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

Top guest favourite
Flat in Hilton Head Island
Fully Renovated 2 Bedroom Villa - Walk to Beach
2 bedrooms, 2 beds, 2.5 private bathrooms
1–6 Aug
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4.97 out of 5 average rating, 164 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
Home in Shipyard
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 8 beds, 3.5 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, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
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
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
5–10 Sept
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
5.0 out of 5 average rating, 95 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Superhost
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
10–15 Oct
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 103 reviews, 1 bedroom, 4 beds, 1 bathroom
31 Aug – 5 Sept
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug