Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

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
Stay at this vacation home in Volcano. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Aloha Candy Company and Volcano Garden Arts are ...
The Jungalow is a charming renovated bungalow minutes from Volcano National Park
 3-Level OCEANFRONT HOME

3-Level OCEANFRONT HOME

Pahoa
Book a stay at this beach vacation home in Pahoa. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Hobby Garden Hawaii and Lava Tree ...
3-Level OCEANFRONT HOME
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 laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
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Private, ocean front home with private pool,  Amazing place!

Private, ocean front home with private pool, Amazing place!

Milolii
Stay at this vacation home in Captain Cook. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Papa Bay and Ka Lae Paakai are located ...
Private, ocean front home with private pool, Amazing place!
Walk to White Sands Beach or Relax by Your Private Pool

Walk to White Sands Beach or Relax by Your Private Pool

Kailua-Kona
Book a stay at this family-friendly vacation home in Kailua-Kona. Enjoy private pools, a garden, and laundry facilities. Our guests praise the pool in our reviews. ...
Walk to White Sands Beach or Relax by Your Private Pool
Sweet retreat close to the ocean. Where natures sights and sounds delight soul.

Sweet retreat close to the ocean. Where natures sights and sounds delight soul.

Pahoa
Stay at this vacation home in Pahoa. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Hobby Garden Hawaii and Lava Tree State ...
Sweet retreat close to the ocean. Where natures sights and sounds delight soul.
BBQ, New Air Conditioning and upgrades!

BBQ, New Air Conditioning and upgrades!

Waikoloa Village
Book a stay at this golf vacation home in Waikoloa. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Mauna Lani Resort Golf Course ...
BBQ, New Air Conditioning and upgrades!
Oceanfront Kona Beach House

Oceanfront Kona Beach House

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Magic Sands Beach and Kailua ...
Oceanfront Kona Beach House
Home with Swimming Pool | 3 Bed, 2 Bath

Home with Swimming Pool | 3 Bed, 2 Bath

Naalehu
Book a stay at this golf vacation home in Naalehu. Enjoy private pools, laundry facilities, and patios. Popular attractions Paradise Meadows and Waipouli are ...
Home with Swimming Pool | 3 Bed, 2 Bath
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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
629 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
The Jungalow is a charming renovated bungalow minutes from Volcano National Park, 3-Level OCEANFRONT HOME, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Private, ocean front home with private pool, Amazing place!, Walk to White Sands Beach or Relax by Your Private Pool, Sweet retreat close to the ocean. Where natures sights and sounds delight soul., BBQ, New Air Conditioning and upgrades! , Oceanfront Kona Beach House, Home with Swimming Pool | 3 Bed, 2 Bath

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
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
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr, Kailua-Kona, HI
Stay at this 3.5-star golf hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Kona Coast Resort
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
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
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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
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
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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.