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

Top guest favorite
Apartment in Hilton Head Island
Fully Renovated 2 Bedroom Villa - Walk to Beach
2 bedrooms, 2 beds, 2.5 private baths
Aug 15 – 20
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4.97 out of 5 average rating, 167 reviews
Superhost
Home in Hilton Head Island
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 baths
Aug 21 – 26
Top guest favorite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 baths
Oct 17 – 22
5.0 out of 5 average rating, 122 reviews
Top guest favorite
Apartment in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 baths
Aug 16 – 21
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Hilton Head Island
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 baths
Aug 12 – 17
Top guest favorite
Condo in Hilton Head Island
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bath
Aug 22 – 27
4.99 out of 5 average rating, 90 reviews
Top guest favorite
Guesthouse in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bath
Sep 7 – 12
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 baths
Aug 16 – 21
5.0 out of 5 average rating, 11 reviews
Guest favorite
Apartment in Hilton Head Island
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds, 2 baths
Dec 1 – 6
4.84 out of 5 average rating, 56 reviews
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Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 baths
Aug 16 – 21
4.96 out of 5 average rating, 168 reviews
Top guest favorite
Condo in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bath
Sep 2 – 7
4.96 out of 5 average rating, 370 reviews
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Condo in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 baths
Nov 2 – 7
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Hilton Head Island
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
4.86 out of 5 average rating, 7 reviews
Top guest favorite
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 baths
Aug 12 – 17
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Apartment in Hilton Head Island
Harbour Town Marina Studio | Walk to Lighthouse
1 bedroom, 1 bed, 1 bath
Aug 17 – 22
5.0 out of 5 average rating, 28 reviews
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds, 2.5 baths
Aug 19 – 24
Top guest favorite
Condo in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed, 1 bath
Nov 1 – 6
4.94 out of 5 average rating, 33 reviews
Top guest favorite
Apartment in Hilton Head Island
Family Memories Made Here!
2 bedrooms, 4 beds, 2.5 baths
Aug 16 – 21
4.93 out of 5 average rating, 28 reviews
Top guest favorite
Condo in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
1 bedroom, 2 beds, 1 bath
Sep 27 – Oct 2
4.94 out of 5 average rating, 54 reviews