A major challenge to area-wide management of coffee berry borer (CBB, Hypothenemus hampei Ferrari) (Coleoptera: Scolytidae) is understanding how a heterogeneous coffee-growing landscape affects CBB population dynamics across temporal and spatial scales. We examined coffee phenology, weather, CBB flight activity, infestation, CBB position within the fruit, and management across 14 commercial coffee farms from 2016–2018 on Hawaii Island to characterize variation among districts and elevations. This data was used to develop an optimized pesticide spray schedule for each growing location. Implementing a coordinated area-wide approach refined by small-scale optimization will lead to improved management of CBB on individual farms and a reduction in pest pressure across the coffee-growing landscape.