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

Top guest favourite
Bungalow in Sea Pines
Closest to Beach Path, Screened Porch, 1 dog ok
1 bedroom, 1 bed, 1 private bathroom
20–25 Aug
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4.95 out of 5 average rating, 129 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
2–7 Jan
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
2–7 Sept
4.96 out of 5 average rating, 371 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
9–14 Oct
4.97 out of 5 average rating, 314 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds
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
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
23–28 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds
27 Oct – 1 Nov
4.99 out of 5 average rating, 447 reviews
Top guest favourite
Townhouse in Sea Pines
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
Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds
18–23 Aug
4.97 out of 5 average rating, 132 reviews
Top guest favourite
Flat in Hilton Head Island
Modern Ocean Oasis - Private Beach•Pool•OceanViews
1 bedroom, 2 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
2–7 Nov
5.0 out of 5 average rating, 34 reviews
Guest favourite
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
2 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds
23–28 Aug
4.96 out of 5 average rating, 143 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
13–18 Aug
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