This chapter outlines the significant impact of Artificial Intelligence (AI) and assistive technologies in transforming healthcare from e-Health to self-care based on personalized and human-centered smart health technologies. AI has become instrumental in improving diagnostic accuracy, customizing treatment plans, and enhancing healthcare operations over the past decade. Its applications, including advanced medical imaging, predictive analytics, and patient monitoring, have extended healthcare delivery from traditional settings to home and community environments through telehealth and remote monitoring. It evaluates the predictions made 10 years ago and the challenges and lessons learned. Looking ahead, the chapter speculates on the potential of emerging and/or mature technologies putting AI technologies in the center to further revolutionize healthcare.