More specifically setting up an LLC as a Canadian, navigating cross-border taxation, finding lenders, and going through the acquisition process as an international investor.Thanks in advance for anyone who has advice!

I don't know specifically how to do this yet, but will research it and follow up here if I'm able to find good resources!

It might be that lender's specific requirement then.

@Michael MoikehaHere is a list of lenders who specifically specialize in non-recourse financing for retirement accounts:https://www.biggerpockets.com/member-blogs/2810/50272-list-of-non-recourse-lenders-for-self-directged-ira-and-401kI personally have a loan with NASB, good experience. 

Let me know how I can help in any specific ways =)

@Florsabel De La RosaPunta Cana gets two thirds of the country's tourism but most tourists go there for the all-inclusive resorts so you have pros and cons and a lot of the money has already been made there.I prefer the North Coast indeed  and specifically Las Terrenas and the Samana Peninsula.

Ask your bank specifically for a "line of credit" against the house(s) you have.

DM me if you want to jump on a quick 15-20 min call and I can get more info from you and give you more specific options you have 👍 

This is in all cases, not specific to this purchase.  

Hopefully some locals will comment with more specific information to your area.