Book Holiday Homes in Hawaii Island

Start date: Check-in selected.
To Date
End date: Check-out

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

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

2 out of 5
Mountain View HI
Stay at this holiday home in Volcano. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Volcano Garden Arts and Aloha Candy ...
Opens in a new windowExperience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona HI
The price is NZ$726 per night from 12 Jan to 13 Jan
NZ$726
12 Jan - 13 Jan 2026
includes taxes & fees
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowKona Ocean View Home - Downtown, Fruit Trees, Sunset views
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 HI
Stay at this beach holiday home in Pahoa. Enjoy a beach locale, laundry facilities and patios. Popular attractions Hawaiian Beaches Park and Hobby Garden Hawaii ...
Opens in a new windowNewly Renovated in June 2025, 3-Level Oceanfront Home with views from every room
Save an average of 15% on thousands of hotels when you're signed in
Large comfy house big enough for 2 families next to ocean on Kaloli point

Large comfy house big enough for 2 families next to ocean on Kaloli point

Keaau HI
Stay at this holiday home in Keaau. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowLarge comfy house big enough for 2 families next to ocean on Kaloli point
Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park

Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park

Volcano HI
The price is NZ$724 per night from 6 Jan to 7 Jan
NZ$724
6 Jan - 7 Jan 2026
includes taxes & fees
Stay at this holiday home in Volcano. Enjoy free Wi-Fi, a garden and patios. Popular attractions Aloha Candy Company and Volcano Garden Arts are located ...
Opens in a new windowHale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

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

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Kailua Pier and Lyman Kona Coffee Farms are located ...
Opens in a new windowAfforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Family Friendly Home, with a Man Cave!

Family Friendly Home, with a Man Cave!

Keaau HI
Stay at this holiday home in Keaau. Enjoy laundry facilities, a pool table and patios. Our guests praise the property condition in their reviews. Popular attractions ...
Opens in a new windowFamily Friendly Home, with a Man Cave!
Rustic Cabin in Volcano Village

Rustic Cabin in Volcano Village

Volcano Village HI
The price is NZ$731 per night from 9 Jan to 10 Jan
NZ$731
9 Jan - 10 Jan 2026
includes taxes & fees
Stay at this holiday home in Volcano. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions 2400 Fahrenheit Art Glass and Akatsuka Orchid ...
Opens in a new windowRustic Cabin in Volcano Village
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 HI
The price is NZ$813 per night from 12 Jan to 13 Jan
NZ$813
12 Jan - 13 Jan 2026
includes taxes & fees
Stay at this holiday home in Volcano. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Aloha Candy Company and Volcano Garden Arts are ...
Opens in a new windowThe Jungalow is a charming renovated bungalow minutes from Volcano National Park
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
617 Holiday Homes
Lowest Price
NZ$411
Highest Price
NZ$813
Popular accommodation
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room, Large comfy house big enough for 2 families next to ocean on Kaloli point, Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park , Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Family Friendly Home, with a Man Cave!, Rustic Cabin in Volcano Village , The Jungalow is a charming renovated bungalow minutes from Volcano National Park

Top trending hotels in Hawaii Island

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$452 per night from 18 Jan to 19 Jan
NZ$452
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this beach resort in Hilo. Enjoy free Wi-Fi, a beach locale and a golf course. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowGrand Naniloa Hotel Hilo - a Doubletree by Hilton
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is NZ$488 per night from 6 Jan to 7 Jan
NZ$488
6 Jan - 7 Jan 2026
includes taxes & fees
Stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge) and a fitness centre. Our guests praise the pool and the restaurant ...
Opens in a new windowRoyal Kona Resort
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$411 per night from 7 Jan to 8 Jan
NZ$411
7 Jan - 8 Jan 2026
includes taxes & fees
Stay at this hotel in Kailua-Kona. Enjoy free Wi-Fi, parking (surcharge) and a 24-hour front desk. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowPACIFIC 19 Kona
Save an average of 15% on thousands of hotels when you're signed in
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$635 per night from 5 Jan to 6 Jan
NZ$635
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this golf resort in Kailua-Kona. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowOUTRIGGER Kona Resort and Spa
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.