Large-scale low-speed rolling element bearings form crucial connections in offshore installations such as heavy-lifting cranes, single point mooring systems, and wind turbines. Due to the stochastic nature of wind and waves, the applied loads on these bearings are hardly predictable. Furthermore, the remote nature of the offshore environment requires a high standard of operational safety and reliability, reinforcing the need for advanced inspection and monitoring methods. Acoustic emission (AE) is a continuous monitoring technique for condition assessment of low-speed bearings, as it may detect the stress waves associated with developing degradation within the rolling elements. This paper presents an investigation on the influence of grease contamination on acoustic emission (AE) monitoring of low-speed bearings. It discusses several experiments that have been conducted in various regimes of particle contaminated lubrication, and proposes a strategy for condition monitoring. The presented experiments have been conducted with differing bearing geometries in multiple testing environments. The contamination particles have been both naturally developed and artificially introduced. The results total of 9 experimental cases are discussed and compared. All experiments follow the same data-acquisition principles, utilising arrays of three AE transducers sensitive in a range between 40-580 kHz. Data is recorded while operating the bearing at low speed under load. Abrasive wear of the rolling elements and crushing of the particles are concluded to be the main sources of AE due to particle contamination. Processing consists of waveform cross-correlation clustering and feature analysis. The results suggest that hard abrasive particles make significant contribution to the AE signals, which is associated with abrasive wear of the rollers and raceways. Comparisons with the contribution of softer and finer particles are presented as well.