In season 1999-00, Dawlish regained their Western League Premier Division place after finishing as runners-up in Division One. Due to some fantastic support from second team players under the guidance of Dave Cleave and Ray Green, and wonderful support from Dawlish United Under 16s, Dawlish were able to endure a difficult period in its history at this time. Season 2002–03 also saw the introduction of a Ladies team who in their first season secured third position in the Devon League First Division. Season 2003–04 saw the club re-enter a third team in the Devon & Exeter League Intermediate Division Three and they immediately gained promotion to Intermediate III which sadly saw the first team relegated back to the Western League Division One and the second team to Devon & Exeter Senior Division Two.