A rockbolt acting in the rock mass is subjected to the combined action of the pull-out load and confining pressure, and the bond quality of the rockbolt directly affects the stability of the roadway and cavern. Therefore, in this study, confining pressure and pull-out load are applied to grouted rockbolt systems with bond defects by a numerical simulation method, and the rockbolt is detected by ultrasonic guided waves to study the propagation law of ultrasonic guided waves in defective rockbolt systems and the bond quality of rockbolts under the combined action of pull-out load and confining pressure. The numerical simulation results show that the length and location of bond defects can be detected by ultrasonic guided waves under the combined action of pullout load and confining pressure. Under no pull-out load, with increasing confining pressure, the low-frequency part of the guided wave frequency in the rockbolt increases, the high-frequency part decreases, the weakening effect of the confining pressure on the guided wave propagation law increases, and the bond quality of the rockbolt increases. The existence of defects cannot change the strengthening effect of the confining pressure on the guided wave propagation law under the same pull-out load or the weakening effect of the pull-out load on the guided wave propagation law under the same confining pressure.