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
The price is NZ$749 per night from 17 Apr to 18 Apr
NZ$749
includes taxes & fees
17 Apr - 18 Apr
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$150 per night from 13 Apr to 14 Apr
NZ$150
includes taxes & fees
13 Apr - 14 Apr
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$808 per night from 2 Apr to 3 Apr
NZ$808
includes taxes & fees
2 Apr - 3 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
The price is NZ$889 per night from 15 Apr to 16 Apr
NZ$889
includes taxes & fees
15 Apr - 16 Apr
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$565 per night from 7 Apr to 8 Apr
NZ$565
includes taxes & fees
7 Apr - 8 Apr
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$150
Highest Price
NZ$889
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$452 per night from 30 Mar to 31 Mar
NZ$452
includes taxes & fees
30 Mar - 31 Mar
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$600 per night from 19 Apr to 20 Apr
NZ$600
includes taxes & fees
19 Apr - 20 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$669 per night from 5 Apr to 6 Apr
NZ$669
includes taxes & fees
5 Apr - 6 Apr
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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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 NZ$443 per night from 30 Mar to 31 Mar
NZ$443
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3.5-star hotel in Kailua-Kona. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff ...
PACIFIC 19 Kona
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.