Best way to work with the HOA?
What is a reasonable plan to offer?
What type of device/equipment to install?
Choice of electrician to do the job?
What is a reasonable cost to expect?
Thanks ahead of time.
Having just gotten my approval from my condo association board after several months of work, I would say that it depends a great deal on your individual association, their experience and attitudes, your location, and perhaps most important, the layout of your condo -- Where is your condo's power supply panel? Where are the parking spaces? Etc. I do not think generalized answers would be helpful to you. You need to understand what your own condo board (HOA in your terms) expects and can do. What do the condo rules say? What precedents are there, if any? Are there other EVs or plug-in hybrids at the condo, and is there interest in a shared charging facility? These are things you need to figure out and your approach will depend upon the specific situation you face. Your costs can vary tremendously depending upon the physical situation.
Don't be surprised if it takes a long time. It took me almost a year to get approval of my plan, and I still have construction ahead. My conversations with other condo residents in my area indicate that a year is not unusual.
In my case, no one else had asked for a charging arrangement at my condo. The physical arrangement is very challenging because I park in an open lot, a good distance from my own unit's power panel.
My first approach was to suggest a charging arrangement that could be used by any resident. That did not fly, mainly because of our very limited number of unassigned (guest, handicapped) parking spaces, and because of the cost of installing equipment suitable for multiple users (such as a ChargePoint charging kiosk).
Next I tried to get approval to install a charger in a garage space that a friend was not using and was willing to let me use. The board rejected that for reasons that related to the specific location of the parking space and the power panels -- I will spare you the details.
Finally I got approval of a plan that involves exchanging parking spaces with another resident whose space is better located to install a charger. So I hope this plan will come to fruition this summer.
Good luck! And if you have more specific questions once you get started, I imagine there are others in TMC who have faced most types of situations.