Cost of Water

Just a comment about well pumps. It is the on/off cycling that kills them for two reasons. Starter circuit and the torque that is put on the pipe. If you are able to hook several hoses so the pressure never hits the cutoff point and th e pump runs continuously then that is the easiest operating mode. However you will probably stirr up a bunch of sediment and that will have to settle out and be cleaned from the pool. Also, if the well runs dry then all bets are off and you'll probably destroy the pump. My initial fill of 22K gallons approximately was from a well and I ran it for probably 18 hours or so asnd the pump never shut off.
Just my quarters worth.
Al

If you're in a hurry ... you'll have to cough up a hundred bucks an hour or so for the truck ... multiple trips ... as you've discovered.

If you're not in a hurry, fill from the well 15 minutes an hour or so. If you start to suck air .. switch back to plan A above.

We can fill our 16x32 from the well in two days like this.
Beats watching grass grow because every few inches you see it go up, you can think that you just save a hundred bucks.

To bad you were not ready during the last storm we had. I'll bet with 6" of rain and the roof gutters diverted to your pool you could have filled it that way.