This study investigates the influence of contextualized video physical exercises on the performance of Senior High School students enrolled in Health and Fitness subjects. Physical Education (PE) is essential for promoting lifelong physical health, but students often show declining interest and performance. This study addresses that gap by exploring how video-based exercises, tailored to local culture and context, influence student motivation, engagement, and learning outcomes. Grounded in the Stimulus-Organism-Response (S-O-R) model and Self-Determination Theory (SDT), the research used a qualitative case study approach. The participants were ten (10) purposively selected students from one of the schools that offers Senior High School in Tacloban City, Philippines. They were chosen based on their interest and engagement in PE. The primary tools employed were pre-surveys, contextualized video-based exercises adapted from local health institutions, and semi-structured interviews. The data were analyzed using thematic analysis, which highlighted common experiences and insights among participants. Findings revealed three main themes: (1) Enhanced motivation and engagement, (2) Enjoyment and satisfaction, and (3) Student-centric integration of video exercises. Students reported improved understanding of techniques, increased motivation, and a positive shift in their attitude toward PE. They also appreciated the clarity of video demonstrations and the social interaction brought about by peer collaboration. The study suggests that integrating contextualized video exercises into the PE curriculum can transform learning experiences and improve student outcomes. It recommends that schools consider implementing these strategies to enhance both educational quality and student well-being.