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
13–18 Jul
,
4.97 out of 5 average rating, 343 reviews
Home in Hilton Head Island
4 Audubon Pond ~ Pet Friendly Home with Free
4 bedrooms, 7 beds, 4 bathrooms
25–30 Jul
Superhost
Treehouse in Hilton Head Island
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
Home in Hilton Head Island
12 Heritage Court ~ Quiet Home with Private Pool
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
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 Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds, 2.5 bathrooms
8–13 Aug
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
Townhouse in Hilton Head Island
Beautiful new duplex!
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
4.96 out of 5 average rating, 73 reviews
Superhost
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 3 reviews
Flat in Hilton Head Island
Steps to the beach and the Salty Dog!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
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
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 62 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
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 25 reviews
Superhost
Apartment in Hilton Head Island
Sun-kissed bliss at Colonnade Club with dual suite
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
New place to stay