This paper x-rayed situational approaches’ of leadership in the school system. it saw situational approaches of leadership as that leadership style that operates on the circumstances of varying situation to achieve predetermined goals. The role of school administrators is very important in achieving an educational goal through improving staff performance with respect to understanding their needs. The adoption of situation leadership style in the educational administration ensures that the leaders understand the various situation and the needs of the staff which determines their motivation level to achieve maximum productivity. The paper enumerated the historical development of situational leadership styles and went ahead to x-ray the guiding principle in situational leadership style includes; delegating, participating, selling and telling. The paper also indicated that the features of situational approaches which include; flexible, skilled at supervising, nurturing when it comes to coaching, participation oriented, adept at delegating, insightful and trustworthy and among others. The paper concluded that situational leadership style provides several alternatives leadership styles to school leaders to enhance staff performance. The paper went ahead to suggest that the school administrators should master the various leadership styles in order to know the situation that demands a particular one as well as identify the need of the staff in order to motivate them for more productivity.