Jim, welcome to TFP!!
Now that the legality of it is covered

Let's talk hoses, technique and preserving the hose in the street.
If you want to buy the hose locally, try the local gas power equipment retailer - they'll probably sell 'mud hogs' (BIG pumps that have 2 - 6" output) - if they have the mud hogs, they'll have the hoses
What kind of pool do you have? (I'm assuming it's plaster finish but...) If it's a liner pool direct the flow to bounce off a deep end panel before hitting the bottom until there's ~ 3' of water in the hopper, then direct it into the water in the hopper (this will keep the liner from wrinkling from the force of the flow). If it's plaster direct the flow wherever you want/ is easiest **DON'T USE A TRUCK NOR HYDRANT ON FRESH PLASTER!!!

**
As for the hose where it crosses the street, simplicity itself

Obtain, legally of course, 6 2 X 4's, secure two pairs of them one atop the other and place those on either side of the hose where cars will pass over the hose. Place the other 2 loose boards to the outside of them - this makes a 'ramp' that will keep the hose from getting crushed/ fully pinched off while still being gentle enough on tires :angel:
I'm VERY glad to see you've become a lifetime member!!

The advice here may be free, but site upkeep does cost $$. Heck, this post alone has gotta be worth the price of admission

:lol:
Hope all goes well with both the MD and the hoses/ fill!