India is among the top ten countries with the highest percentage of landslide fatalities for the past few years. Intense rainfall during the 2009 monsoon in the hilly district of Nilgiris, in the state of Tamilnadu in India, triggered landslides at more than 300 locations which affected road and rail traffic, destroyed buildings, caused the death of more than 40 people and left hundreds homeless. In this paper, three case histories from Nilgiris district are investigated: the slope failure of a railway track at Aravankadu, failure of retaining walls supporting buildings at Coonoor, failure of the slope and retaining wall along national highway (NH67) at Chinnabikatty. Laboratory investigations are carried out on soil samples collected at these sites. Soils at all the three locations have high fine content and low values of coefficient of permeability. Finite element analyses of all the three case histories were carried out using PLAXIS2D software in order to understand the failure mechanism and contributing factors. Slope stability analysis using strength reduction technique is carried out for the slope at Aravankadu to determine the critical slip surface and factor of safety. Results reveal that the increase in pore pressures led to a reduction in shear strength of the soil and consequently resulted in progressive failure of slope at Aravankadu site. Displacement analysis is carried out for Coonoor and Chinnabikatty sites. The results show that combined effect of surcharge load of building and high pore pressure led to intense shearing behind the retaining walls at Coonoor site. Results indicate occurrence of large displacements along the face and at toe of the slope at Chinnabikatty site. © 2012 Springer Science+Business Media Dordrecht.