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

Top guest favourite
Apartment in Hilton Head Island
Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR
1 bedroom, 3 beds, 1 private bathroom
14–19 Nov
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4.91 out of 5 average rating, 237 reviews
Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Hilton Head Island
Hilton Head Seaside Vacation Rental
1 bedroom, 1 queen bed, 1 bathroom
14–19 Oct
4.99 out of 5 average rating, 360 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanview Luxury! King Bed 75"TV Pickleball & Bar
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 140 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
Flat in Hilton Head Island
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 20 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
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 374 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, 13 reviews
Top guest favourite
Flat in Hilton Head Island
Near Beach Condo w/ Pool · Hot Tub · Pickleball
1 bed, WC
6–11 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 133 reviews
Top guest favourite
Apartment in Hilton Head Island
Renovated Ocean-View End Villa | Steps to Beach
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 145 reviews
Guest favourite
Apartment in Hilton Head Island
Oceanfront Breakers 137 Condo w/ Sunrise Views!
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Hilton Head Island
High Cotton in Sea Pines
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Hilton Head Island
New Sea Pines Remodel Close To Beach
3 bedrooms, 5 beds, 3 bathrooms
2–7 Sept
5.0 out of 5 average rating, 44 reviews