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

Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 private bathroom
9–14 Aug
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4.96 out of 5 average rating, 367 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds, 2 bathrooms
6–11 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
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, 2.5 bathrooms
4–9 Oct
New place to stay
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
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
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 Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 8 reviews
Apartment in Shelter Cove
Incomparable Views of Broad Creek in Shelter Cove!
2 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
6–11 Dec
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Flat in Sea Pines
S end short walk to the beach 3 pools near
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 104 reviews