios. Popular attractions Cooper Center and Volcano Garden Arts are located nearby.
Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground
Paradise Found

Paradise Found

Waikoloa Village
Book a stay at this golf vacation home in Waikoloa. Enjoy free WiFi, private pools, and tennis courts. Popular attractions Hāpuna Beach State Recreation Area ...
Paradise Found
Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano
Stay at this vacation home in Volcano. Enjoy a garden, an in-room coffeemaker, and a spa tub. Popular attractions Aloha Candy Company and Volcano Garden Arts ...
Lovely home with hot tub near Volcano National Park
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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
495 Holiday Homes
Lowest Price
NZ$152
Highest Price
NZ$831
Popular accommodation
Breezy Lanai with a Bedroom & Bath, Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP, Beautiful home with hot tub in native rainforest, Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground, Paradise Found, Lovely home with hot tub near Volcano National Park

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$583 per night from 5 Jan to 6 Jan
NZ$583
includes taxes & fees
5 Jan - 6 Jan 2025
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$772 per night from 4 Jan to 5 Jan
NZ$772
includes taxes & fees
4 Jan - 5 Jan 2025
Stay at this 4-star golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
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$831 per night from 22 Jan to 23 Jan
NZ$831
includes taxes & fees
22 Jan - 23 Jan 2025
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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Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4 out of 5
93 Banyan Dr, Hilo, HI
Fully refundableReserve now, pay when you stay
The price is NZ$417 per night from 6 Jan to 7 Jan
NZ$417
includes taxes & fees
6 Jan - 7 Jan 2025
Book a stay at this beach hotel in Hilo. Enjoy free WiFi, a beach locale, and a golf course. Our guests praise the bar and the helpful staff in our reviews. ...
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
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.

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^Subject to availability and chosen travel dates.