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

Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 private bathroom
9–14 Oct
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4.97 out of 5 average rating, 314 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, 11 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 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, 8 reviews
Top guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Villa in Shipyard
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
2 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.9 out of 5 average rating, 99 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds, 2 bathrooms
11–16 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 447 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds, 1.5 bathrooms
20–25 Dec
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Sea Pines
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 156 reviews
Guest favourite
Apartment in Hilton Head Island
Whispering Tides II
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 370 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds, 1.5 bathrooms
3–8 Oct
4.91 out of 5 average rating, 164 reviews