To increase the competitiveness of wind energy, the maintenance costs of offshore floating and fixed wind turbines need to be reduced. One strategy is the enhancement of the condition monitoring techniques for pitch bearings, because their low operational speed and the high loads applied to them make their monitoring challenging. Vibration analysis has been widely used for monitoring the bearing condition with good results obtained for regular bearings, but with difficulties when the operational speed decreases. Therefore, new techniques are required to enhance the capabilities of vibration analysis for bearings under such operational conditions. This study proposes the use of indicators based on entropy for monitoring a low-speed bearing condition. The indicators used are approximate, dispersion, singular value decomposition, and spectral entropy of the permutation entropy. This approach has been tested with vibration signals acquired in a test rig with bearings under different health conditions. The results show that entropy indicators (EIs) can discriminate with higher-accuracy damaged bearings for low-speed bearings compared with the regular indicators. Furthermore, it is shown that the combination of regular and entropy-based indicators can also contribute to a more reliable diagnosis.