Heat islands exist as interurban spaces within our project sites in many cities with hotter areas due to the uneven distribution of heat-absorbing buildings and pavements with sufficient tree cover and vegetation (Environmental Protection Agency, 2019). Designers and community stakeholders need a more holistic approach to development that acknowledge adverse health risks and the vulnerable communities that live near them. The design research proposal uses existing and new data to create a multi-objective value-based framework for designers, clients, and community stakeholders to understand and quantify the social and environmental benefits during extreme heat stress conditions. The author offers a framework that captures data from secondary maps and collections of existing tree canopies, environmental justice maps, and new data from a quantitative meta-analysis of heat island temperature profiles specific to a particular community to understand performance risks, advocacy, capacity alignment, and potential opportunities to realize the value and inherent costs to creating conditions for maximizing the resources from local knowledge and professional expertise to foster collaboration, conversation, and community-driven design that best benefit.