As ecosystem service assessments increasingly contribute to decisions about managing Earth’s lands and waters, there is a growing need to understand the diverse ways that people use and value landscapes. However, these assessments rarely incorporate the value of landscapes to communities with strong cultural and generational ties to place, precluding inclusion of these values—alongside others—into planning processes. We developed a process to evaluate trade-offs and synergies in ecosystem services across land-use scenarios and under climate change in North Kona, Hawaiʻi, a tropical dry ecosystem where water, fire, biodiversity, and cultural values are all critical considerations for land management decisions. Specifically, we combined participatory deliberative methods, ecosystem service models, vegetation surveys, and document analysis to evaluate how cultural services, regulating services (groundwater recharge, landscape flammability reduction), biodiversity, and revenue: (1) vary across four land-use scenarios (pasture, coffee, agroforestry, and native forest restoration) and (2) are expected to vary with climate change (representative concentration pathway (RCP) 8.5 mid-century scenario).