Natural cooling and ventilation have been fundamental principles in vernacular architecture for millennia, shaping sustainable building practices across diverse climatic regions. This paper examines the historical evolution, technological advancements, environmental benefits, and prospects of passive cooling strategies, with a particular focus on wind catchers. Originating in Mesopotamian, Egyptian, Caucasia, and Iranian architectural traditions, these structures have adapted over centuries to maximize air circulation, thermal regulation, and humidity control, ensuring comfortable indoor environments without reliance on mechanical ventilation. This study analyzes traditional wind catcher designs, highlighting their geometric configurations, airflow optimization, and integration with architectural elements such as courtyards and solar chimneys. Through a comparative assessment, this paper contrasts passive cooling systems with modern HVAC technologies, emphasizing their energy neutrality, low-carbon footprint, and long-term sustainability benefits. A SWOT analysis evaluates their strengths, limitations, opportunities for technological integration, and challenges posed by urbanization and regulatory constraints. This study adopts a comparative analytical method, integrating a literature-based approach with qualitative assessments and a SWOT analysis framework to evaluate passive cooling strategies against modern HVAC systems. Methodologically, the research combines historical review, typological classification, and sustainability-driven performance comparisons to derive actionable insights for climate-responsive design. The research is grounded in a comparative assessment of traditional and modern cooling strategies, supported by typological analysis and evaluative frameworks. Looking toward the future, the research explores hybrid adaptations incorporating solar energy, AI-driven airflow control, and retrofitting strategies for smart cities, reinforcing the enduring relevance of vernacular cooling techniques in contemporary architecture. By bridging historical knowledge with innovative solutions, this paper contributes to ongoing discussions on climate-responsive urban planning and sustainable architectural development.