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

Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare, Right on the Beach!
2 bedrooms, 3 beds, 2 private bathrooms
16–21 Aug
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4.94 out of 5 average rating, 121 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 117 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Hilton Head Island
Chic Coligny walkable beach villa w/Pool
3 bedrooms, 6 beds
15–20 Aug
5.0 out of 5 average rating, 92 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Jul
New place to stay
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
15–20 Dec
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Hilton Head Island
Hilton Head 6BR, Sleeps 18: Pool, Hot Tub, FirePit
6 bedrooms, 9 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 35 reviews
Superhost
Villa in Palmetto Dunes
Hilton Head Resort condo with pools, hot tub, golf
2 bedrooms, 5 beds
3–8 Aug
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
23–28 Aug
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
12–17 Jul
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds
6–11 Jul
New place to stay
Superhost
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds
10–15 Aug
New place to stay
Superhost
Apartment in Hilton Head Island
Ideally located island gem with an outdoor pool
2 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds
7–12 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Flat in Hilton Head Island
Low Country Style
3 bedrooms, 4 beds
11–16 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 18 reviews