For P'burg, I might have a tendency to drop off one person with the kids in the middle of town, and then the other person park at Bobby's. Then head toward Bobby's, so you end up there at the end.

For Sunset, yes, just park there by SSBB and buy something, and your parking will be free. Theoretically you MIGHT find some free parking over by Maho, but no way the walk with two kids is worth it.