I drive down but some of what I do will apply. Like Julylady, I pack separate bags and have a hanging toiletry bag that I just transfer from bag one to bag 2 or put in a little carryon that has my things like my kindle, laptop or IPAD, GPS out of my car, etc. According to low long each stay is determines whether I actually unpack either bag. If I don't plan on unpacking a bag I carry big ole ziplock bags (the huge kind that will hold a couple of gallons) and each night put my dirty clothes in one bag, roll it tight to get all the air out before I close it to make it as flat as possible. That bag then just gets slipped into the bottom of the suitcase, that way the clean clothes are on top. If there is something I going to wear again, say a pair of shorts I just put on for 2 hours that night and am going to wear the next day, they will go into a drawer. I try to take shoes that will go with all outfits and can just be transferred from bag to bag. I leave the first bag in the car. Since I have a car I just get up early on move day, drive over to resort two, check in and go about my day. If I'm valet parking my car, I let bag services have my bags (deluxe resorts) if I'm self parking, I just leave it in the car til I'm ready to go to my room. I know some people use the packing cubes and do the same principle that I do with the plastic bags.