The Osato Coast is located on the southeastern part of Tokushima Prefecture, and is a natural coastline of sand and gravel with a total length of approximately 4 km facing the Pacific Ocean. An artificial pine forest located behind the coastline is used for disaster prevention and recreation. Typhoon No. 19, which passed through eastern Japan from October 12 to 13, 2019, caused river flooding and strong wind damage in various parts of Japan. On the Osato Coast, waves caused inundation damage to pine forests and large-scale beach deformation. This is the largest damage recorded in history, and the pine forest in the inundation area died. The objective of this study is to evaluate the wave characteristics and damage generation process during the damage.