Since main portion of the required electric power in Jeju Island is provided from the mainland through two HVDC lines, Jeju HVDC has a most significant impact on Jeju power system. Average wind speed of Jeju Island is the highest among several candidates in South Korea. So, Jeju Island has been a suitable site for the construction of wind farms where several wind farms are now operating and several others to be sited. Since the large-scale wind generation could have adverse impacts on the stable operation of Jeju power system, wind power is also important for the stability of Jeju power system. Therefore, accurate modeling of Jeju HVDC and wind farms is required for stability analysis of Jeju power system. In this paper, PSS/E-based dynamic modeling of Jeju HVDC and DFIG wind farms is proposed. Model-writing technique of PSS/E is used to develop USRAUX model and USRMDL model for controlling the frequency of HVDC and imposing an operation limit of wind power, respectively. Dynamic characteristics of Jeju HVDC and DFIG wind farms are analyzed through the dynamic simulations. The simulation results show the effectiveness of the developed models for Jeju power system.