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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
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4.97 out of 5 average rating, 228 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 120 reviews, 6 bedrooms, 15 beds, 4 bathrooms
4–9 Oct
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
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
Guest favourite
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 4 bathrooms
24–29 Jul
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
30 Aug – 4 Sept
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Home in Hilton Head Island
Conveniently located, gorgeous home with private p
7 bedrooms, 16 beds, 6.5 bathrooms
1–8 Aug
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Superhost
Home in Sea Pines
MyStay at 14 Laughing Gull - 7BR Oceanfront Estate
5.0 out of 5 average rating, 3 reviews, 7 bedrooms, 11 beds, 8 bathrooms
27 Aug – 1 Sept
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
4.96 out of 5 average rating, 164 reviews, 2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 309 reviews, 1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
Guest favourite
Home in Hilton Head Island
Moon Crab-Folly Field Area Hilton Head
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
10–17 Aug