In the semi-arid Marrakech-Safi (MS) region of southwest Morocco, climate change has amplified drought occurrences, posing significant threats to water resources and agriculture. A comprehensive understanding of drought patterns is imperative to manage these risks and enhance resilience effectively. Precipitation from 18 pluviometer stations was employed to analyze meteorological drought using the standardized precipitation index (SPI) from 1980 to 2018. Additionally, agricultural drought is quantified using three remote sensing-driven indices: vegetation condition index (VCI), temperature conditions index (TCI), and vegetation health index (VHI) from 2000 to 2018. These indices are correlated with SPI to evaluate their performance and gauge vegetation sensitivity to meteorological drought. The Mann–Kendall test assesses trends in drought events and their severity. The results demonstrated that SPI, VCI, TCI, and VHI experienced alternating dry and wet periods with an overall upward trend, especially in mountainous areas, plateau zones, and Haouz plain of the MS region. The correlation analysis establishes a significant relationship between remote sensing-based indices and SPI-6, with mean correlation coefficients exceeding 0.6. The findings underscore the importance of considering multiple time scales to comprehensively assess climate's impact on vegetation. Seasonal drought trends analysis indicates no significant negative trends in winter and spring but positive trends in autumn.