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 NZ$409 per night from 12 Nov to 13 Nov
NZ$409
12 Nov - 13 Nov
includes taxes & fees
Stay at this vacation home in Volcano. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Volcano Garden Arts and Aloha Candy ...
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
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 ...
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
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 ...
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 NZ$821 per night from 5 Dec to 6 Dec
NZ$821
5 Dec - 6 Dec
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 ...
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
Stay at this vacation home in Volcano. Enjoy a garden, laundry facilities, and patios. Popular attractions Volcano Garden Arts and Aloha Candy Company are located ...
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
Book a stay at this family-friendly vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a garden. Popular attractions Magic Sands Beach and Kailua ...
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 NZ$765 per night from 19 Nov to 20 Nov
NZ$765
19 Nov - 20 Nov
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 ...
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
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Magic Sands Beach and Kailua Pier are located ...
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
Stay at this vacation home in Mountain View. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Hilo Coffee Mill and Kilauea ...
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
NZ$395
Highest Price
NZ$821
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 NZ$457 per night from 16 Nov to 17 Nov
NZ$457
16 Nov - 17 Nov
includes taxes & fees
Stay at this 4-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 ...
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 NZ$542 per night from 21 Nov to 22 Nov
NZ$542
21 Nov - 22 Nov
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 ...
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 NZ$395 per night from 20 Nov to 21 Nov
NZ$395
20 Nov - 21 Nov
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 ...
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 NZ$448 per night from 16 Nov to 17 Nov
NZ$448
16 Nov - 17 Nov
includes taxes & fees
Stay at this 4-star spa resort in Waikoloa. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the pool and the helpful staff in ...
Opens in a new windowHilton Grand Vacations Club Ocean Tower Waikoloa Village
Don't see what you're looking for?
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.