Coastal erosion is becoming an increasingly serious consequence of climate change. This study demonstrates the effects of coastal erosion on landslide activity while considering the amount of erosion and changes in pore water pressure. To determine the factors related to landslide slip generation, we specifically measured the displacement, deformation, pore water pressure, and amount of erosion with high temporal resolution (1 s–1 h) for a coastal landslide in Hokkaido, north‐eastern Japan, for 7 months. It has been determined that landslides occur simultaneously with high pore water pressure. Toe erosion events also occurred several times, while the landslide exhibited major displacement. Because toe erosion and the increase in pore water pressure occurred simultaneously, we tried to determine which of the two contributed majorly to the landslide displacement by conducting a stability analysis that incorporates the effects of the two factors. From the actual observed data, toe erosion and the increase in pore water pressure had comparable effects on the destabilization of the studied landslide. Specifically, the time series for the safety factor shows that the landslide in the case with toe erosion was destabilized more than that in the case with no erosion, with a difference of more than 5% in the safety factor. The model with toe erosion provided a better explanation for the landslide displacement. Furthermore, the inclination data suggested that erosion took place at least 1 month before the landslide displacement. This implied that coastal erosion played a role in the preparation and ongoing displacement of the coastal landslide. Inland landslides with toes that are subject to undercutting due to river incision or artificial construction have geomorphological settings that are similar to those of the studied landslide. The knowledge obtained here can contribute to the understanding of destabilization mechanisms and terrain changes related to such landslides. © 2020 John Wiley & Sons, Ltd.