Book Holiday Homes in Hawaii
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^
Explore these top cities in Hawaii
Featured Holiday Homes in Hawaii

Yonegan Maui Getaways - Haiku

Luxury townhouse on Turtle Bay golf course near the ocean

Gorgeous Beach Front Home with Amazing Sunsets

Beach in your backyard: spa and private garden Northshore Waialua

Kaiholo Hale

North Shore Getaway w/ Ocean Views steps to Beaches and Surf

Pono Pearl Villas | Beach Access + AC In Every Room

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
Hawaii 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 vacation homes are the perfect way for you to wing it.
Holiday houses in Hawaii 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 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 adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hawaii 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 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 Holiday Homes essential information
Accommodation | 3704 Holiday Homes |
|---|---|
Lowest Price | AU$438 |
Highest Price | AU$1,077 |
Popular accommodation | Yonegan Maui Getaways - Haiku , Luxury townhouse on Turtle Bay golf course near the ocean, Gorgeous Beach Front Home with Amazing Sunsets, Beach in your backyard: spa and private garden Northshore Waialua, Kaiholo Hale, North Shore Getaway w/ Ocean Views steps to Beaches and Surf, Pono Pearl Villas | Beach Access + AC In Every Room, Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest, Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops |
Top trending hotels in Hawaii

Hilton Hawaiian Village Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Hyatt Regency Waikiki Beach Resort & Spa

Prince Waikiki
More ways to explore Hawaii
Top Picks
- Captain Cook Hotels
- Cottages in Ewa Beach
- Cottages in Hanalei
- Independent Hotels in Hawaiian Beaches
- Cheap Hotels in Hilo
- Hilo Hotels
- Lodges in Hilo
- Villas in Hilo
- B&B in Honolulu
- Caravan Parks in Honolulu
- Condo Rentals in Honolulu
- Cottages in Honolulu
- Guest Houses in Honolulu
- Holiday Homes in Honolulu
- Hostels in Honolulu
- Resorts in Honolulu
- All Inclusive Hotels in Honolulu
- Apartment Hotels in Honolulu
- Aqua Hotels in Honolulu
- Beach Hotels in Honolulu
- Boutique Hotels in Honolulu
- Casino Hotels in Honolulu
- Castle Hotels in Honolulu
- Family Hotels in Honolulu
- Halekulani Corporation Hotels in Honolulu
- Hilton Hotels in Honolulu
- Outrigger Hotels in Honolulu
- Wyndham Extra Holidays Hotels in Honolulu
- Honolulu Hotels
- Houseboats in Honolulu
- Villas in Honolulu
- Apartments in Kaanapali
- Cottages in Kaanapali
- Cheap Hotels in Kaanapali
- Kaanapali Hotels
- Hostels in Kahului
- All Inclusive Hotels in Kahului
- Guest Houses in Kailua
- Halekulani Corporation Hotels in Kailua
- B&B in Kailua-Kona
- Outrigger Hotels in Kailua-Kona
- Kailua-Kona Hotels
- Villas in Kailua-Kona
- B&B in Kalapana
- Villas in Kapalua
- B&B in Kekaha
- Cottages in Kihei
- Holiday Homes in Kihei
- Boutique Hotels in Kihei
- Kihei Hotels
- Ko ʻOlina Hotels
- Cottages in Lahaina
- Hostels in Lahaina
- Hostels in Laie
- Laie Hotels
- B&B in Laupahoehoe
- Lodges in Leilani Estates
- Apartments in Lihue
- Lihue Hotels
- B&B in Naalehu
- B&B in Ocean View
- Guest Houses in Paia
- Princeville Hotels
- Cottages in Puako
- Villas in Puako
- Condo Rentals in Waikoloa
- South Kohala Management Hotels in Waikoloa
- Cottages in Waimanalo
- Hostels in Waimanalo
- Cottages in Waimea
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.






