My lease is ending within the next two-three months and I have been trying to plan my next steps. My goal has been to buy a house (and hopefully coincide with my lease ending) but the more I have been looking at inventory, the more I have been hesitating about that commitment. I currently am a full time remote worker who can live in any US state at any given point.

I found that I can find a short term rental (60-90 days) in downtown Honolulu and am finding myself increasingly interested in the prospect. I have never visited Hawaii, and while I was recently married, we never actually went on a honeymoon because we are saving for a house. The rental I would choose would be ~$2300 a month, fully furnished and utilities included. I of course would have additional cost to consider, such as needing to put all my furniture in storage and paying rent on the locker. In addition, I would not have my car so I would need to find a decent place that is walking distance to life necessities.

This option would not make me broke, but it would cost me additional money. If I bought a house now, I would probably have to hold off on any big vacations for awhile, and Hawaii was on our list to go to in the next 5 years.

So just curious, what are your thoughts? Would this be a good way to spend my winter or would the burden of not having a car be difficult in Hawaii? Any other things I need to think about?