Hi Braedon, you're off to a good start if you are just exiting college and have $50k in hand. Regarding financing, here are 3 lenders that might be able to help you.
Cary - Hawaii Mortgage Experts: His company does more loans in Hawaii than anyone else and he is very knowledgeable on financing. 808 469-1314.
Adam - Forefunner funding: His company has slightly looser lending standard than Cary's. 808 561-8102
Jared - Convenctus: A hard money lender but terms aren't atrocious. I've personally used several times and have clients use his company as well. Non income/asset verification for quite easy to get funding. They work great if you find a great opportunity and can't get financing elsewhere. 818 522-9650.
And now sure how other guys are house hacking a new house every year unless they have a lot of cash and their tax returns are strong so they are getting financing, are using other people's money, or finding seller financing opportunities that offer lenient lending terms.
Wish you luck - it is a shame O'ahu has too strict AirBnB laws- otherwise make it a lot easier to make the numbers work here.
If I can be of value to you in any way, you are welcome to contact me at any time.