filters

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

Photo 1 of 29
Guest favourite
Home in Palmetto Dunes
Private Pool, Lagoon View, & Walk to Beach!
3 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 16
Guest favourite
Treehouse in Sea Pines
CoCo's Island Treehouse
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 79 reviews
Photo 1 of 29
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 103 reviews
Photo 1 of 29
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 27
Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Guest favourite
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Home in Sea Pines
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 21 reviews
Photo 1 of 29
Superhost
Villa in Hilton Head Island
Beachside Villa with Pool, Steps to the Sand
3 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
New place to stay
Photo 1 of 18
Superhost
Apartment in Hilton Head Island
Stunning 3 BR Oceanfront Retreat at 221 Shorewood
3 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
Photo 1 of 29
Guest favourite
Home in Sea Pines
Luxury Sea Pines Home, Lagoon Views on Hilton Head
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Top guest favourite
Apartment in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
10–15 Apr
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.94 out of 5 average rating, 149 reviews
Photo 1 of 29
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 124 reviews
Photo 1 of 29
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 15
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Oct
4.99 out of 5 average rating, 76 reviews
Photo 1 of 29
Guest favourite
Treehouse in Sea Pines
Quiet Deer Island Retreat|Walk to Harbour Town
2 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 34 reviews