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

Top guest favourite
Apartment in Hilton Head Island
Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa
2 bedrooms, 4 beds, 2 private bathrooms
7–12 Sept
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4.97 out of 5 average rating, 224 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Luxe
Home in Hilton Head Island
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
11–16 Jul
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Hilton Head Island
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
New place to stay, 3 bedrooms, 2 bathrooms
19–24 Aug
Flat in Hilton Head Island
Spacious 3 bedroom Beach Pool Tennis Pickleball !
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Apartment in Hilton Head Island
Coastal Chic Retreat Near Beach and Sea Pines.
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
New place to stay, 6 bedrooms, 7 beds, 6.5 bathrooms
22–29 Aug
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
9–14 Jul
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Luxe
Home in Hilton Head Island
Private Pool & Spa | Secluded | in Heritage Woods
5.0 out of 5 average rating, 47 reviews, 5 bedrooms, 8 beds, 5 bathrooms
16–21 Aug
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
Villa in Hilton Head Island
Twin Oaks 207 | Condo in Hilton Head
3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
Home in Hilton Head Island
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Home in Hilton Head Island
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
New place to stay, 3 bedrooms, 8 beds, 3.5 bathrooms
13–18 Jul