Jason,
Since you are going to do manual milling first, keep the DRO. They will definitely help. As you said, cash is a factor in getting the mill cnc'ed, its even more important for you to search and read more on this forum. I managed to cnc my mill the first time with my stock leadscrew with very cheap and available parts. Can you get brass rods in Maui? If you can, do as I did here. Brass rod is easy to cut, drill and thread. I do have a lathe to drill centrally but then you can also do that with a mill.
Here is a
link to my first cnc. Nothing near to cncfusion kit quality wise but very very cheap. And so has alot of people here like Hoss.
You can get cable connects
here.
PSU
here.
Motors you can get from Keling.net. I got from them. Their service is ace.
For control box casing. Just use a pc casing. That's what I
did. Should be readily available in Maui.
Personally I would like to have the hand wheels even after cnc'ing my mill. For positioning purpose, they will help alot. My experience is that everytime I need to position the mill over the part, I had to start the pc, controller and mach. Not an issue with jogging in mach3 but just alot of hassle sometimes. I would rather do my positioning while waiting for the pc and mach3 to start up.
Alex