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

Top guest favourite
Flat in Sea Pines
Harbour Town Gem
1 bedroom, 2 beds, 1 private bathroom
4–9 Oct
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5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.91 out of 5 average rating, 195 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
3–8 Oct
4.92 out of 5 average rating, 168 reviews
Guest favourite
Room in Hilton Head Island
Full size bed, room in a home in a family home.
1 bed
3–8 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
14–19 Nov
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 375 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
19–24 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds
6–11 Nov
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Villa in Hilton Head Island
2BR|2.5BA Direct Oceanfront Community
2 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 51 reviews
Guest favourite
Apartment in Hilton Head Island
Beautiful Oceanview Top Floor Villa Near Elevator
1 bedroom, 4 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 32 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 24 reviews
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds
4–9 Oct
Guest favourite
Apartment in Hilton Head Island
Hilton Head Beach & Tennis Resort Ocean View!
1 bedroom, 3 beds
13–18 Sept
4.91 out of 5 average rating, 288 reviews
Guest favourite
Home in Hilton Head Island
3 Bd/3ba Ocean Palms w/ Westin Access & Golf
3 bedrooms, 3 beds
4–9 Sept
5.0 out of 5 average rating, 9 reviews