Typhoon-induced slope failure is one of the most important geological hazards in coastal areas. However, the specific influence of typhoons on the stability of residual soil slopes still remains an open issue. In this study, the Feiyunjiang catchment in Zhejiang Province of SE China was chosen as the study area, and a downscaling physical model of residual soil slopes in the region was used to carry out the wind tunnel test. Our aim was to answer the question, How does the vegetation on the slope and slope stability respond during a typhoon event? For this purpose, multiple aspects were monitored and observed under four different wind speeds (8.3 m/s, 10.3 m/s, 13.3 m/s, and 17 m/s), including vegetation damage on the slope, macrocracks on the slope surface, wind pressure, wind load, permeability coefficient of the soil layer, and slope stability. The results showed that the plants on the slope could restore to their original states when the wind speeds ranged from 8.3 m/s to 13.3 m/s, but were damaged to the point of toppling when the wind speed increased to 17 m/s. Meanwhile, evident cracks were observed on the ground under this condition, which caused a sharp increase in the soil permeability coefficient, from 1.06 × 10⁻⁵ m/s to 6.06 × 10⁻⁴ m/s. The monitored wind pressures were larger at the canopy than that at the trunk for most of the trees, and generally larger at the crown of the slope compared with the toe of the slope. Regarding the wind load to the slope ground, the total value increased significantly, from 35.4 N under a wind speed of 8.3 m/s to 166.5 N under a wind speed of 17 m/s. However, the wind load presented different vector directions at different sections of the slope. The quantitative assessment of slope stability considering the wind load effect revealed that the safety factor decreased by 0.123 and 0.1 under the natural state and saturated state, respectively, from no wind to a 17 m/s strong wind. Overall, the present results explained the mechanism of slope failure during typhoon events, which provided theoretical reference for revealing the characteristics of residual soil slope stability under typhoon conditions.