Abstract: As a planning strategy, “connectivity” has been used to promote the transformation of urban waterfront space to revitalize the city. According to the viewpoint of systematic theory, by analyzing the hierarchy of the connectivity of urban waterfront, it was suggested that the three-dimensional vector can be used to describe the connectivity dimensions of urban waterfront, namely the first dimension associated with ecology, the second one associated with social function, and the third one associated with context. The assessment index system and connectivity degree of urban waterfront suitable for Urban Design category were also proposed. Two typical redevelopment projects in Perth Waterfront were chosen to be the research objects. Through the comparison of connectivity degrees of urban waterfront, the two types of urban waterfront redevelopment projects which were those for the landscape restoration and for the urban development, respectively, were analyzed in functional and structural aspects. The results can provide a reference for domestic urban waterfront redevelopment project decision.