After retirement from football as a player, Kalezić accepted to stay at De Graafschap as a reserve/youth team coach from 2006 to 2008, and later on being promoted as assistant.
On February 25, 2009 he was appointed interim manager of De Graafschap after previous manager Henk van Stee was dismissed due to poor results. Even though the team relegated at the end of the season, Kalezić was confirmed as head coach for the new season, in which he led the promptly bounce back into the Eredivisie by claiming the 2009–10 Eerste Divisie title. He saved the team from relegation in 2010–11, leaving the club at the end of the season. On June 2011 he was announced as new head coach of Belgian Pro League club Zulte Waregem, but in the last week of 2011 he was fired after unsatisfactory results. On January 24, 2013, he was announced as manager of Stockport County. He held this position until March 20, 2013 at which point he left the club via mutual consent.
Kalezić's father is from Montenegro and his mother is from Sanski Most, Bosnia and Herzegovina. His parents were guest workers in Switzerland when he was born, but they moved back to the Balkans, settling in Mostar when Darije was a child.