The self-healing ability of asphalt–aggregate bonding interfaces can maintain the mechanical properties of asphalt mixtures. However, the interface’s healing ability will also be affected by moisture and aging. In order to clarify the influence of moisture and aging on the healing ability of a bonding interface, the effects of healing period and temperature on the self-healing level of interfacial strength were measured. The healing master curve of the strength was established. Thereafter, the effects of soaking time, salt solution concentration, and thermal aging on the healing degree of interfacial strength were measured. Based on digital image processing technology and the meso-finite element method, the influence of the interface on the healing performance of the mixture was simulated and analyzed, which was then verified by the beam bend healing test. The results show that the healing index of bonding strength increases with the ascent of healing temperature and period. Healing index gradually decreases with the extension of soaking period, and the higher the concentration of salt in the solution, the worse the healing performance of interfacial strength. After asphalt aging, the healing potential of the interface is weakened. There is a good linear relationship between the healing level of an asphalt–aggregate interface and the level of strength and fracture energy of the mixture. However, the actual healing level of an asphalt mixture is obviously lower than that of the interface, due to the addition of mineral filler. This paper provides a method for predicting the recovery performance of asphalt pavement.