Black hole mass measurements outside the local universe are critically important to derive the growth of supermassive black holes over cosmic time, and to study the interplay between black hole growth and galaxy evolution. In this paper we present two measurements of supermassive black hole masses from reverberation mapping (RM) of the broad CIV emission line. These measurements are based on multi-year photometry and spectroscopy from the Dark Energy Survey Supernova Program (DES-SN) and the Australian Dark Energy Survey (OzDES), which together constitute the OzDES RM Program. The observed reverberation lag between the DES continuum photometry and the OzDES emission-line fluxes is measured to be $358^{+126}_{-123}$ and $343^{+58}_{-84}$ days for two quasars at redshifts of $1.905$ and $2.593$ respectively. The corresponding masses of the two supermassive black holes are $4.4 times 10^{9}$ and $3.3 times 10^{9}$ M$_odot$, which are among the highest-redshift and highest-mass black holes measured to date with RM studies. We use these new measurements to better determine the CIV radius$-$luminosity relationship for high-luminosity quasars, which is fundamental to many quasar black hole mass estimates and demographic studies.