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

Top guest favourite
Apartment in Hilton Head Island
Ocean & Marsh View KING BED Beach Bar + Pickleball
1 bedroom, 2 beds, 1 private bathroom
26–31 Jul
,
4.97 out of 5 average rating, 343 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Sea Pines
Steps to the beach and the Salty Dog!
2 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 117 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanfront KING BED 65"TV Beach Bar Pickleball GYM
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 354 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
New place to stay
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
New place to stay
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
27 Aug – 1 Sept
Guest favourite
Home in Sea Pines
Sea Pines/Bikes, Beach Gear, convenient, Pets OK
4 bedrooms, 7 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Sea Pines
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds, 2.5 bathrooms
8–13 Aug
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
15–20 Dec
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Sea Pines
Directly in the South Forest Beach area, HHI, SC.
1 queen bed, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 308 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, 79 reviews
Top guest favourite
Flat in Sea Pines
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 17 reviews
Superhost
Apartment in Hilton Head Island
Bluewater Resort & Marina - Large 3BR/3BA
3 bedrooms, 5 beds, 3 bathrooms
19–26 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Shelter Cove
Palmetto Dunes-Shelter Cove-Neptune-Pet Friendly
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.99 out of 5 average rating, 71 reviews
Superhost
Apartment in Hilton Head Island
Spacious & elegant family condo with pool, free Wi
3 bedrooms, 4 beds, 3 bathrooms
5–10 Jul