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It is not so bad, likely a deal killer but you can work around that by using a small external tank mounted on the deck for purpose of the sale.
A big problem is ventilation, explosion/fire and how to handle a fuel spill.
Ventilation is an easy one, fans, large fans pushing air in hatches open to let air out. It should be very breezy. There are standards for working in a confined space with explosive vapours. If I was doing this I would use them to determine air exchange rate and fan size.
Preventing a fire/explosion is going to the issue, the big issue. Grounding is going to be important, semicondutive hoses and tools will have to be considered. Ideally you might want the tank to be metal with a sealed fill connection and an explosion vent but I'm guessing that option is out due to expense.
You will want the ability to overfill the tank without leakage into the boat.
You will have a vent line going to the outside of the boat and it is normally used as an overflow. In this case I wonder about that as you will be filling at a point below a normal vent location. Could it be relocated? Maybe an overflow line installed for refueling? Vent into a secondary tank? Of course all that has to be at a level below the top of the fill hose connected to the tank.
Then you have to consider what is going to occur when an "oops" occurs and fuel is poured about the cabin. Likely because of a powerboater waking you to see the mast wag back and forth.
I think it can be done and done safely but I'm not sure that I see how it can be done cheaply. I have certainly written procedures for more hazardous work but at this level of risk to people and equipment I would not have much budget constraint.
If I was at the fuel dock and you pulled the hose into the cockpit I would start looking, if I saw you pull it into the cabin I would likely shut the pump off and investigate. It would take a very professional install to convince me this was something I would accept at my fuel dock.
Better to just use jerry cans, that also limits your fuel spill risk.
Maybe a system that uses small portable tanks, maybe 5 gal max? Where you carry the whole tank into the cabin and use fuel rated quick connect fittings?
They could sit in a tub or tank to contain spills, sealed lid, vented, and so on.
You would still be hauling fuel through the cabin but no need for a spill if you drop it (tanks built with that in mind) and no need for fuel to be open to cabin air at any point.
But that isn't cheap either.
I would suspect that spending the money and time to install a deck fill would be the safest/cheapest route in the long run.
Have faith that the oceans are going to rise and flood the world, that plague and pestilence brought on by Climate Change is going to punish us for not believing. Please do as they say it is our only hope. :P