The villa is over 6000 sf bua, comprising a main villa with staff kitchen, lounge areas, 5 guest suites, outdoor restaurant area, a large veranda overlooking the sea, a pool, and a second villa with staff accommodation and a further 4 guest suites. 

Even with a residential loan, you should bounce the paperwork off a RE attorney to ensure details are accommodated properly.

Should you find opportunity there, you might look into setting up your property to accommodate bass fisherman, especially tournament guys.

, what you can reasonably accommodate in your life right now may limit the types of investments that work for you.

Learn how to rent to people with qualified disabilities and how to make reasonable accommodations.

It's still very possible to negotiate floating closing dates on your sale or purchase to accommodate your 1031 if you're wanting to stay in real estate. 

Also to tag along, will the Roth or Traditional IRA be more beneficial to accommodate my goal of REI? 

This tells me that the market is screaming for a mid level accommodation, and that's going to come from one of two places - either you are going to upgrade and fill it OR somebody is going to buy the dead motel and modify it to fill that void. 

However, I highly doubt that the applicant would be willing to cover all of these costs and deposits (along with increased rent to compensate for the accommodation).

So if I was bidding this project: a ton of big tree removals, with stump grinding, and soil backfill, on a slope to accommodate space for a 3000sqft home, $25,000 would be more than enough.I've done tree removal projects like this before in Los Angeles, typically under $5000.I'm not convinced there's any way this could cost more than caisson work.