Cities are rapidly expanding and invariably moving toward densification. Global challenges such as climate change, land use change, environmental degradation, and expanding economy in urban areas increase water-related problems. This study addresses the difficulty of operationalizing the concept of urban water security by applying an integrative indicator-based urban water security assessment framework, formed by integrating two well-established frameworks, to evaluate the water security state in five different cities in Asia: Bangkok, Jaipur, Hanoi, Islamabad, and Madaba. The study carries out a comparative assessment of the outcomes of the indicators, and interlinks the plans, strategies, and policies of the cities with the indicators of the integrated framework to identify policy gaps and to suggest steps to improve urban water management in these five cities. Based on the results obtained, Hanoi currently has the best water security condition among these five cities. Despite the multiple dimensions of water security, the plans and policies formulated in the five cities focus mostly on water supply sanitation and human well-being among the dimensions pertinent to the framework. This study’s approach is applicable as a prototype study for a comparative assessment of urban water security parameters across cities globally.