OP: I moved to Oahu over 40 years ago, and have talked to many, many people who have achieved various levels of success in moving to Hawaii.
A certain percentage really hate it here, at least initially (first six months). It is a different culture, and one has to move from being frustrated with how things are done to appreciating and laughing at the differences.
Socioeconomic status plays a role in adaptation. If you are roaming professional circles, you won't generally find the hostile anti-Haole bias that is more likely to be expressed in a blue-collar environment. However, the blue-collar types shop and fill gas at the same places you will be, so you can always run into it. The best tactic is to be low-key. Very low-key. Like, don't toot your horn, or your car's horn.
One might feel really isolated here unless there is a connection made through work or play activities. Volunteering will help you integrate. Other in-migrants may be more open to you than those born and raised in Hawaii for reasons cultural, racial, and social. An easy way of integrating is to marry local, although that might not be the recommended tactic if you are already accounted for.
Re travel for work on the West Coast; just today, a friend's return flight was delayed many hours, jeopardizing his ability to attend an important meeting tomorrow. Lots of worry involved, and he had to drive many hours to an alternate airport to catch a flight home.