Hip-hop culture has evolved into a global phenomenon, attracting extensive academic research on its adaptation and localization in different societies. However, most studies have either neglected the influence of political economic power on hybridization or have overestimated the rationality of the artists in hip-hop culture. This study adopted critical transculturalism theory to shed light on the agency and power relations involved in the localization and mainstream emergence of Chinese hip-hop music from both longitudinal and comparative perspectives. The findings, which are based on qualitative content analysis and critical discourse analysis of news articles published in the three golden years (2008, 2010, and 2017) of the development of Chinese hip-hop music, suggest that whereas cultural and political factors were influential on both the localization and mainstream emergence processes, economic factors played a greater role in mainstream emergence. The enhancement of literacy in professional knowledge aroused public interest, and the use of symbolic hybridity created a role model for underground rappers and attracted social attention. Both these factors helped Chinese hip-hop music enter the mainstream industry. The idea of symbolic hybridity proposed in this study, which provides a mesolevel perspective, is worth further research.