In recent years, in order to serve as effective solutions to outdoor human thermal environments under the influence of urban heat islands, adaptation measures such as awnings, louvers, directional reflective materials, mist sprays, and evaporative materials have been developed. In this study, a simplified evaluation framework for adaptation measures to urban heat islands is examined. Adaptation measures to urban heat islands are classified into the following three categories; measures to reduce solar radiation incident on the human body, measures to control and cool ground and wall surface temperature, and measures to control and cool air temperature and human body. Case studies are conducted to evaluate the effects of the implementation of cool water circulation sunshade and to examine the adverse effects of cool pavements on the human thermal environment, in addition to the effects of mist sprays on the human body. The effect of the sunshade, watering road, and mist spray, which are typical adaptation measures to urban heat islands, on the human thermal environment was estimated using Wet Bulb Globe Temperature (WBGT) as an indicator for heat stroke prevention and Standard New Effective Temperature (SET*) as an indicator for thermal comfort assessment.