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

Guest favourite
Home in Sea Pines
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
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5.0 out of 5 average rating, 154 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
17–22 Oct
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
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
5–10 Sept
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
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
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
5.0 out of 5 average rating, 95 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Superhost
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
New place to stay, 2 bedrooms, 5 beds, 2 bathrooms
16–21 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, 13 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
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
25–30 Jul
Apartment in Sea Pines
Spacious Getaway, Steps Away From The Ocean
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
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug