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

Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds, 3 private bathrooms
28 Nov – 3 Dec
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4.89 out of 5 average rating, 98 reviews
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, 122 reviews
Top guest favourite
Treehouse in Hilton Head Island
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
Villa in Hilton Head Island
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Hilton Head Island
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Home in Hilton Head Island
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
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, 22 reviews
Apartment in Hilton Head Island
Sunset Rentals | Beachside Tennis 1844
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
Evening Ember | Spa, Fire Pit, Pool Access, Pets
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Hilton Head Island
Birdie by AvantStay | Group Retreat at Hilton Head
5 bedrooms, 7 beds, 4 bathrooms
22–27 Aug
4.89 out of 5 average rating, 70 reviews
Superhost
Home in Hilton Head Island
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Hilton Head Island
Fully Renovated 2 Bedroom Villa - Walk to Beach
2 bedrooms, 2 beds, 2.5 bathrooms
15–20 Aug
4.97 out of 5 average rating, 167 reviews
Top guest favourite
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 8 reviews
Home in Hilton Head Island
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds, 3 bathrooms
22–29 Aug
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Hilton Head Island
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