If you had an alternate plan for the capital you would get from a sale that would net you a better return, then that would be something to consider but purely based of financials, the better short term move would be to keep it as a rental.

Phil Pustejovsky videos way more info than Morris.Morris using his wife is pure genius. 

REHAB - up to 30k rehab.RENT- My main goal is to cashflow minimum $150 per door so a 4plex would give 600$ PURE cashflow in total.9-15% Cash on Cash return.REFINANCE- And of course refinance it to pull most if not all of my money outREPEAT - go onto the next deal // Adrian

Why not buy each subsequent dup/tri/quad-plex as pure investments from day one?

So it's great that you're doing your own DD.To conclude, if it was me and I was looking at it from a pure investment point of view, my assessment would come down to a low rental yield and a low capital appreciation potential so I wouldn't touch it with a 10-foot pole.

I would just make sure it cashflows as a pure long term rental (non owner occupied) so then you have options after you buy it.

If youre going to have the recorder in the house have a lock box and UPS(back up battery source).

For me, a purchase in Hilton Head would be more about having a second home rather than pure investment.I assume you are looking in Hilton Head? 

I would want some credit towards the purchase price while I am in the lease period.Use a recorded pure option to give you the right to buy the property in the future at a set price. 

My insurance quotes have been huge on my second property (purely rental, first is owner occupied rental).