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

Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds, 3 private bathrooms
28 Nov – 3 Dec
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4.89 out of 5 average rating, 98 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
2–7 Jan
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 143 reviews
Top guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 11 reviews
Villa in Hilton Head Island
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
9–14 Oct
4.97 out of 5 average rating, 314 reviews
Top guest favourite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 447 reviews
Top guest favourite
Home in Hilton Head Island
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Hilton Head Island
Whispering Tides II
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 14 reviews
Superhost
Home in Hilton Head Island
Luxury Coastal Retreat with Pool & Golf Views
3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Aug
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds, 3.5 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 22 reviews