Hi Jenny, I'm certainly not the numbers guy or have the experience that some have on this site but I am looking in different areas for buy & hold or buy to rent properties. I see that you would prefer the local area but also see some issues that you have brought up. Have you considered buying to rent with appreciation? Or condos that have HOA fees, takes care of the PM issue somewhat and if in good areas the renters can be better vetted. There are some pretty hot areas out of California that are much cheaper with better cash flow and very good appreciation rates, Austin, Tx being one. I'm also getting into the Las Vegas area and it seems to be hot there as well. But sometimes this comes from the RE agents and local chamber trying to sell the area. Also closer to where you live. I don't mind sharing what I have found with you but it would be better if we hooked up via PM to discuss.
I do know that this subject has been covered here on BP and the general overall thought is from what I can determine is it's hard to get the cash flow from high end properties due to cost. The mid to lower end properties tend to do better even though that's not what your looking to do and typically a lot more work. Anyway sounds like you know what your doing and if I can help just hit me up via a PM.
Chuck