In general, optimized pavement thickness design abilities and reliable construction procedures have been considered being crucial element for expressway in South Korea till millenium. However, after 2005, a proper management efforts on existing expressway became recognized as an important factor after 2,005. One of good example is rising attention of HPMS(Highway Pavement Management System). In HPMS, the crucial component is: surveying the existing expressway surface condition with reasonable, reliable and efficient procedure. Becasue of this reason, application of various advanced and sophisticated technologies on HPMS area were considered since 2010. During this time, many advanced technologies such as AI(Artificial Intelligence) techniques and corresponding physical equipment were considered to be applied. Through application of AI technologies in HPMS business area, two major outcomes can be achieved: first one is an automated pavement surface monitoring work system for maximized efficiency and second thing is saving current HPMS management budget through faster and more reasonable surveying results. In this paper, the feasibility of AI technology on actual pavement surface monitoring and analysis procedure was considered. As a result, AI based pavement surface monitoring and analysis approach succesfully provided reasonable results compared to the conventional human effort analysis approach. This findings provide a promising signal that more AI based technologies can successfully applied in HPMS business area in the next future. Morevoer, the achievement of automated HPMS can also be possible in the near future.