The current era is moving towards digitalization of the system in every aspect, be it in manufacturing, automobile, or service sectors. This long way in digitalization has been done by overcoming a lot of barriers in their path. The healthcare sector is no exception to this and has also shifted to the ideology of moving to digitalization. This chapter discusses how the healthcare sector is adopting digitalization and the presence of internet of things (IoT) in the healthcare system. The barriers for implementing IoT in healthcare are identified and have been clustered under different categories with each being discussed in detail for better understanding of how it stands as a barrier to implementing IoT in the healthcare sector. The drivers for implementing IoT in healthcare are also identified and grouped accordingly. With a detailed study on barriers and drivers, this chapter helps to identify the key barriers and drivers that are to be addressed while implementing IoT in healthcare systems for a smooth transformation from conventional medical care to e-healthcare.