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

Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 shared bathrooms
18–23 Sept
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4.99 out of 5 average rating, 157 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
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
15–20 Nov
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
6–11 Sept
4.9 out of 5 average rating, 102 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
14–19 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds
15–20 Nov
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
26 Sept – 1 Oct
4.97 out of 5 average rating, 316 reviews
Top guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 145 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
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds
17–22 Sept
4.9 out of 5 average rating, 238 reviews
Guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
4–9 Oct
4.91 out of 5 average rating, 11 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
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds
4–9 Oct
Top guest favourite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 bedroom, 1 queen bed
26 Sept – 1 Oct
4.93 out of 5 average rating, 395 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds
13–18 Sept
4.88 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Hilton Head Island
2BR, 2 Min to Beach, Pool, Tennis, King Bed
2 bedrooms, 3 beds
20–25 Sept
4.9 out of 5 average rating, 83 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 69 reviews