Cinema offers a site to exercise the practice and experience the impact of placemaking. Based on the scholarship of Hong Kong cultural studies scholars Leung Ping-kwan (Yasi) and Esther M. K. Cheung, this chapter examines the discourse on home and place guiding the understanding of Hong Kong cinema from 1950s to around the Handover, and discuss the representation and the implication of Hong Kong as a home of various faces against the changing social, cultural, and political landscape in postmillennial Hong Kong cinema up until the mid-2020s. The aims of this chapter are (i) to offer an overview of urban cinema and placemaking efforts through films, and (ii) to foster a critical reflection on topographical and human relationships and their implications (including social drama films) in the changing environment that fashioned the 2010s and early 2020s.