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

Guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds, 2 private bathrooms
20–25 Sept
,
4.91 out of 5 average rating, 32 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 375 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Hilton Head Island
Heron's Haven on Port Royal Sound, 2BR/2BA
2 bedrooms, 3 beds
6–11 Sept
4.95 out of 5 average rating, 241 reviews
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
2 bedrooms, 4 queen beds
8–13 Sept
4.99 out of 5 average rating, 151 reviews
Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds
7–12 Sept
Top guest favourite
Flat in Hilton Head Island
Fully Renovated 2 Bedroom Villa - Walk to Beach
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 167 reviews
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds
20–27 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - Winter Sunshine by the Sea
2 bedrooms, 3 beds
30 Sept – 5 Oct
4.94 out of 5 average rating, 143 reviews
Top guest favourite
Home in Shipyard
HHI Escape - Beach Access, Golf Course, Pickleball
2 bedrooms, 4 beds
11–16 Oct
4.98 out of 5 average rating, 42 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hilton Head Island
4BR with Private Pool, Pets Welcome, Steps to Sand
4 bedrooms, 5 beds
5–10 Sept
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
19–24 Sept
4.92 out of 5 average rating, 13 reviews
Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Villa in Hilton Head Island
Surf Court 45
3 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sea Pines
NEW Sea Pines tranquil retreat bikes, pool, tennis
5 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews