Climate change effects, including temperature extremes and water stress, cause abiotic stress in plants. These changes directly affect flowering and the flower reward system for pollinators, influencing plant–pollinator interactions and ultimately seed production in flowering plants. Here, we tested the effects of water deprivation on the behavior of various pollinator species, plant–pollinator interactions, and the seed yield of sunflower, Helianthus annuus L. (Asteraceae). Sunflower was sown during four different months (January–April) and subjected to two different water availability levels (well-watered and water-deprived). Pollinator abundance was recorded five times a day (8:00 am, 10:00 am, 12:00 pm, 2:00 pm, and 4:00 pm) from flower heads and the florets. In addition, foraging behavior was also recorded. We found that lowest abundance, visit duration, and visitation rate occurred in April-sown sunflower. The European honey bee Apis mellifera L. (Hymenoptera: Apidae) was the most abundant visitor to sunflower, the hover fly Eristalinus aeneus (Diptera: Syrphidae) exhibited the longest visit duration, while Xylocopa sp. (Hymenoptera: Apidae) exhibited the highest visitation rate. The visitation rate of bees was significantly affected by water stress, with more bee visits occurring under well-watered conditions. Additionally, plant parameters, including flower head diameter, head weight, seed number, and seed weight, were significantly lower in the water-deprived treatments in April-sown sunflower. Open flowers without the pollination exclusion cages showed a higher yield, indicating the pollination dependence of sunflower. In conclusion, the plant modifications induced by sowing months and water-deprived conditions may alter pollinator behavior and may ultimately affect sunflower yield.