China and most Association of South-East Asian Nations (ASEAN) memberstates share a common bond in the South China Sea due to their geographical designation and contiguity as maritime nations and littoral states to this strategic waterway. Indeed, the significance of this semi-enclosed sea to their respective as well as mutual geo-strategic and geo-economic interests has made maritime cooperation a critical, if not compulsory agenda in the overall vision and framework of China-ASEAN engagements. Such importance has been underlined by the Chinese-sponsored Maritime Silk Road of the 21st Century (MSR) agenda and its related programmes, which serve as the blueprint for enhanced China-ASEAN maritime cooperation especially in the South China Sea. However, sceptics/critics have pinpointed that these Chinese-driven agendas are not new, and that the maritime ASEAN states' responses have been somewhat lukewarm. Undeniably, Beijing's efforts have been largely hampered by its longstanding maritime-territorial disputes in the South China Sea vis-à-vis several ASEAN member-states, and perhaps even more so, by its growing assertiveness in handling the imbroglio. Not only has it created a "trust deficit", China's South China Sea policy has also encouraged the affected ASEAN claimant-states to "balance" or "hedge" against unpredictable Chinese strategic behaviour by rekindling security relations with and soliciting intervention from non-resident powers in the region. Such apparent "contradictions" pose political and even military challenges to maritime cooperation between China and ASEAN countries. This article addresses the South China Sea "problematique" by firstly providing an overview of China-ASEAN maritime cooperation, and by extension, China-ASEAN relations, as well as the South China Sea maritimeterritorial debacle, from both past and present vantage points. It then examines the mutual motivation and drivers behind the aforesaid initiatives to propel maritime cooperation, before deliberating on the contending issues and challenges in the disputed waters that could derail such an ambitious strategic vision. Lastly, it explores the way forward and prospects for the South China Sea to become a "sea of cooperation" that could facilitate the MSR agenda, and ultimately the realization of greater China-ASEAN maritime cooperation. [ABSTRACT FROM AUTHOR]