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

Top guest favourite
Home in Sea Pines
Governor’s Quarters Pet Friendly, Fenced in Yard
4 bedrooms, 5 beds, 3 private bathrooms
12–17 Sept
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4.98 out of 5 average rating, 107 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
6–11 Aug
New place to stay
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
4–9 Oct
5.0 out of 5 average rating, 120 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds
4–9 Oct
New place to stay
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
Top guest favourite
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds
14–19 Aug
4.95 out of 5 average rating, 227 reviews
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds
15–22 Aug
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds
23–28 Aug
4.98 out of 5 average rating, 96 reviews
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds
15–22 Aug
5.0 out of 5 average rating, 11 reviews
Apartment in Shelter Cove
Incomparable Views of Broad Creek in Shelter Cove!
2 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds
17–22 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
6–11 Dec
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 90 reviews
Guest favourite
Flat in Hilton Head Island
Walk to Beach | Fiddler’s Getaway | 2 Pools Tennis
2 bedrooms, 3 beds
9–14 Aug
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 68 reviews