Depending where you buy on the island, the short term rental market is saturated.

It depends.

Hi Andrew, There's no wrong answer and it certainly depends on your personal life situation and future goals.

Depending on your situation, sometimes, it is better to do a cash out refi.

Hi Justin- I think a lot of it depends on your overall business goals. 

We are listing a home in March so could be poised to buy land with cash as early as April or May depending on how quickly the home sells.

I think it depends on who your target clients are.

(Im able to get into this thing for only 10K the cash on cash return is absurd from 37-56% (depending on closing paid and points i pay, its an 8% Cap, 350 cashflow (after variable expenses) Brand new.. seems like a decent first step but the functionality.. a Perfect nice 3/2/2 1400 sq pft per side is 575k , this one could be 365k if they accept my offer i sent last night)

Again, number of units is dependent on the lot size and in order to obtain a use permit for 3 untis, the lot size must be at least 1,080 SF. 

Really depends on the area you like the best!