Insole plantar stress detection (PSD) techniques play an important role in gait monitoring. Among the various insole PSD methods, piezoelectric- and piezoresistive-based architectures are broadly used in medical scenes. Each year, a growing number of new research outcomes are reported. Hence, a deep understanding of these two kinds of insole PSD sensors and state-of-the-art work would strongly benefit the researchers in this highly interdisciplinary field. In this context, this review article is composed of the following aspects. First, the mechanisms of the two techniques and corresponding comparisons are explained and discussed. Second, advanced materials which could enhance the performance of current piezoelectric and piezoresistive insole prototypes are introduced. Third, suggestions for designing insole PSD prototypes/products for different diseases are offered. Last, the current challenge and potential future trends are provided.