Drain of rain water plays a very important role for the prevention of corrosion for either of steel and concrete structures. When the drainage system does not work sufficiently, for example in case of abutment of a bridge, dust and/or sand absorbs the water resulting in not only aesthetic point but also long life of the structure. This study aims at developing water leakage detection system with artificial intelligence (AI). In particular, this study focuses on the elbow of the drain pipes, because of the joints where is a deterioration prone area. In addition, elbow part of pipes is subjected to momentum of the water. Some experiments were carried out with the cracked and no-cracked specimens of poly-vinyl chloride water drain pipes. An infrared camera was employed to take thermal images. Among algorithms of the machine learning, random forest was applied. The judgment was just whether water leakage occurs or not. However, the result of F value of 0.92 was obtained that is a significance value of the test.