Book Holiday Homes in Hawaii Island

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

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
The price is NZ$734 per night from 2 Aug to 3 Aug
NZ$734
2 Aug - 3 Aug
includes taxes & fees
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
Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

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 ...
Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is NZ$788 per night from 20 Aug to 21 Aug
NZ$788
20 Aug - 21 Aug
includes taxes & fees
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
Save an average of 15% on thousands of hotels when you're signed in
☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- spacious! Wow!

☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- spacious! Wow!

Keaau
Stay at this vacation home in Keaau. Enjoy private pools, a garden, and laundry facilities. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located ...
☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- spacious! Wow!
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
Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano
The price is NZ$814 per night from 21 Aug to 22 Aug
NZ$814
21 Aug - 22 Aug
includes taxes & fees
Stay at this vacation home in Volcano. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Aloha Candy Company and Volcano Garden ...
Lovely home with hot tub near Volcano National Park
Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub

Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub

Keaau
Stay at this vacation home in Keaau. Enjoy free WiFi, private pools, and a garden. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located ...
Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub
HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis

Kalapana
The price is NZ$458 per night from 11 Aug to 12 Aug
NZ$458
11 Aug - 12 Aug
includes taxes & fees
Stay at this vacation home in Pahoa. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Star of the Sea Painted Church and ...
HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis
Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway

Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway

Kamuela
Book a stay at this golf vacation home in Kamuela. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the property condition in our reviews. ...
Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway
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.

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
630 Holiday Homes
Lowest Price
NZ$410
Highest Price
NZ$814
Popular accommodation
The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, ☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- spacious! Wow! , Walk to White Sands Beach or Relax by Your Private Pool, Lovely home with hot tub near Volcano National Park, Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub, HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis, Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway

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 3 Aug to 4 Aug
NZ$439
3 Aug - 4 Aug
includes taxes & fees
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
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$768 per night from 25 Aug to 26 Aug
NZ$768
25 Aug - 26 Aug
includes taxes & fees
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
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$739 per night from 13 Aug to 14 Aug
NZ$739
13 Aug - 14 Aug
includes taxes & fees
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
Save an average of 15% on thousands of hotels when you're signed in
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$410 per night from 10 Aug to 11 Aug
NZ$410
10 Aug - 11 Aug
includes taxes & fees
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
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.