Part of the reason coastal values haven't quite scaled to heights of neighboring states is the remoteness and lack of winter sports and high end amenities and entertainment, but that doesn't mean trophy estates, ranches and homes don't exist.

Augustine (mainly King St or surrounding blocks, if you're familiar with the area), or Jax Beach / Atlantic Beach area.

I am trying to target a savvy investor or younger buyer who want to house hack while living in main home to help with the cost of ownership. 

Tools like this helped us determine that retiring in the Memphis Metro area was good for us and has helped form our investing strategy, mainly SFR and some commercial spaces (flex, studios, small office).

Mainly looking into flipping some houses and also small multifamily properties as long term rentals. 

@Rick Albert has answered the main points that you have to consider. 

However, my main question is how investors determine a reasonable target, especially since some investors with access to higher capital are able to target projects with higher returns than the easily accessible passive or traditional opportunities. 

You can always find meeting rooms at the food trough places, sports bars or eatery. :)   

Is there anything I should focus on for the design / layout if the purpose is mainly for renting out? 

I have a degree in civil engineering and 15 years construction, site development, and short term rental experience and am looking to shift my focus/career towards real estate development, mainly raw land although if there were a house on the property could include fix and flip.I plan to purchase 50+ acres of raw land with 1000+ feet of road frontage, have it surveyed and split into separate 5+ acre parcels for re-listing.