CDM-750's can be set up as a remote head, I use one on a UTV. The limitation of 4 channels usually turns most amateurs off.
You can pick up used CDM-750s for $100 or so, but expect to pay anywhere from $50 to $80 for the remote head kit.
CDM-1250 and CDM-1550 make great options, I use the 1250 in my wife's car and the 1550 in my truck. More channels, so much more attractive for amateur use. Before anyone complains about not having a VFO, these radios have enough channels to program in all the standard simplex 2 meter frequencies and still have a lot of space left over for repeaters.
MCS-2000's are a good option. They are out of support from Motorola, so not much help from them, but there are loads of them on the used market. The prices are about the same as the CDM's, so personally I'd recommend the CDM's over the MCS's. Some of the CDM models are still supported by Motorola.
The costs related to programming are a big issue, though. Have you looked at some of remote head amateur radios out there? The Yaesu FT-7900 is a good option. It would probably be cheaper and easier in the long run, even purchasing a new one since you don't have to worry about expensive programming software and cables. It'll be much more flexible and less headache than trying to figure out Motorola's if you are not familiar with them.
If you need Part 90 capability, then Consider the Motorola, Kenwood and Icom options. Also, some of the lower end Chinese radios are available in mobile/remote head versions. Not sure it would save you any headaches though.