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

Top guest favourite
Apartment in Shelter Cove
Palmetto Dunes Resort | Pool & Hot Tub | Beaches
1 bedroom, 2 beds, 1 private bathroom
19–24 Jul
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5.0 out of 5 average rating, 15 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
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Jul
New place to stay
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
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
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
26–31 Jul
5.0 out of 5 average rating, 98 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
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
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds
6–11 Jul
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
2 bedrooms, 2 beds
15–20 Aug
4.96 out of 5 average rating, 78 reviews
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
12–17 Jul
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
Low Country Style
3 bedrooms, 4 beds
11–16 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds
13–18 Sept
4.96 out of 5 average rating, 57 reviews
Guest favourite
Townhouse in Shipyard
MyStay at 10 Townhouse Manor – Golf & Beach Fun!
3 bedrooms, 4 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Gem!
3 bedrooms, 4 beds
10–15 Jul
4.95 out of 5 average rating, 19 reviews