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

Top guest favourite
Apartment in Sea Pines
Walk to Pier & Golf: Heart of Harbour Town Condo
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
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4.97 out of 5 average rating, 86 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
New place to stay, 3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
6–11 Aug
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
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
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
98 Sandcastle Ct
5.0 out of 5 average rating, 120 reviews, 6 bedrooms, 15 beds, 4 bathrooms
4–9 Oct
Top guest favourite
Flat in Hilton Head Island
Family Memories Made Here!
4.93 out of 5 average rating, 28 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Apartment in Hilton Head Island
Luxury Beach & Golf Villa - 5 min walk from Beach!
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Aug
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 bathrooms
15–22 Aug
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
17–22 Aug
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 90 reviews, 4 bedrooms, 4 bathrooms
21–26 Aug
Guest favourite
Home in Hilton Head Island
Pink Sand Paradise - A Peaceful Luxury Retreat
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
7–12 Aug
Guest favourite
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 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, 97 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
Top guest favourite
Flat in Hilton Head Island
Stunning Ocean View | King Bed | Beach/Pool Resort
4.97 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug