Headley is a surname. Notable people with the surname include:
Chase Headley (born 1984), American baseball player David Headley (born 1960), Pakistani-American terrorist Dean Headley (born 1970), cricketer Frederick Webb Headley (1856–1919), English naturalist George Headley (1909–1983), West Indian cricketer Heather Headley (born 1974), Trinidadian-American musician Hubert Klyne Headley (1906–1996), American composer and musician Justina Headley (born 1968), Taiwanese-American author Ron Headley (born 1939), West Indian cricketer Shari Headley (born 1964), American Actress Victor Headley (born 1959), British author Win Headley (1949–2023), American football player
See also Headlee Hedley (surname)