Cannabis sativa L. is a species of great economic value. It is a medicinal plant that produces several bioactive phytochemicals, and the stems of the industrial cultivars, commonly referred to as “hemp”, are sources of both cellulosic fibers and hurds used in textiles and bio-composites. Environmental stresses of biotic and abiotic nature affect plant development and metabolism and can, consequently, impact biomass yield and phytochemical content. Stress factors can be divided into eustressors and distressors; while the former stimulate a positive response in terms of growth, productivity, and resistance, the latter impair plant development. Eustressors are factors that, applied at low–moderate doses, can improve plant performance. Several studies have investigated different types of distress in C. sativa and evaluated the impact on biomass and phytochemicals, while less attention has been paid to the study of eustress. This review discusses the concept of plant eustress by referring to the recent literature and extrapolates it to applications in C. sativa cultivation. The data available on the response of C. sativa to exogenous factors are reviewed, and then, salinity eustress applied to hemp cultivation is taken as a proof-of-concept example. The knowledge developed on plant eustress and the results collected so far are discussed in light of future applications to improve the production of biomass and phytochemicals in plants of economic interest. Emphasis is placed on the potential use of eustress in conjunction with other factors shown to impact both the physiological response and metabolism of Cannabis, among which there are macronutrients and biofertilizers. Perspectives are also drawn with respect to applying the knowledge developed on the elicitation of whole plants to Cannabis cell suspension cultures, which provide a controlled, scalable, and season-independent platform to produce secondary metabolites.