In drainage canals, steel sheet piles are known to be susceptible to localized corrosion, particularly around water level fluctuation zones. In Japan, various repair methods have been applied to extend the service life of existing facilities. However, some repaired steel sheet piles exhibit further deterioration. In this study, the feasibility of evaluating re-deterioration is investigated in an agricultural drainage canal, where further deterioration of the repaired coating system has progressed, using image data acquired by unmanned aerial vehicles (UAVs) and from the ground. The investigated canal had been repaired using several coating materials, including an ultra-thin urea-urethane coating, thin-film epoxy resin coating, ultra-thick polyurethane-resin coating system, and precast concrete panel lining system. Both image data and the on-site visual inspection indicate that the deterioration condition varies depending on the repair method, and different types of defects are identified for each repair method. Deteriorations such as blistering, delamination, peeling, rust staining, and cracks in the concrete panel are observed. These results suggest that image data can provide basic information for evaluating characteristics of re-deterioration after repair. In future work, point cloud data acquired by UAVs will also be incorporated to quantify the degree of deterioration and to further refine the evaluation method.