With the urban expansion and population growth, the relationship between MSW disposal facilities and urban space in the contemporary urban context is getting closer, and conflicts are increasing. At the same time, the former disposal site has a high potential to be transformed into an urban open space. In view of this background, the concept of “Urban Solid Waste Landscape (USWL)” is articulated in which the spatial-temporal evolution and regeneration of major MSW disposal facility clusters in specific urban areas are taken as the key research objects. Based on the “pressure-driver” model of brownfield regeneration, this paper explains the regeneration mechanism of USWL in Hong Kong Special Administrative Region of China through a case study of its evolution and regeneration of the contemporary MSW disposal system. In this paper, a three-phase evolution of MSW disposal facilities and the change characteristics of aggregation-to-dispersion spatial patterns in Hong Kong are summarized. Meanwhile, based on the analysis of the characteristics, government management orientation, and policy plan of the transformation of Hong Kong’s landfill clusters into urban public open spaces during the evolution process of MSW disposal facilities, the regional mechanism to promote the sustainable evolution of USWL is expounded. This study provides a new perspective for understanding and studying the spatial-temporal pattern evolution of MSW disposal facilities and their land regeneration from an urban perspective, aiming at providing research paths and policy references for shaping a more ecologically and socially sustainable USWL in China.