This study examines the feasibility of the image deep learning method using convolution neural networks (CNNs) to maintain a porcelain insulator. Data augmentation is performed to prevent over-fitting, and the classification performance is evaluated by training the age, material, region, and pollution level of the insulator using image data in which the background and labelling are removed. Based on the results, it was difficult to predict the age, but it was possible to classify 76% of the materials, 60% of the pollution level, and more than 90% of the regions. From the results of this study, we identified the potential and limitations of the CNN classification for the four groups currently classified. However, it was possible to detect discoloration of the porcelain insulator resulting from physical, chemical, and climatic factors. Based on this, it will be possible to estimate the corrosion of the cap and discoloration of the porcelain caused by environmental deterioration, abnormal voltage, and lightning.