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

Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 private bathroom
2–7 Sept
,
4.96 out of 5 average rating, 365 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
17–22 Oct
5.0 out of 5 average rating, 120 reviews
Home in Hilton Head Island
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
3 bedrooms, 8 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
15–20 Aug
New place to stay
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds
30 Aug – 4 Sept
New place to stay
Guest favourite
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
25–30 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Treehouse in Hilton Head Island
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 83 reviews
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds
8–13 Aug
Home in Hilton Head Island
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds
28 Aug – 2 Sept
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
23–28 Jul
5.0 out of 5 average rating, 89 reviews
Guest favourite
Home in Hilton Head Island
10 Pender Lane-Sea Pines Home
4 bedrooms, 5 beds
10–15 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
27 Oct – 1 Nov
4.97 out of 5 average rating, 308 reviews
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
26–31 Aug