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$457 per night from 18 Oct to 19 Oct
NZ$457
18 Oct - 19 Oct
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
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!
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
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
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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$727 per night from 22 Sept to 23 Sept
NZ$727
22 Sept - 23 Sept
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
Ocean Beach Home In The Heart Of Authentic Old Hawaii

Ocean Beach Home In The Heart Of Authentic Old Hawaii

Captain Cook
Stay at this vacation home in Captain Cook. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Pebbles Beach and South Kona Beaches are located ...
Opens in a new windowOcean Beach Home In The Heart Of Authentic Old Hawaii
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and  Jacuzzi -Sleeps 8

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Magic Sands Beach and Kailua Pier ...
Opens in a new windowOceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
Rustic Cabin in Volcano Village

Rustic Cabin in Volcano Village

Volcano Village
Stay at this vacation home in Volcano. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions 2400 Fahrenheit Art Glass and Akatsuka ...
Opens in a new windowRustic Cabin in Volcano Village
Peaceful Big Island Hawaii Retreat with Private Beach Club Access

Peaceful Big Island Hawaii Retreat with Private Beach Club Access

Kamuela
Book a stay at this golf vacation home in Kamuela. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Mauna Lani Resort Golf Course ...
Opens in a new windowPeaceful Big Island Hawaii Retreat with Private Beach Club Access
Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP

Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP

Hawaiian Paradise Park
The price is NZ$332 per night from 25 Sept to 26 Sept
NZ$332
25 Sept - 26 Sept
includes taxes & fees
Stay at this vacation home in Keaau. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowCozy and Modern Style Studio with King Size Bed Free Laundry in HPP
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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
637 Holiday Homes
Lowest Price
NZ$332
Highest Price
NZ$727
Popular accommodation
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Ocean Beach Home In The Heart Of Authentic Old Hawaii, Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8, Rustic Cabin in Volcano Village , Peaceful Big Island Hawaii Retreat with Private Beach Club Access, Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP

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$433 per night from 22 Sept to 23 Sept
NZ$433
22 Sept - 23 Sept
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 ...
Opens in a new windowRoyal Kona Resort
Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Kings’ Land Waikoloa

4 out of 5
69-699 Waikoloa Beach Dr, Waikoloa, HI
The price is NZ$494 per night from 23 Sept to 24 Sept
NZ$494
23 Sept - 24 Sept
includes taxes & fees
Stay at this 4-star golf resort in Waikoloa. Enjoy free parking, 2 outdoor pools, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowHilton Grand Vacations Club Kings’ Land Waikoloa
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$377 per night from 2 Oct to 3 Oct
NZ$377
2 Oct - 3 Oct
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
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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$374 per night from 22 Sept to 23 Sept
NZ$374
22 Sept - 23 Sept
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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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.