There is a growing body of literature that recognises the importance of mathematical modelling which deal with real world problems in mathematics school. The present study set out to investigate potential uses of the Hip Roof problem to introduce a mathematical modelling activity to Indonesian undergraduate students. This study was exploratory and interpretative in nature. The Hip Roof problem was orginally developed by the researcher and used as ins trument in this study. Test administration and interview were conducted to describe the work of six group of students. The work were analyzed descriptively. The result indicates that the problem is feasible with students from upper secondary level and the participants of the study appreciate the problem included in school mathematics to enhance their ability to implement mathematics in their real life. In solving the problem, the pariticipants used their personal mathematical knowledge.