Why is the owner selling?
Owner should provide you with P&L Statements and Balance Sheets which should give you an idea of the health of the business. Ask for three years as a minimum.
If you're in HI as your profile indicates, what is the rent? Will you be leaving the doors open with the A/C on as is often customary in HI? Rent and utilities alone could eat you alive.
My understanding is that booze must be sold at a government dictated price. So you have less control over a business of this type than many business owners would have. Shipping costs to get product to you would be high but I would imagine that is factored into the government dictated pricing. That would be a good thing to know. Also be aware that you won't be able to buy in quantities to get the best pricing from suppliers.
What are the political winds like in regards to this business? Booze is pretty much a staple of life but Hawaii is in financial trouble from some things I've read. One of the first thing states typically do when they are in trouble is institute higher sin taxes. What I'm saying is be informed and be aware.
I wonder what liability insurance runs on a business like this?
Most of all, know full well what you are getting into and then be ready for many surprises. In retirement, I decided to open a franchised business because I was bored. I enjoyed getting everything together to make it happen. A location, the lease, a contractor for build out, the actual construction, equipment, and so forth. What I didn't like was actually running it. It's a 24/7 commitment and don't for a second think otherwise. I couldn't find people with a work ethic and the brains to manage it for me. 18 months in I sold it.
And all those stories you heard about government paperwork and requirements? They're true, just more onerous than you imagined.