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

Top guest favourite
Apartment in Hilton Head Island
Jim's Chic Direct Oceanfront 2BR Villa
2 bedrooms, 3 beds, 2 shared bathrooms
22–27 Aug
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4.86 out of 5 average rating, 100 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
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, 2.5 bathrooms
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, 4 bathrooms
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, 2 bathrooms
17–22 Jul
New place to stay
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
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, 3 bathrooms
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, 5 bathrooms
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, 2 bathrooms
3–8 Aug
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 48 reviews
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
New place to stay
Superhost
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds, 2 bathrooms
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, 2.5 bathrooms
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, 1 bathroom
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, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 18 reviews