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

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Apartment in Sea Pines
SeaPines -Walk to Beach, Exclusive Heat/Cool Pool
3 bedrooms, 5 beds, 2 private bathrooms
20–25 Sept
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4.77 out of 5 average rating, 62 reviews
Guest favourite
Home in Sea Pines
High Cotton in Sea Pines
3 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds, 3.5 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 377 reviews
Guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pool Pickleball
2 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 169 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 317 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Heated Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 15 reviews
Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds, 1.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 170 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, 123 reviews
Top guest favourite
Townhouse in Hilton Head Island
Brand New LUX Townhome-Mins to Beaches, private po
4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.91 out of 5 average rating, 196 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
24–29 Sept
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.9 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Sea Pines
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 6 reviews