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

Top guest favourite
Guest suite in Shelter Cove
Prime Spot: Harbour, Dining, Shops & Beach (1.5 m)
1 bedroom, 1 bed, 1 shared bathroom
2–7 Aug
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4.94 out of 5 average rating, 387 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Home in Palmetto Dunes
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds
4–11 Jul
New place to stay
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
14–19 Aug
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 99 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
5–10 Jul
New place to stay
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds
5–10 Jul
New place to stay
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 81 reviews
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds
20–25 Sept
Superhost
Home in Palmetto Dunes
Luxury Dunes Paradise - Private Pool
4 bedrooms, 7 beds
6–11 Jul
New place to stay
Apartment in Shipyard
The Salty Mermaid
2 bedrooms, 4 beds
19–24 Jul
New place to stay
Luxe
Villa in Sea Pines
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds
8–13 Aug
Luxe
Flat in Sea Pines
1875 Beachside Tennis: Stunning Views, Wildlife
2 bedrooms, 3 beds
9–14 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Jul
New place to stay
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds
24–29 Aug
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Sea Pines
Harbour Town Marina Studio | Walk to Lighthouse
1 bedroom, 1 bed
17–22 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 11 reviews