This chapter presents an evaluation model designed to categorise urbanisation developments in hilly areas, with a particular focus on the preservation of ecological systems and the thermo-energetic performance of developments. The model enables a comprehensive assessment of the sustainability of each urban scheme. Besides, the categorisation is based on the results of an evaluation of the microclimatic performance of these schemes, validating the model’s ability to assess thermal and ecological impacts. It incorporates variables related to landscape preservation, such as slope and the creation of ecological corridors, as well as thermo-energetic factors, including maximum, minimum and average temperatures, which are influenced by spatial layout and urban characteristics. This tool provides municipal and provincial authorities with an effective means of diagnosing the conditions of existing urban developments, identifying areas for improvement and selecting growth strategies. Furthermore, the model uses parametric relationships and data derived from cadastral maps, enabling evaluations without the need for complex monitoring. In this way, it promotes a sustainable approach to urban planning that strikes a balance between human well-being and ecological conservation, fostering responsible development in hillside regions. These tools support urban development strategies that consider the unique characteristics of these areas, ensuring long-term sustainability and resilience.