Rookie investing in Hawaii, need some advice!

[YuYing Chen]

Hello everyone, 

I'm finishing up school in Boston and thinking about relocating to Oahu, Hawaii in September ( I know, literally across the whole country). But I think it's good to get myself out there and get some new experiences. Anyways,
I would also want to use this opportunity to start my real estate investing journey since I've been following bigger pockets for a while now. I don't really have much money laying around, only enough for a downpayment. Talked to a loan officer, he said I can probably get a loan of around $300K 

After doing a little research about the housing market I was quite surprised. A lot of the real estate is leasehold (which means you will never really own the land and you will have to give it back after a certain amount of time) but yet, but these properties are still being listed in the 200k range and most of them are studio/ 1bedroom apartments... 

Aside from that, a lot of these apartments have crazy HOA fees! which definitely adds up to the mortgage payment...

I'm wondering if there are any properties around $300k that I could maybe do a BRRR?

Would it be better to buy a property at that price range and use it for air b&b rental? and I would just rent with some roommates? 

What would you do if you were in my shoes? 

-YuYing :)