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

Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Sept
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4.9 out of 5 average rating, 215 reviews
Superhost
Home in Hilton Head Island
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
Home in Hilton Head Island
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
10–15 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 11 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, 122 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Hilton Head Island
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
10–15 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
10–15 Aug
4.99 out of 5 average rating, 85 reviews
Superhost
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Hilton Head Island
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds
22–27 Aug
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Home in Hilton Head Island
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Hilton Head Island
Modern Serenity - Steps to Beach and Coligny Plaza
4 bedrooms, 7 beds
21–26 Aug
4.9 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Hilton Head Island
Family Memories Made Here!
2 bedrooms, 4 beds
16–21 Aug
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Townhouse in Hilton Head Island
Ocean Gate 13 Walk to beach villa with pickleball
2 bedrooms, 4 beds
25–30 Aug
4.91 out of 5 average rating, 193 reviews
Guest favourite
Home in Hilton Head Island
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds
23–28 Aug
4.95 out of 5 average rating, 21 reviews
Home in Hilton Head Island
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds
22–29 Aug
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.93 out of 5 average rating, 42 reviews
Top guest favourite
Apartment in Hilton Head Island
ON THE BEACH! POOL! Large 3 BR. S. Forest Beach
3 bedrooms, 5 beds
17–22 Aug
4.87 out of 5 average rating, 196 reviews