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

Guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.91 out of 5 average rating, 190 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 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
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
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
Top 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
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 7 beds, 3 bathrooms
6–11 Dec
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
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
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
4.95 out of 5 average rating, 227 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 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 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
Apartment in Shelter Cove
Incomparable Views of Broad Creek in Shelter Cove!
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Flat in Sea Pines
S end short walk to the beach 3 pools near
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 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