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

Top guest favourite
Apartment in Hilton Head Island
Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa
2 bedrooms, 4 beds, 2 private bathrooms
7–12 Sept
,
4.97 out of 5 average rating, 224 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 reviews
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds, 3 bathrooms
8–13 Jul
New place to stay
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Luxe
Home in Sea Pines
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
11–16 Jul
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 81 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
New place to stay
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
9–14 Jul
New place to stay
Home in Shipyard
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
3 bedrooms, 8 beds, 3.5 bathrooms
13–18 Jul
New place to stay
Guest favourite
Flat in Sea Pines
Seapines-2025 Remodel, Walk to Beach, End Unit
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 12 reviews
Home in Shipyard
Dog friendly home w/ an enclosed yard, pool deck,
4 bedrooms, 8 beds, 2 bathrooms
10–15 Oct
Top guest favourite
Room in Sea Pines
Directly in the South Forest Beach area, HHI, SC.
1 queen bed, 1.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 310 reviews
Luxe
Villa in Sea Pines
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds, 5 bathrooms
8–13 Aug
Guest favourite
Home in Hilton Head Island
Modern Serenity - Steps to Beach and Coligny Plaza
4 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
4.89 out of 5 average rating, 55 reviews
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept