Came through the Spurs youth system as a defender, winning Republic of Ireland Under-21 honours, but unable to break into the first team squad, Kevin made the switch to Southend United in 1998.
Turned into a midfielder and made captain, Maher has played over 300 games for the Shrimpers, seeing them into the Championship, through successive promotions from League Two and One, although relegated back to League One at the end of the 2006-07 season.
Went on loan to Gillingham from March 2008 until the end of that season, then for the following season, he was signed up by Oldham Athletic, as they made an attempt to get out of League One. As the club had a poor season and did not achieve their promotion aim, Maher was allowed to leave and he was snapped up on a free transfer by former club Gillingham on a two year contract, but their season ended up with them going down to League Two.