Book Holiday Homes in Hawaii Island
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Hawaii Island

The Jungalow is a charming renovated bungalow minutes from Volcano National Park

Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

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

☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- spacious! Wow!

Walk to White Sands Beach or Relax by Your Private Pool

Lovely home with hot tub near Volcano National Park

Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis

Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway
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 | 630 Holiday Homes |
---|---|
Lowest Price | NZ$410 |
Highest Price | NZ$814 |
Popular accommodation | The Jungalow is a charming renovated bungalow minutes from Volcano National Park, Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, ☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- spacious! Wow! , Walk to White Sands Beach or Relax by Your Private Pool, Lovely home with hot tub near Volcano National Park, Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub, HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis, Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway |
Top Locations for Holiday Homes in Hawaii Island
More accommodations in Hawaii Island
Top trending hotels in Hawaii Island

Royal Kona Resort

Hilton Waikoloa Village

OUTRIGGER Kona Resort and Spa

PACIFIC 19 Kona
More ways to explore Hawaii Island
Top picks
- Ko ʻOlina Accommodation
- Hotels in Wailea
- Keauhou Accommodation
- Golf Hotels in Maui
- North Shore Accommodation
- All Inclusive Hotels in Oahu
- All Inclusive Hotels in Waikiki
- Hotels in Poipu
- Pet Friendly Hotels in North Shore
- Cheap Hotels in Waikiki
- Kauai Accommodation
- Hotels in Waikiki
- Beach Hotels in Waikiki
- Boutique Hotels in Waikiki
- Luxury Hotels in Kauai
- Beach Hotels in Maui
- Boutique Hotels in Kauai
- Maui Accommodation
- Oahu Accommodation
- Family Hotels in Maui
- Hotels near Turtle Bay Beach
- Apartment Hotels in North Shore
- Luxury Hotels in Waikiki
- Family Hotels in Kauai
- Family Hotels in Waikiki
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.