Really, this is a question that will differ from person to person and personality to personality.  Only you can answer this question.  The best we can do is give you the “low down” on each Hawaiian and then you need to decide which one you want to move to. 

Lanikai Pillbox Tour and Mokolua islandsKeep in mind that each Hawaiian Island offers a different experience:  Style of living, cost of living, climate, jobs, salary, and geography.

Also, don’t forget about the cost of living in Hawaii.  While the cost of living is usually higher on the Hawaiian Islands the salaries are also usually lower.

We’ll do our best to answer any questions about which Hawaiian Island to move to in this article.  Hey’ we’re here already so we can help out!

Try us out first!

If you have the time and money then it is highly recommended that you visit Hawaii first before making your final decision about which island to move to.  Only by making a tour of islands and getting a feel for the differences in the factors named above will you be able to make the best choice.

Here’s a little bit about each Hawaiian Island:


Oahu is the “gathering place”.  It is home to Honolulu, Pearl Harbor, lots of military, Waikiki and the North Shore.

Oahu has the most jobs, entertainment options, and the better money making jobs than the other islands.  Honolulu is more similar to other major American cities than any other on the island.

Having more entertainment options, more tourist attractions and more tourists means that many of those spots get crowded out during the day.  And that means…traffic.

Oahu is gorgeous and my choice of island to live on.  It is mainstream enough to be all that I need and pleasant enough to be the perfect place to get away and hit a beach.


Though a little bit bigger than Oahu, Maui has a lot smaller of a population.  Less people mean less market and less jobs, though.  I’ve heard that Maui is a lot “slower” to live on than Oahu (in a good way) and not sleepy enough to get bored with.  Maui is also where many stars vacation and reside.


“The Big Island” is, well, the biggest island.  Like Maui and Oahu, the main industry is tourism.  Hawaii also has a booming coffee industry and is the home of the world famous Kona coffee.

Kauai, Molokai, and Lanai

You’ll have the most trouble finding a job on these islands.  They are gorgeous and peaceful but not really bustling.  If you’re just looking for a secluded place to spend retirement, then one of these islands may be for you.