We present the analysis of the fundamental plane (FP) for a sample of 19 massive red-sequence galaxies (M > 4 × 10 10 M ) in 3 known overdensities at 1.39 < z < 1.61 from the KMOS Cluster Survey, a guaranteed time program with spectroscopy from the K-band Multi-Object Spectrograph (KMOS) at the VLT and imaging from the Hubble Space Telescope. As expected, we find that the FP zero-point in B band evolves with redshift, from the value 0.443 of Coma to −0.10 ± 0.09, −0.19 ± 0.05, −0.29 ± 0.12 for our clusters at z = 1.39, z = 1.46, and z = 1.61, respectively. For the most massive galaxies (log M /M > 11) in our sample, we translate the FP zero-point evolution into a mass-to-light-ratio M/L evolution finding ∆ log M/L B = (−0.46 ± 0.10)z, ∆ log M/L B = (−0.52 ± 0.07)z, to ∆ log M/L B = (−0.55 ± 0.10)z, respectively. We assess the potential contribution of the galaxies structural and stellar velocity dispersion evolution to the evolution of the FP zeropoint and find it to be ∼6-35% of the FP zero-point evolution. The rate of M/L evolution is consistent with galaxies evolving passively. By using single stellar population models, we find an average age of 2.33 +0.86 −0.51 Gyr for the log M /M > 11 galaxies in our massive and virialized cluster at z = 1.39, 1.59 +1.40 −0.62 Gyr in a massive but not virialized cluster at z = 1.46, and 1.20 +1.03 −0.47 Gyr in a protocluster at z = 1.61. After accounting for the difference in the age of the Universe between redshifts, the ages of the galaxies in the three overdensities are consistent within the errors, with possibly a weak suggestion that galaxies in the most evolved structure are older.