Robert Bailey may refer to:
Rob Bailey (cricketer) (born 1963), English cricketer and umpire
Rob Bailey (director), English television director
Rob Bailey (musician) (born 1953), Australian bass guitarist
Robert Bailey (American football) (born 1968), American football cornerback
Robert Bailey (epidemiologist), American epidemiologist
Robert Bailey (geographer) (born 1939), American geographer
Robert Bailey Jr. (born 1990), American actor
Robert D. Bailey Jr. (1912–1994), West Virginia secretary of state
Robert D. Bailey Sr. (1883–1963), American judge involved in the Matewan Massacre trials
Robert E. Bailey, U.S. Air Force general
Robert L. Bailey (1922–2018), politician in Oklahoma
Robert B. Bailey (1892–1957), lieutenant governor of Arkansas
