Kaohsiung with its relatively high accessible harbor to the East Asia experiences the diversity of cultural impacts to shape the uniqueness, trade, immigrant, society and culture. This paper based on the long-term on-site observations and investigation in Kaohsiung, particularly to 1998 thereafter as Democracy Progress Party in power of ruling the city, attempts on the perspectives of urban, political geography and social space to propose an analytical framework for scrutinizing the development of urban landscape. By definition of urban spatial structure and social meaning of Kaohsiung, this paper launches from urban geography of Kaohsiung and its supported metropolitan region in new formation of spatial structure in information age. Then, this paper elaborates the identity of Kaohsiung, based on its city image to draw out the various and vibrant Kaohsiung city textures. Finally, the discussion of the 'representation of space' and 'space of representation' in urban development reflected on the social spaces and critiques on landscape show the meanings of social space and the contexts of spatial culture of Kaohsiung.