Soil mass failure disasters are among the most destructive disasters in mountainous areas worldwide, and they continue to receive significant attention in the literature. However, factors that influence soil mass failure in hollows have not been explored via experimental approaches. In this study, we conducted a series of indoor hollow-flume experiments to exhibit how the three factors, namely, initial moisture content, slope angle, and clay content, influence the collapse of soil mass under surface runoff conditions. Our findings revealed that the major processes causing soil mass failure were internal seepage erosion resulting from subsurface runoff, migration of fine particles, development of tension cracks, increase in pore water pressure, and decrease in cohesion. Fluctuations in pore water pressure were characterized by two main trends: (1) an abrupt rise under static liquefaction and (2) a decrease before failure due to dilatancy. The time required for soil mass failure first decreased and then increased with the increase in moisture content. The soil mass with an initial moisture content of similar to 12.5% was more critical to the failure. In addition, the time required for soil mass failure decreased with increasing slope angle, revealing a slope angle of 40 degrees to be more prone to failure. The buildup of pore water pressure was found to increase with clay content; soil with a clay content of similar to 7.5% required the shortest amount of time to initiate slides. Thus, our results provide a thorough insight into the processes and factors involved in the initiation and development of soil mass failure in hollow areas, which can be used by public agencies to improve monitoring, early warning, and forecasting systems. Notably, our study can help identify risk-prone source areas, and sensors can be installed to monitor potential mass failure locations.