I wouldn't worry about the complexity of Takkyubin at all. Your hotel will take care of all of the details and receiving hotels are used to it so they will know to keep the luggage for your arrival. It takes ~1 day to get your bag to your destination, so you just drop off your bag the night before or right before you leave the hotel and let them know where it is going (name/address of next hotel) and they will take care of it and post the charge to your room (or I assume you can pay them directly, but was easier for me to take care of bill as a room charge). So really no complexity at all on your part other than asking and knowing the address of where to send it.

What typically happened is the receiving hotel had our bags in the room waiting for us after we checked in .