Top 10 Most Expensive Streets in Hilton Head Island, SC

The following are the Top 10 most expensive streets in Hilton Head Island. The average price for homes on these streets range from $4,400,000 to $8,897,500.

1. Eastwind

Eastwind is the 1st most expensive street in Hilton Head Island. It has single-family homes built in 2015, with an average sale price of $8,897,500.

Average Price: $8,897,500
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2. Painted Bunting Road

Painted Bunting Road is the 2nd most expensive street in Hilton Head Island. It has single-family homes built in 1965, with an average sale price of $6,700,000. It is home to the Painted Bunting subdivision.

Average Price: $6,700,000
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3. Ruddy Turnstone Road

Ruddy Turnstone Road is the 3rd most expensive street in Hilton Head Island. It has single-family homes built in 1991, with an average sale price of $6,400,000. It is home to the Ruddy Turnstone subdivision.

Average Price: $6,400,000
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4. Sea Hawk Lane

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.

Average Price: $6,200,000
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5. Piping Plover Road

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.

Average Price: $5,950,000
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6. Oyster Catcher Road

Oyster Catcher Road is the 6th most expensive street in Hilton Head Island. It has single-family homes built from 1981 to 2007, ranging in price from $2,370,000 to $9,000,000. It is home to the Oyster Catcher subdivision.

Average Price: $5,685,000
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7. Beach Lagoon Drive

Beach Lagoon Drive is the 7th 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.

Average Price: $5,400,000
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8. Dinghy

Dinghy is the 8th most expensive street in Hilton Head Island. It has single-family homes built in 1990, with an average sale price of $4,612,500.

Average Price: $4,612,500
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9. Wren Drive

Wren Drive is the 9th most expensive street in Hilton Head Island. It has single-family homes built from 1970 to 2015, ranging in price from $2,100,000 to $6,700,000. It is home to the Wren Drive subdivision.

Average Price: $4,400,000
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10. Beach Lane

Beach Lane is the 10th most expensive street in Hilton Head Island. It has single-family homes built in 2003, with an average sale price of $4,400,000. It is home to the Marsh Wren subdivision.

Average Price: $4,400,000
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