The escalating demand for high-quality healthcare services, coupled with rising healthcare costs, has spurred a pressing need for digital health transformation in the ASEAN region. ASEAN Member States have embarked on this transformative journey, but a comprehensive assessment reveals substantial room for progress in narrowing existing disparities and optimizing digital health transformation. Currently, the landscape of digital health readiness within ASEAN Member States lacks uniformity, characterized by varying legislative frameworks, digital product standards, infrastructure preparedness, and digital literacy levels. This heterogeneity underscores the multifaceted nature of digital health transformation challenges in the region. To effectively advance digital health in ASEAN, efforts must focus on enforcing the enabling factors crucial for successful digital transformation. Moreover, tailored strategies must be devised to address the region’s unique and intricate challenges. This article underscores the imperative of bridging the existing gaps and promoting a cohesive digital health ecosystem within ASEAN to harness the full potential of digital innovation in healthcare delivery and cost management.