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

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
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

OUTRIGGER Kona Resort and Spa

PACIFIC 19 Kona

Hilton Grand Vacations Club Ocean Tower Waikoloa Village
More ways to explore Hawaii Island
Top picks
- Hotels in Ko ʻOlina
- Hotels in Wailea
- Golf Hotels in Maui
- Hotels in Keauhou
- Hotels in North Shore
- All Inclusive Hotels in Oahu
- All Inclusive Hotels in Waikiki
- Hotels in Poipu
- Pet Friendly Hotels in North Shore
- Cheap Hotels in Waikiki
- Hotels in Kauai
- Hotels in Waikiki
- Beach Hotels in Waikiki
- Boutique Hotels in Waikiki
- Luxury Hotels in Kauai
- Beach Hotels in Maui
- Boutique Hotels in Kauai
- Hotels in Maui
- Hotels in Oahu
- 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.
