Landslides are widespread geomorphological features on the North Island of New Zealand, where they represent one of the primary landscape-forming processes. This study focuses on the steepland terrain surrounding Gisborne, a city located on the east coast of the North Island, at the Hikurangi subduction margin. This terrain consists of young, weak, sedimentary rocks and soils; the most common modes of slope failures are soil creep, slides and flows in shallow, clay-rich soil and regolith, triggered by heavy rainfall. Based on observational data from Sentinel-1 imagery, this study leverages results from interferometric synthetic aperture radar (InSAR) processing to reveal the distribution of deformation across Gisborne’s steepland periphery from January 2016 to December 2021. Velocities in the line of sight were obtained from the stack of interferograms and projected along the direction of maximum slope, to extract the true displacement on the slopes. The ascending and descending data sets were combined to reveal the vertical and horizontal components of the deformation. The results were combined with a regional LiDAR data set, aerial imagery and field observations to delineate areas of slope deformation. Finally, slope deformation time series data was compared with rainfall records to identify seasonal changes, due to shrinking and swelling of expansive soils. Although the InSAR displacement data contains some noise, results could be used to identify 132 unstable slopes within the study area, caused by soil creep and earthflows. Also, the shrink-swell of expansive soils causes a seasonal pattern of displacements, which varied by 10–20 mm/year between Austral winter and summer, strongly correlated to rainfall.