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

Mountain View HI
The price is NZ$470 per night from 30 Mar to 31 Mar
NZ$470
30 Mar - 31 Mar
includes taxes & fees
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
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!
Oceanfront Home w/Private Pool.  USA Military & Fire - Repeat Guest Discount!

Oceanfront Home w/Private Pool. USA Military & Fire - Repeat Guest Discount!

Pahoa HI
Stay at this holiday home in Pahoa. Enjoy private pools, laundry facilities and patios. Our guests praise the pool in their reviews. Popular attractions Hawaiian ...
Opens in a new windowOceanfront Home w/Private Pool. USA Military & Fire - Repeat Guest Discount!
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Walk to White Sands Beach or Relax by Your Private Pool

Walk to White Sands Beach or Relax by Your Private Pool

Kailua-Kona HI
Stay at this family-friendly holiday home in Kailua-Kona. Enjoy private pools, a garden and laundry facilities. Our guests praise the pool in their reviews. ...
Opens in a new windowWalk to White Sands Beach or Relax by Your Private Pool
Don`t miss out on this amazing home for your Kona vacation!

Don`t miss out on this amazing home for your Kona vacation!

Kailua-Kona HI
Stay at this family-friendly holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Magic Sands Beach and Sadie Seymour ...
Opens in a new windowDon`t miss out on this amazing home for your Kona vacation!
Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room

Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room

Captain Cook HI
Stay at this beach holiday home in Captain Cook. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Kapahukapu Manini Beach and Hikiau ...
Opens in a new windowOceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room
Embrace the soothing trade winds & let the ocean breeze carry your worries away

Embrace the soothing trade winds & let the ocean breeze carry your worries away

Hilo HI
Stay at this holiday home in Hilo. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Kaumana Caves County Park and Pu'u 'O'o ...
Opens in a new windowEmbrace the soothing trade winds & let the ocean breeze carry your worries away
Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park

Volcano HI
The price is NZ$748 per night from 20 Apr to 21 Apr
NZ$748
20 Apr - 21 Apr
includes taxes & fees
Stay at this holiday home in Volcano. Enjoy a garden, laundry facilities and patios. Popular attractions Aloha Candy Company and Volcano Garden Arts are located ...
Opens in a new windowLovely home with hot tub near Volcano National Park
Stunning Ocean Views + Designer Designed Kona Home

Stunning Ocean Views + Designer Designed Kona Home

Kailua-Kona HI
Stay at this golf holiday home in Kailua-Kona. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Four Seasons Resort Hualalai Golf Course ...
Opens in a new windowStunning Ocean Views + Designer Designed Kona Home
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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
NZ$393
Highest Price
NZ$805
Popular accommodation
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Family Friendly Home, with a Man Cave!, Oceanfront Home w/Private Pool. USA Military & Fire - Repeat Guest Discount!, Walk to White Sands Beach or Relax by Your Private Pool, Don`t miss out on this amazing home for your Kona vacation!, Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room, Embrace the soothing trade winds & let the ocean breeze carry your worries away, Lovely home with hot tub near Volcano National Park, Stunning Ocean Views + Designer Designed Kona Home

Top trending hotels in Hawaii Island

Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Fully refundableReserve now, pay when you stay
The price is NZ$805 per night from 17 Apr to 18 Apr
NZ$805
17 Apr - 18 Apr
includes taxes & fees
Stay at this beach resort in Waikoloa. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowHilton Waikoloa Village
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$446 per night from 26 Mar to 27 Mar
NZ$446
26 Mar - 27 Mar
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$393 per night from 28 Mar to 29 Mar
NZ$393
28 Mar - 29 Mar
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
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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$535 per night from 5 Apr to 6 Apr
NZ$535
5 Apr - 6 Apr
includes taxes & fees
Stay at this golf resort in Waikoloa. Enjoy 2 outdoor pools, 2 hot tubs and breakfast (surcharge). Our guests praise the pool and the helpful staff in their ...
Opens in a new windowHilton Grand Vacations Club Kings’ Land Waikoloa
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.

Top Picks

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^Subject to availability and chosen travel dates.