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

Guest favourite
Apartment in Sea Pines
SeaPines - Walk to Beach, Free Bikes, On-Site Pool
2 bedrooms, 5 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.89 out of 5 average rating, 38 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
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
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
Guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–16 Aug
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 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
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
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Flat in Hilton Head Island
Family Memories Made Here!
4.92 out of 5 average rating, 26 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
16–21 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
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
4.98 out of 5 average rating, 96 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 85 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
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 Sea Pines
Penthouse flat in Sea Pines | Harbour Town
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1404, Steps to the Beach!
4.96 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 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
Flat in Hilton Head Island
Oceanfront Escape • Steps to Sand •Walk to Coligny
New place to stay, 1 bedroom, 4 beds, 1 bathroom
22–27 Aug