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

Superhost
Apartment in Hilton Head Island
Beach Front Villa Oak Tree Lined Views to Water
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Aug
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4.8 out of 5 average rating, 179 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
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
New place to stay
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
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
Guest favourite
Townhouse in Shipyard
MyStay at 10 Townhouse Manor – Golf & Beach Fun!
3 bedrooms, 4 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 98 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
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 Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 3 reviews
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
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 57 reviews
Guest favourite
Flat in Hilton Head Island
Low Country Style
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Villa in Palmetto Dunes
Hilton Head Resort condo with pools, hot tub, golf
2 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
Superhost
Villa in Sea Pines
Twin Oaks 207 | Condo in Hilton Head
3 bedrooms, 6 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.93 out of 5 average rating, 132 reviews
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Holiday home in Hilton Head Island
Luxury 4 Bdr Beachfront in Hilton Head- DC Breeze
4 bedrooms, 7 beds, 3.5 bathrooms
18–23 Jul
5.0 out of 5 average rating, 23 reviews