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

Guest favourite
Apartment in Palmetto Dunes
Stunning Ocean & Coastal Views | Resort Perks!
2 bedrooms, 4 beds, 2 private bathrooms
19–24 Jul
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4.84 out of 5 average rating, 123 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
23–28 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
2–7 Aug
Home in Shipyard
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
New place to stay, 3 bedrooms, 8 beds, 3.5 bathrooms
2–7 Aug
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
23–28 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
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
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
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, 12 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
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
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
5.0 out of 5 average rating, 94 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Top guest favourite
Apartment in Hilton Head Island
ON THE BEACH! POOL! Large 3 BR. S. Forest Beach
4.87 out of 5 average rating, 195 reviews, 3 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Luxe
Home in Sea Pines
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
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
Superhost
Home in Palmetto Dunes
Private Pool + Pet Friendly @ Palmetto Dunes
4 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
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
Home in Palmetto Dunes
Palmetto Dunes Beach House
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug