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

Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds, 2.5 private bathrooms
16–21 Aug
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4.87 out of 5 average rating, 396 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
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
27 Jul – 1 Aug
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Jul
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Luxe
Home in Sea Pines
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
11–16 Jul
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 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
2–7 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
9–14 Jul
Home in Shipyard
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
New place to stay, 3 bedrooms, 8 beds, 3.5 bathrooms
13–18 Jul
Guest favourite
Flat in Sea Pines
Seapines-2025 Remodel, Walk to Beach, End Unit
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
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.
4.96 out of 5 average rating, 310 reviews, 1 queen bed, 1.5 bathrooms
21–26 Sept
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
4.89 out of 5 average rating, 55 reviews, 4 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept