Book Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island

Breezy Lanai with a Bedroom & Bath

Breezy Lanai with a Bedroom & Bath

Pahoa
The price is NZ$151 per night from 2 Feb to 3 Feb
NZ$151
includes taxes & fees
2 Feb - 3 Feb
Stay at this vacation home in Pahoa. Enjoy free WiFi. Popular attractions Lava Tree State Monument and Pahoa Museum are located nearby.
Breezy Lanai with a Bedroom & Bath
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$783 per night from 10 Feb to 11 Feb
NZ$783
includes taxes & fees
10 Feb - 11 Feb
Stay at this vacation home in Volcano. Enjoy free WiFi, a garden, and patios. Popular attractions Aloha Candy Company and Volcano Garden Arts are located ...
The Jungalow is a charming renovated bungalow minutes from Volcano National Park
Awesome View, Best Snorkel Beach,  Big Lanais, Private Home

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Kailua Pier and Kahalu'u Beach Park are ...
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
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  Top Five Rated Vacation Rental In Pahoa ,Sale in March 79.00 per Night

Top Five Rated Vacation Rental In Pahoa ,Sale in March 79.00 per Night

Pahoa
Stay at this vacation home in Pahoa. Enjoy free WiFi, a garden, and patios. Popular attractions Lava Tree State Monument and Pahoa Museum are located ...
Top Five Rated Vacation Rental In Pahoa ,Sale in March 79.00 per Night
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 Kailua Pier and Kahalu'u Beach Park ...
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
☀️🐋 Direct Ocean front ~The Views! Pool,AC in all rooms! November BIG DISCOUNTS!

☀️🐋 Direct Ocean front ~The Views! Pool,AC in all rooms! November BIG DISCOUNTS!

Keaau
Stay at this vacation home in Keaau. Enjoy private pools, a garden, and patios. Popular attractions Hobby Garden Hawaii and Ha'ena Beach are located nearby.
☀️🐋 Direct Ocean front ~The Views! Pool,AC in all rooms! November BIG DISCOUNTS!
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Kailua Pier and Makalei Golf Club are located ...
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Cozy Tropical Retreat Guest House with AC

Cozy Tropical Retreat Guest House with AC

Hilo
The price is NZ$557 per night from 19 Feb to 20 Feb
NZ$557
includes taxes & fees
19 Feb - 20 Feb
Stay at this vacation home in Hilo. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Native Hawaiian Lava and Pu'u 'O'o Trail are located ...
Cozy Tropical Retreat Guest House with AC
Winter Specials! Family Friendly, Close to Beaches!

Winter Specials! Family Friendly, Close to Beaches!

Waikoloa Village
Stay at this vacation home in Waikoloa. Enjoy private pools, a fitness center, and patios. Popular attractions Hāpuna Beach State Recreation Area and Mauna Kea ...
Winter Specials! Family Friendly, Close to Beaches!
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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
499 Holiday Homes
Lowest Price
NZ$151
Highest Price
NZ$783
Popular accommodation
Breezy Lanai with a Bedroom & Bath, The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Awesome View, Best Snorkel Beach, Big Lanais, Private Home, Top Five Rated Vacation Rental In Pahoa ,Sale in March 79.00 per Night, Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8, ☀️🐋 Direct Ocean front ~The Views! Pool,AC in all rooms! November BIG DISCOUNTS!, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Cozy Tropical Retreat Guest House with AC, Winter Specials! Family Friendly, Close to Beaches!

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$520 per night from 23 Jan to 24 Jan
NZ$520
includes taxes & fees
23 Jan - 24 Jan
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 ...
Royal Kona Resort
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 NZ$403 per night from 22 Feb to 23 Feb
NZ$403
includes taxes & fees
22 Feb - 23 Feb
Book a stay at this beach hotel in Hilo. Enjoy free WiFi, a beach locale, and a golf course. Our guests praise the bar and the helpful staff in our reviews. ...
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
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$491 per night from 26 Jan to 27 Jan
NZ$491
includes taxes & fees
26 Jan - 27 Jan
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 ...
PACIFIC 19 Kona
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Castle Hilo Hawaiian Hotel

Castle Hilo Hawaiian Hotel

3.5 out of 5
71 Banyan Dr, Hilo, HI
Fully refundableReserve now, pay when you stay
The price is NZ$392 per night from 23 Jan to 24 Jan
NZ$392
includes taxes & fees
23 Jan - 24 Jan
Stay at this 3.5-star golf hotel in Hilo. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
Castle Hilo Hawaiian Hotel
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.