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

Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2b Golf Lagoon Pickleball Tennis
2 bedrooms, 3 beds, 2 private bathrooms
6–11 Jul
,
4.98 out of 5 average rating, 164 reviews
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, 118 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, 81 reviews
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds, 6.5 bathrooms
4–11 Jul
New place to stay
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Apartment in Hilton Head Island
Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 355 reviews
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
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
3 bedrooms, 3 king beds, 3 bathrooms
10–15 Aug
New place to stay
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Hilton Head Island
Sea Pines Luxury Ranch Home, Hot Tub, Arcade, Pool
3 bedrooms, 6 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Luxe
Flat in Hilton Head Island
1875 Beachside Tennis: Stunning Views, Wildlife
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Luxe
Home in Hilton Head Island
Private Pool & Spa | Secluded | in Heritage Woods
5 bedrooms, 8 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 47 reviews
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.92 out of 5 average rating, 39 reviews
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 78 reviews
Luxe
Villa in Hilton Head Island
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds, 5 bathrooms
8–13 Aug