From Wikipedia and some slow research,
First ski resort in Japan was Goshiki Onsen in Yamagata 1911, it didn't have a ski lift. The first ski lift was on the Moiwayama 1946, but it was just for occupation forces. Shiga Kogen also set up ski lift for them next year. The first resort set up civilian use ski lift was Kusatsu in 1948.
I'm trying to find out the oldest ski resort in Hokkaido... Ofcourse there were some skiers in the mountains already..., and Moiwayama got the ski lift for occupation forces, but Otaru Tenguyama 1952 was the oldest civilian use ski lift in Hokkaido, so we can say Otaru Tenguyama is the oldest ski resort in Hokkaido??
I also found very interesting picture of first ski jump competition in Japan.
It was in Tokyo 1938 -Korakuen, now Tokyo Dome. They brought snow from Ishiuchi on the overnight train, what a hard work!