We've received two passes on a few occasions. One year, my Mom and Dad drove over to stay with me and DD for a couple of days. I had a rental car for which I received a pass. When I added my folks to the roon, the front desk at POR gave us another pass for their car.
Another time, DD and I flew down and rented a car. DH drove down to join us. WL gave us the passes we needed with no problem.
If you need more than 2 passes, I guess I would call your resort to check.