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

Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 private bathrooms
29 Aug – 5 Sept
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4.9 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds, 3 bathrooms
22–29 Aug
Guest favourite
Home in Sea Pines
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 105 reviews
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
11–16 Dec
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Hilton Head Island
Family Memories Made Here!
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Hilton Head Island
Heron's Haven on Port Royal Sound, 2BR/2BA
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.95 out of 5 average rating, 240 reviews
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds, 5 bathrooms
20–27 Sept
4.95 out of 5 average rating, 20 reviews
Home in Sea Pines
Fire Table Deck + Lawn Games • Bike to Beach
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 91 reviews