The forecasting of evapotranspiration (ET) in some water-stressed regions remains a major challenge due to the lack of reliable and sufficient historical datasets. For efficient water balance, ET remains the major component and its proper forecasting and quantifying is of the utmost importance. This study utilises the 18-year (2001 to 2018) MODIS ET obtained from a drought-affected irrigation scheme in the Eastern Cape Province of South Africa. This study conducts a teleconnection evaluation between the satellite-derived evapotranspiration (ET) time series and other related remotely sensed parameters such as the Normalised Difference Vegetation Index (NDVI), Normalised Difference Water Index (NDWI), Normalised Difference Drought Index (NDDI), and precipitation (P). This comparative analysis was performed by adopting the Mann–Kendall (MK) test, Sequential Mann–Kendall (SQ-MK) test, and Multiple Linear Regression methods. Additionally, the ET detailed time-series analysis with the Keiskamma River streamflow (SF) and monthly volumes of the Sandile Dam, which are water supply sources close to the study area, was performed using the Wavelet Analysis, Breaks for Additive Seasonal and Trend (BFAST), Theil–Sen statistic, and Correlation statistics. The MODIS-obtained ET was then forecasted using the Autoregressive Integrated Moving Average (ARIMA) and Artificial Neural Networks (ANNs) for a period of 5 years and four modelling performance evaluations such as the Root Mean Square Error (RMSE), Mean Absolute Percentage Error (MAPE), Mean Absolute Error (MAE), and the Pearson Correlation Coefficient (R) were used to evaluate the model performances. The results of this study proved that ET could be forecasted using these two time-series modeling tools; however, the ARIMA modelling technique achieved lesser values according to the four statistical modelling techniques employed with the RMSE for the ARIMA = 37.58, over the ANN = 44.18; the MAE for the ARIMA = 32.37, over the ANN = 35.88; the MAPE for the ARIMA = 17.26, over the ANN = 24.26; and for the R ARIMA = 0.94 with the ANN = 0.86. These results are interesting as they give hope to water managers at the irrigation scheme and equally serve as a tool to effectively manage the irrigation scheme.