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Search results; Over 1,000 homes in Hilton Head Island

Guest favourite
Villa in Hilton Head Island
Private Beach on Sound | 3 Pools/Spa | Free Tennis
2 bedrooms, 4 beds, 2 private bathrooms
3–8 Aug
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4.96 out of 5 average rating, 213 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 118 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
4.96 out of 5 average rating, 78 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 64 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
4.93 out of 5 average rating, 133 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 99 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Flat in Hilton Head Island
Sun, Sand, and Sea — Right Outside Your Door
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 439 reviews, 1 bedroom, 4 beds, 1 bathroom
4–9 Oct
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
5.0 out of 5 average rating, 93 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 6 beds, 2 bathrooms
24–29 Oct
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug