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

Guest favourite
Apartment in Hilton Head Island
Fall sale! oceanfront, 1st flr, 65" TV, pickleball
1 bedroom, 4 beds, 1 private bathroom
16–21 Aug
,
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
9–14 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
2–7 Nov
4.97 out of 5 average rating, 313 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds
13–18 Aug
4.96 out of 5 average rating, 83 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
17–22 Oct
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Apartment in Sea Pines
MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!
2 bedrooms, 4 beds
19–24 Sept
4.97 out of 5 average rating, 34 reviews
Superhost
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
2 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
22–27 Aug
4.91 out of 5 average rating, 163 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
29 Aug – 5 Sept
4.9 out of 5 average rating, 98 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
25–30 Oct
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 139 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Home in Shipyard
Spacious Townhouse Near Beach, Golf, Tennis
2 bedrooms, 3 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds
20–25 Dec
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds
19–24 Oct
4.94 out of 5 average rating, 144 reviews