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

Guest favourite
Apartment in Hilton Head Island
⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐
2 bedrooms, 3 beds, 2 private bathrooms
19–24 Aug
,
4.9 out of 5 average rating, 175 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 11 reviews
Home in Hilton Head Island
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
10–15 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
9–14 Oct
4.97 out of 5 average rating, 314 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds
13–18 Aug
4.96 out of 5 average rating, 84 reviews
Guest favourite
Home in Hilton Head Island
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Villa in Hilton Head Island
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds
27 Sept – 2 Oct
Top guest favourite
Apartment in Hilton Head Island
MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!
2 bedrooms, 4 beds
19–24 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Hilton Head Island
High Cotton in Sea Pines
3 bedrooms, 3 beds
15–20 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed
1–6 Nov
4.94 out of 5 average rating, 33 reviews
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds
5–10 Sept
Villa in Hilton Head Island
Palmetto Dunes Beach Villa | Golf, Pool, Dogs OK
2 bedrooms, 3 beds
15–20 Aug
Top guest favourite
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Hilton Head Island
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
29 Aug – 3 Sept
4.9 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds
20–25 Dec
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!
1 bedroom, 4 beds
2–7 Sept
4.96 out of 5 average rating, 370 reviews