Charlie99
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That pretty much is my impression of the islands over 30 years of repeated visits and 3 years of owning a condo in Kihei. Kind of like the Goldilocks and 3 Bears children's tale. Oahu is too busy for my taste. Big Island and Kauai are too dead. Maui is the one that is just right.joewr:Hawaii, the Big Island, has to most land, but it is very unpopulated and has very limited "civilized" attractions. And that is exactly why I love it!
Kauai is at the other end of the spectrum in terms of size, but it is really a country cousin to the others. And very nice...
Oahu is where you would want to live if you needed quick access to all the things you are probably used to in So. Calif. And it suffers from some of the same problems. ...
Maui has a sort of mix of it all. It does not have a city like Honolulu, but it sure has darn near all the amenities of "civilization". And I like Maui, too.
Having said that, as Maui continues to develop, it moves more and more towards the Oahu model of too many people and too many cars. There are areas that are really busy, but it is not too hard to get off to a quiet spot. If you are looking 20 years down the road, though, Big Island will be going from too quiet and remote to "just right".
Don't discount the possibility of buying into more than one island. Condos are relatively headache-free if you have a good owner's association and a good rental agent taking care of it while you are gone. If you go that route, I'd suggest 1 in Kihei/Wailea and 1 on the dry side (Kona side) of the Big Island.
Charlie Allen