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

Guest favourite
Apartment in Hilton Head Island
HHI. Easy Direct Beach Access. 3 pools- 1 indoor.
2 bedrooms, 4 beds, 2 private bathrooms
16–21 Aug
,
4.9 out of 5 average rating, 270 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
5–10 Jul
New place to stay
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds
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
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
17–22 Jul
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
23–28 Jul
5.0 out of 5 average rating, 88 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
19–24 Sept
5.0 out of 5 average rating, 8 reviews
Luxe
Flat in Hilton Head Island
1875 Beachside Tennis: Stunning Views, Wildlife
2 bedrooms, 3 beds
9–14 Aug
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Villa in Hilton Head Island
Snowbird/dog-friendly villa with WiFi, 2 patios, &
2 bedrooms, 4 beds
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 81 reviews
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds
8–13 Aug
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
3 bedrooms, 3 king beds
10–15 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.92 out of 5 average rating, 39 reviews
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 4 reviews
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds
10–15 Aug
Guest favourite
Home in Hilton Head Island
Sea Pines Luxury Ranch Home, Hot Tub, Arcade, Pool
3 bedrooms, 6 beds
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Villa in Hilton Head Island
Charming bay view villa with pool, washer/dryer, b
2 bedrooms, 3 beds
12–17 Sept