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
The price is AU$359 per night from 12 Nov to 13 Nov
AU$359
12 Nov - 13 Nov
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
Volcano Village Historic Col-Villa

Volcano Village Historic Col-Villa

Volcano
With a stay at this vacation home in Volcano, you'll be in the mountains, within a 5-minute drive of Hawaii Volcanoes National Park and Cooper Center.
Opens in a new windowVolcano Village Historic Col-Villa
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
With a stay at this vacation home in Pahoa, you'll be on the beach, and 5.7 mi (9.2 km) from Kapoho Beach and 7 mi (11.3 km) from Pahoa Museum.
Opens in a new windowNewly Renovated in June 2025, 3-Level Oceanfront Home with views from every room
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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 AU$724 per night from 11 Nov to 12 Nov
AU$724
11 Nov - 12 Nov
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
Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!

Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!

Volcano
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 windowGorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Opens in a new windowElegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is AU$672 per night from 19 Nov to 20 Nov
AU$672
19 Nov - 20 Nov
includes taxes & fees
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
Panoramic view of ocean.  Excellent location. Quiet neighborhood. Sleep 10

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 10-minute drive of Magic Sands Beach and Kailua Pier.
Opens in a new windowPanoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Charming Home in Mountain View

Charming Home in Mountain View

Mountain View
With a stay at this vacation home in Mountain View, you'll be within a 10-minute drive of Hilo Coffee Mill and Kilauea Caverns of Fire.
Opens in a new windowCharming Home in Mountain View
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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
635 Holiday Homes
Lowest Price
AU$345
Highest Price
AU$724
Popular accommodation
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Volcano Village Historic Col-Villa, Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!, Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Charming Home in Mountain View

Top trending hotels in Hawaii Island

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$399 per night from 11 Nov to 12 Nov
AU$399
11 Nov - 12 Nov
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
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$498 per night from 23 Nov to 24 Nov
AU$498
23 Nov - 24 Nov
includes taxes & fees
Located in Kailua-Kona (Kahaluu-Keauhou), OUTRIGGER Kona Resort and Spa is within a 5-minute drive of Kona Country Club and Keauhou Bay Beach.
Opens in a new windowOUTRIGGER Kona Resort and Spa
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$345 per night from 16 Nov to 17 Nov
AU$345
16 Nov - 17 Nov
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
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Hilton Grand Vacations Club Ocean Tower Waikoloa Village

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Drive, Waikoloa, HI
The price is AU$391 per night from 11 Nov to 12 Nov
AU$391
11 Nov - 12 Nov
includes taxes & fees
With a stay at Hilton Grand Vacations Club Ocean Tower Waikoloa Village in Waikoloa, you'll be by the ocean, within a 15-minute drive of Mauna Lani Resort Golf ...
Opens in a new windowHilton Grand Vacations Club Ocean Tower Waikoloa Village
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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.