Book Holiday Homes in Hawaii Island

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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
The price is AU$446 per night from 11 Jan to 12 Jan
AU$446
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at this vacation home in Volcano, you'll be within a 10-minute drive of Hawaii Volcanoes National Park and Cooper Center.
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
When you stay at this vacation home in Kailua-Kona, you'll be near the bay, a 5-minute drive from Kailua Pier and 10 minutes from Magic Sands Beach.
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
When you stay at this vacation home in Pahoa, you'll be on the beach and 10 minutes by car from Hawaiian Beaches Park.
Opens in a new windowNewly Renovated in June 2025, 3-Level Oceanfront Home with views from every room
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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
When you stay at this vacation home in Keaau, you'll be 11 minutes by car from Hobby Garden Hawaii.
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 AU$594 per night from 6 Jan to 7 Jan
AU$594
6 Jan - 7 Jan 2026
includes taxes & fees
Located in Volcano, this vacation home is in a rural location, within a 15-minute walk of Aloha Candy Company and Cooper Center.
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
With a stay at this vacation home in Kailua-Kona (Kalaoa), you'll be within a 15-minute drive of Kailua Pier and Lyman Kona Coffee Farms.
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
Located in Keaau, this vacation home is within a 15-minute drive of Pahoa Museum and Hobby Garden Hawaii.
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 AU$631 per night from 22 Jan to 23 Jan
AU$631
22 Jan - 23 Jan 2026
includes taxes & fees
With a stay at this vacation home in Volcano (Royal Hawaiian Estates), you'll be within a 10-minute drive of Hawaii Volcanoes National Park and 2400 Fahrenheit ...
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 AU$705 per night from 12 Jan to 13 Jan
AU$705
12 Jan - 13 Jan 2026
includes taxes & fees
With a stay at this vacation home in Volcano, you'll be within a 10-minute drive of Hawaii Volcanoes National Park and Aloha Candy Company.
Opens in a new windowThe Jungalow is a charming renovated bungalow minutes from 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
617 Holiday Homes
Lowest Price
AU$353
Highest Price
AU$705
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 AU$372 per night from 25 Jan to 26 Jan
AU$372
25 Jan - 26 Jan 2026
includes taxes & fees
In the heart of Hilo, Grand Naniloa Hotel Hilo - a Doubletree by Hilton is within a 5-minute drive of Coconut Island Park and Port of Hilo.
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 AU$419 per night from 6 Jan to 7 Jan
AU$419
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at Royal Kona Resort in Kailua-Kona (Historic Kailua Village), you'll be a 1-minute drive from Hulihee Palace and 6 minutes from Magic Sands ...
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 AU$353 per night from 6 Jan to 7 Jan
AU$353
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at PACIFIC 19 Kona in Kailua-Kona, you'll be 5.4 mi (8.8 km) from Kahalu'u Beach Park and 11.7 mi (18.9 km) from Mahai'ula Beach.
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 AU$573 per night from 7 Jan to 8 Jan
AU$573
7 Jan - 8 Jan 2026
includes taxes & fees
Located in Kailua-Kona (Kahaluu-Keauhou), OUTRIGGER Kona Resort & Spa is within a 15-minute walk of Keauhou Bay Beach and Kona Country Club.
Opens in a new windowOUTRIGGER Kona Resort and Spa
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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.