This paper provides a comprehensive analysis of the Costa Rican health system, focusing on the Costa Rican Social Security Fund (CCSS). The CCSS is the cornerstone of the country’s healthcare infrastructure, offering a range of medical, social, and economic benefits. This analysis covers the historical evolution, organizational structure, financing mechanisms, and levels of healthcare services provided, including primary, secondary, and tertiary care. The study also examines the integration of digital health records (EDUS) and the roles of various governmental and quasi-independent institutions within the health sector. Key findings indicate that Costa Rica maintains a strong position in terms of healthcare personnel availability and GDP per capita in the region. However, challenges remain, particularly in ensuring the financial sustainability of the CCSS and addressing healthcare access disparities between urban and rural areas. The paper underscores the importance of continued investment in health infrastructure, professional training, and health promotion to enhance healthcare quality and equity. The study concludes by highlighting the need for strategic adaptations to meet emerging health demands, optimize resource allocation, and leverage technological advancements. These efforts are essential to maintain high-quality, equitable healthcare services for all Costa Rican citizens and to ensure the long-term sustainability of the social security system.