The leave management and monitoring system automates the leave request process, allowing employees and management to manage employee leave requests, leave balances, track and grant leave more easily. The human resource development office and the higher authorities at the university are primarily in charge of managing, granting, and recording leave requests. With an increasing number of employees earning leave and leave applications being filed monthly, the university's human resource development office has been experiencing problems in their manual operations, such as difficulties in handling information due to traditional storage of information, and transparency issues because employees have no direct access to their leave records. As a result, an automated leave management system that is faster, error-free, transparent, and simple to manage is considered necessary. The development of a real-time web-based leave management system by the university changes the way it manages and handles employee leave records. Agile Methodology was used as a software development process framework that utilises an iterative approach, open collaboration, and process adaptability throughout the project's life cycle, reducing overall risk and allowing the project to adapt to changes more quickly. The system is built with web-based technologies such as Bootstrap, CSS, JS, HTML, MySQL, and PHP. The system received a weighted average of 4.47, indicating that the application's appropriateness, functions, and information met the client's requirements. Additional enhancements and developments that can be made include email or mobile leave notifications, a mobile application version of the system, the use of other web application frameworks such as Laravel, and data encryption for security.