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

Superhost
Hotel in Sea Pines
Marriott Heritage Club Resort 2Bedroom Hilton Head
2 bedrooms, 3 beds, 2 bathrooms
1–6 Jun
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Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
6 beds
5–10 Sept
4.9 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
6 beds
14–19 Oct
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 105 reviews
Townhouse in Hilton Head Island
Courtside 77
3 beds
4–9 Oct
Guest favourite
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
4 beds
15–20 Sept
4.89 out of 5 average rating, 9 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
4 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 beds
14–19 Sept
4.9 out of 5 average rating, 216 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Apartment in Hilton Head Island
Steps to Beach Pool Tennis Pickleball 2 ba/2 bedrm
5 beds
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
14 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
4 beds
15–20 Nov
4.96 out of 5 average rating, 375 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
4 beds
15–20 Sept
4.97 out of 5 average rating, 117 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
4 beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 145 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 beds
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - Winter Sunshine by the Sea
3 beds
30 Sept – 5 Oct
4.94 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
4 queen beds
8–13 Sept
4.99 out of 5 average rating, 151 reviews
Top guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
5 beds
12–19 Sept
5.0 out of 5 average rating, 13 reviews