The heritage features on Qikiqtaruk (formerly known as Herschel Island), Yukon, represent a long period of occupation, from 800 years ago to the present. Pauline Cove, the island's most culturally significant area, has the most heritage features. These features include Inuvialuit sod houses and historic buildings associated with the whaling period, fur trade, missionaries, and the RCMP. Unfortunately, coastal erosion and inland flooding events associated with a changing climate are putting these features at risk. Aerial imagery of Pauline Cove was taken in July 2017 and July 2019 using an unmanned aerial vehicle (UAV, i.e., Drone). By comparing orthomosaics and point clouds generated from each respective year, changes to the heritage features and the landscape have been detected and documented. First, heritage-rich segments of the orthomosaics of Pauline Cove were compared using visual inspection. Second, change-detection analysis was performed on the point-clouds to quantify the differences between the two years. Together, these methods elucidate the impact of flooding, erosion, and researcher activities on Pauline Cove's heritage. Furthermore, the low-cost, streamlined procedures can be applied to develop a monitoring strategy for heritage at Pauline Cove and other circumpolar environments.