SUBJECT & OBJECTIVES: This study examines the behaviors of hypocrites in Medina during the Prophet Muhammad’s era, positioning them as paradigms of an undesirable lifestyle. It integrates historical accounts, Quranic references, and prophetic traditions to identify detrimental behaviors and propose corrective measures for a balanced Islamic lifestyle. METHOD & FINDING: Using a descriptive-analytical methodology grounded in library and electronic resources, the research identifies ten traits, namely deception, rumor-mongering, duplicity, fostering doubts, alliances with non-Muslims, mockery, reproach, breaking covenants, false oaths, and defiance of the Prophet’s orders as reflections of hypocrisy. The findings underscore the significance of avoiding these behaviors to foster a lifestyle rooted in faith, morality, and social harmony.CONCLUSION: The study concludes by presenting practical strategies for achieving an ideal way of life based on adherence to divine commandments, thereby contributing to individual and societal well-being. This research extends existing literature on the Islamic lifestyle and highlights the enduring relevance of these lessons.