Context-awareness is a maturing area within the field of ubiquitous computing. It is particularly relevant to the growing sub-field of mobile computing as a user’s context changes more rapidly when a user is mobile, and interacts with more devices and people in a greater number of locations. In this chapter, we present a definition of context and context-awareness and describe its importance to human-computer interaction and mobile computing. We describe some of the difficulties in building context-aware applications and the solutions that have arisen to address these. Despite these solutions, users have difficulties in using and adopting mobile context-aware applications. We discuss these difficulties and present a set of eight design guidelines that can aid application designers in producing more usable and useful mobile context-aware applications.