look at your experience level with reality in mind.I would want to feel very comfortable about those things before spending time on deals and money when i had no real capacity to transact no matter who the lender was.

You will do better door knocking when you feel comfortable, and when you feel comfortable the people in front of you will feel more comfortable and they can tell (but we should also not feel like you are dressing for your living room either), and so dress how you would want to dress, in a way that is clean, professional, but more casual in clothes that fit well and are not uncomfortable to tight or too big--  otherwise you will feel it as soon as you knock on the door.  

If I buy these lots—7,500 square feet with a 50’ width—how comfortable can I be that the person who buys them from me will be allowed to build a house on them?

My family is boycotting Apple for two reasons.      1, We believe in capitalism/ free market, and having a market share of 90% for one company like Apple is not a competitive business environment.  

I needs to be comfortable for the group.You need to decide what your demographic is.

That will help narrow down the questions - if an investment you'll focus on the high tourist area with major airports flying in/out, good local transportation system, less than an hour drive from the airport, a low crime rate etc.If personal then you'll look for an environment that suits your taste (tropical, party central, secluded, dive-friendly, luxury, affordable etc).Almost every island I've visited has realtors from America who decided to setup shop there and help out-of-state investors purchase property.

Any tips on how to create a welcoming and appealing environment for these potential tenants?

It’s where I’m more comfortable at.Also, is bringing the deal to the table not enough anymore? 

Get out of your comfort zone.

For the last 6 months I have been running my own deals to ground and have come close on a few larger multifamily deals (killed by the rate environment).