The following are the Top 10 most expensive streets in Hilton Head Island. The average price for homes on these streets range from $4,675,000 to $9,000,000.
Oyster Catcher Road is the 1st most expensive street in Hilton Head Island. It has single-family homes built from 1979 to 2007, with an average sale price of $9,000,000. It is home to the Oyster Catcher subdivision.
Eastwind is the 2nd most expensive street in Hilton Head Island. It has single-family homes built in 2015, with an average sale price of $8,897,500.
Ruddy Turnstone Road is the 3rd most expensive street in Hilton Head Island. It has single-family homes built from 1991 to 2013, with an average sale price of $6,400,000. It is home to the Ruddy Turnstone subdivision.
Sea Hawk Lane is the 4th most expensive street in Hilton Head Island. It has single-family homes built in 2024, with an average sale price of $6,200,000.
Piping Plover Road is the 5th most expensive street in Hilton Head Island. It has single-family homes built in 2019, with an average sale price of $5,950,000. It is home to the Piping Plover subdivision.
Beach Lagoon Drive is the 6th most expensive street in Hilton Head Island. It has single-family homes built in 1962, with an average sale price of $5,400,000. It is home to the Beach Lagoon subdivision.
S Calibogue Cay Rd is the 7th most expensive street in Hilton Head Island. It has land with an average sale price of $5,300,000. It is home to the Calibogue Cay South subdivision.
Dinghy is the 8th most expensive street in Hilton Head Island. It has single-family homes built from 1990 to 2023, ranging in price from $4,612,500 to $5,100,000.
Bald Eagle Road is the 9th most expensive street in Hilton Head Island. It has single-family homes built from 1973 to 2024, with an average sale price of $4,750,000. It is home to the Bald Eagle West and Bald Eagle subdivisions.
Armada Street is the 10th most expensive street in Hilton Head Island. It has single-family homes built from 1979 to 2005, ranging in price from $3,380,000 to $5,970,000.
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