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

Guest favourite
Cottage in Palmetto Dunes
Gypsy Sea Cottage - A Beachside Retreat
2 bedrooms, 4 beds, 1 private bathroom
1–6 Nov
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4.86 out of 5 average rating, 407 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds
23–28 Oct
New place to stay
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
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
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, 121 reviews
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 33 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
6–11 Aug
New place to stay
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds
16–21 Aug
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 9 reviews
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
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
9–14 Aug
4.98 out of 5 average rating, 104 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 36 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
Luxe
Home in Sea Pines
Private Pool & Spa | Secluded | in Heritage Woods
5 bedrooms, 8 beds
2–7 Aug
5.0 out of 5 average rating, 50 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
Superhost
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
2 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
22–27 Aug
4.91 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
11–16 Dec
5.0 out of 5 average rating, 10 reviews