© 2020 by the authors. Licensee MDPI, Basel, Switzerland. Unmanned aerial vehicles (UAVs), also known as drones, have significant potential in the healthcare field. Ethical and practical concerns, challenges, and complexities of using drones for specific and diverse healthcare purposes have been minimally explored to date. This paper aims to document and advance awareness of diverse context-specific concerns, challenges, and complexities encountered by individuals working on the front lines of drones for health. It draws on original qualitative research and data from semi-structured interviews (N = 16) with drones for health program managers and field staff in nine countries. Directed thematic analysis was used to analyze interviews and identify key ethical and practical concerns, challenges, and complexities experienced by participants in their work with drones for health projects. While some concerns, challenges, and complexities described by study participants were more technical in nature, for example, those related to drone technology and approval processes, the majority were not. The bulk of context-specific concerns and challenges identified by participants, we propose, could be mitigated through community engagement initiatives.