> "pgpool: DETAIL: no pool_hba.conf entry for host "myhost", user "myuser", database "mydatabase", SSL off"
It seems pgAdmin3 on your Windows is trying to connect without ssl ("SSL off").
When creating a connection in pgAdmin3, I have a tab called 'SSL' in my pgAdmin3, where I can specify the sslmode. Setting it to prefer should probably do the trick.