The offshore wind turbines are dynamically sensitive, whose fundamental frequency can be very close to the forcing frequencies activated by the environmental and turbine loads. Minor changes of support conditions may lead to the shift of natural frequencies, and this could be disastrous if resonance happens. To monitor the support conditions and thus to enhance the safety of offshore wind turbines, a model updating method is developed in this study. A hybrid sensing system was fabricated and set up in the laboratory to investigate the long-term dynamic behaviour of the offshore wind turbine system with monopile foundation in sandy deposits. A finite element model was constructed to simulate structural behaviours of the offshore wind turbine system. Distributed nonlinear springs and a roller boundary condition are used to model the soil–structure interaction properties. The finite element model and the test results were used to analyse the variation of the support condition of the monopile, through an finite element model updating process using estimation of distribution algorithms. The results show that the fundamental frequency of the test model increases after a period under cyclic loading, which is attributed to the compaction of the surrounding sand instead of local damage of the structure. The hybrid sensing system is reliable to detect both the acceleration and strain responses of the offshore wind turbine model and can be potentially applied to the remote monitoring of real offshore wind turbines. The estimation of distribution algorithm–based model updating technique is demonstrated to be successful for the support condition monitoring of the offshore wind turbine system, which is potentially useful for other model updating and condition monitoring applications.