As for STRs in Hawaii, it’s my understanding that the laws here are making it more challenging.

@William Burns we've managed thousands of S8 leases in our 24 years in business.The DHC has the most challenges, but it's NOT all their fault. 

Challenges?

Challenges?

Developing that trust with someone you don't know may seem like a challenge, but if you approach it correctly, you should be able to achieve a pretty solid foundation of trust.The best way is to talk to others who have had an experience investing with the sponsor already.

The challenge is being liquid enough for acquisition, marketing, and closing to hold these properties for 36 months minimum.Thoughts on what is a fair partnership in this scenario?

The challenge is, I’m not familiar with the local market—or the Mississippi market in general.Does anyone have insight into the market in this area or know of investors interested in properties in western Mississippi?

Living and working overseas can present unique challenges when it comes to securing financing, but there are definitely loan options designed for situations like yours.

Wholesaling is one of the most challenging ways to start your carrier in real estate; over 90% fail within the first year. 

No one is going to pay more than 4-5k, and even then finding that tenant is very challenging.