Rockfall phenomena are considered highly dangerous due to their rapid evolution and difficult prediction without applying preventive monitoring and mitigation actions. This research investigates a hazardous site in the Municipality of Vecchiano (Province of Pisa, Italy), characterized by vertical rock walls prone to instability due to heavy fracturing and karst phenomena. The presence of anthropical structures and a public road at the bottom of the slopes increases the vulnerability of the site and the site’s risk. To create a comprehensive geological model of the area, Unmanned Aircraft System (UAS) photogrammetric surveys were conducted to create a 3D model useful in photointerpretation. In accessible and safe areas for personnel, engineering–geological surveys were carried out to characterize the rock mass and to define the portion of rock walls to be monitored. Results from nine multitemporal Robotic Total Station (RTS) measurement campaigns show that no monitoring prisms recorded significant displacement trends, both on the horizontal and vertical plane and in differential slope distance. Additionally, satellite Persistent Scatterer Interferometry (PSI) analysis indicates that the slopes were stable over the two years of study. The integration of these analysis techniques has proven to be an efficient solution for assessing slope stability in this specific rockfall-prone area.