I’m over here on Big Island, up in the Kohala coast, and it offers some resort areas too on the sunny western side similar to Ko Olina on Oahu.So things to consider are:- Which Island- Your budget- Will you be financing or paying cash?  

-Marty Summers

Over the summer my wife and I bought our first condo with the idea of renting it out later on down the road and kicking off our investment journey.

It was a huge investment, but it cut the electricity cost by the full 2K per/mo all summer.

The winter months, it's pretty much empty but the summer months makes up for it. 

I already have a hand shake deal on the next property, another duplex, that I will buy come summer time.  

(Previous rent was $1,300 but we're about to put in a brand new kitchen from the studs, new flooring throughout the house, new furance, adding A/C, etc).So do we just pay for it all upfront and mostly drain all of our savings, or do I let the rent pay for it and utilize our other savings to get a second property this spring/summer to increase our cashflow? 

I started my solo-shop last summer and looking for ways to improve!

I resided in the home until summer 2020 (total 2 yrs 9 months) and then deployed overseas for the next 4 years; selling the home in June 2024.  

However going into the summer my bookings have slowed down, i do not currently have a pool.