From his clothing description, coupled with not caring how others' saw him, I would be surprised if on previous stays that S.P. had more than an overnight bag or a grocery bag with one change of clothes in it. From what I've read, S.P. did not care how others' saw him and in fact felt "superior" to others. According to descriptions of S.P, he would have no desire to impress anyone either with luggage or pants other than his sweatpants. .
I think the hotel staff were surprised when they saw how much luggage he had. He must have made a few trips with boxes and bags.
The authorities have likely turned up video with S.P. either at elevators or in the parking garage perhaps wheeling some luggage from his vehicle.
It is unfortunate that some hotel parking garage video depicting this couldn't have been made available by L.E. but I do believe that there won't be any forthcoming details or evidence.
As I have stated before, Las Vegas can't afford to have the public feel their hotels are not safe. This case is getting shut down by the power and money (billions) that lives there (and doesn't plan on moving!)
These are my own opinions.
https://www.nytimes.com/2017/10/07/us/stephen-paddock-vegas.html