Port of Kaohsiung is the most important harbor of southern Taiwan and it was once the third biggest cargo harbor in the world. Recently, the ranking of Port of Kaohsiung dropped from the 3rd to the 13th, thus the Central Government of Taiwan has introduced a plan to enhance the situations. ¡§Urban Renewal Project of Kaohsiung Port Railway Station,¡¨ involves the development planning of many sites and the waterfront regeneration along the Kaohsiung Harbor. This paper argues that the sustainability is the key of success of the project. This paper will (1) to discuss the gains from the economic developments, (2) to examine the details and discuss the coming challenges and potential obstacles in pursuing greater socio-economic goodness, and (3) outline the possible solutions, practices, and mechanisms which might be useful in attaining a sustainable development of Kaohsiung Harbor by studying other countries¡¦ success and failures in their waterfront redevelopment projects.