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

Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 beds, 1 private bathroom
20–25 Aug
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4.95 out of 5 average rating, 228 reviews
Top guest favourite
Flat in Hilton Head Island
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 20 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, 449 reviews
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
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, 20 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
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, 316 reviews
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Aug
4.97 out of 5 average rating, 36 reviews
Villa in Hilton Head Island
Palmetto Dunes Beach Villa | Golf, Pool, Dogs OK
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
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, 36 reviews
Top guest favourite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.94 out of 5 average rating, 144 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 34 reviews
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
29 Nov – 4 Dec
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Hilton Head Island
MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 133 reviews
Top guest favourite
Guest house in Bluffton
Lowcountry Retreat Carriage House
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 711 reviews
Guest favourite
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Hilton Head Island
Ocean Gate 13 Walk to beach villa with pickleball
2 bedrooms, 4 beds, 2.5 bathrooms
25–30 Aug
4.91 out of 5 average rating, 193 reviews