There are
2,743 mi
from San Mateo, CA to Hilton Head Island, SC
That's the driving distance. It would take 2 days to go from San Mateo, California to Hilton Head Island, South Carolina.
The flight distance (direct flight from San Mateo, CA to Hilton Head Island, SC) is 2,365.54 mi.
2,743 mi = 3.22 kms