Holiday Homes in Hilton Head Island
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Hilton Head Island holiday homes
9.2 out of 10, Wonderful, (61)
"The staff was extremely inviting, professional, and kind.
Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner.
I’d definitely recommend this property for a quiet and peaceful getaway."
ANGELEE
The price is AU$270
includes taxes & fees
3 Jan - 4 Jan 2026
10.0 out of 10, Exceptional, (1)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
Ashley
The price is AU$2,150
includes taxes & fees
12 Jan - 13 Jan 2026
Relax in Paradise
Relax in ParadiseSouth End
10.0 out of 10, Exceptional, (4)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
Cynthia M.
The price is AU$593
includes taxes & fees
15 Dec - 16 Dec
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
Chad
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle MktMid Island
8.0 out of 10, Very good, (2)
"Had a great time, very nice inside!"
teri q.
The price is AU$563
includes taxes & fees
28 Dec - 29 Dec
Renovated 2BR Hilton Head Home – Walk to Shops
Renovated 2BR Hilton Head Home – Walk to ShopsMid Island
The price is AU$592
includes taxes & fees
28 Dec - 29 Dec
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Beach. View. Suite. 1 br. 1 ba. Sleeps 5Mid Island
9.6 out of 10, Exceptional, (91)
"Great place great vacation thank you"
Brett S.
The price is AU$368
includes taxes & fees
28 Dec - 29 Dec
The price is AU$595
includes taxes & fees
15 Dec - 16 Dec
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 Hilton Head Island Hotel Reviews
Palmera Inn and Suites
10/10 Excellent
Find out more about Hilton Head Island
Hilton Head Island Holiday Homes information
Number of reviews | 471 |
|---|---|
Accommodation | 3380 Holiday Homes |
Lowest Price | AU$270 |
Highest Price | AU$2,150 |
Explore a world of travel with Expedia
- Hotels near Bay Street
- Apartments in Beaufort
- B&B in Beaufort
- Cabin Rentals in Beaufort
- Caravan Parks in Beaufort
- Cottages in Beaufort
- Cheap Hotels in Beaufort
- Luxury Hotels in Beaufort
- Pet Friendly Hotels in Beaufort
- Beaufort Hotels
- Inns in Beaufort
- Motels in Beaufort
- Belfair Hotels
- B&B in Bluffton
- Bluffton Hotels
- Cheap Hotels in Burton
- Hotels with Parking in Burton
- Burton Hotels
- Crescent Hotels
- Green Hotels in Daufuskie Island
- Daufuskie Island Hotels
- Resort in Daufuskie Island
- Luxury Hotels in Beaufort County
- Beaufort County Hotels
- Boutique Hotels in Downtown Beaufort
- Lgbt Welcoming Hotels in Downtown Beaufort
- Beach Hotels in Fripp Island
- Fripp Island Hotels
- Frogmore Hotels
- Cheap Hotels in Haig Point
- Hotels near Harbour Town Golf Links
- Harbour Town Hotels
- Hotels near Harbour Town Lighthouse
- Apartments in Laurel Bay
- B&B in Laurel Bay
- Hotels near Marine Corps Recruit Depot Parris Island
- North Forest Beach Hotels
- Lgbt Welcoming Hotels in Northwest Quadrant
- Northwest Quadrant Hotels
- Okatie Hotels
- Inns in Okatie
- Palmetto Bluff Hotels
- Parris Island Hotels
- Cottages in Pinckney Island National Wildlife Refuge
- Hotels with Parking in Port Royal
- Port Royal Hotels
- Port Royal Landing Hotels
- Resort in Port Royal
- Apartments in Saint Helena Island
- B&B in Saint Helena Island
- Cottages in Saint Helena Island
- Guest Houses in Saint Helena Island
- Palaces in Saint Helena Island
- Resort in Saint Helena Island
- Hotels near Sea Pines Forest Preserve
- Sea Pines Hotels
- B&B in Sheldon
- Caravan Parks in Sheldon
- Caravan Parks in Shell Point
- Hotels near Singleton Beach
- Lgbt Welcoming Hotels in South Beach
- South Forest Beach Hotels
- Sun City Hilton Head Hotels
- Apartments in Switzerland
- B&B in Switzerland
- Cabin Rentals in Switzerland
- Caravan Parks in Switzerland
- Farmstay in Switzerland
- Holiday Homes in Switzerland
- Resort in Switzerland
- Cheap Hotels in The Bluff
- Lgbt Welcoming Hotels in The Bluff
- Flights to Beaufort
- Flights to Bluffton
- Flights to Fripp Island
- Flights to Hilton Head Island
- Flights to Indigo Run
- Flights to Parris Island
- Flights to Saint Helena Island
- Flights from Fripp Island
- Flights from Port Royal
- Flights from Adelaide (ADL) to Beaufort (BFT)
- Flights from Atlanta (ATL) to Hilton Head Island (HHH)
- Flights from Brisbane (BNE) to Hilton Head Island (HHH)
- Flights from Bocas del Toro (BOC) to Hilton Head Island (HHH)
- Flights from Los Angeles (LAX) to Hilton Head Island (HHH)
- Flights from Melbourne (MEL) to Hilton Head Island (HHH)
- Flights from Miami (MIA) to Beaufort (BFT)
- Flights from Salisbury (SBY) to Hilton Head Island (HHH)
- Flights from Sydney (SYD) to Hilton Head Island (HHH)
- Flights from Chatellerault (XCX) to Hilton Head Island (HHH)