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Oahu

Let me preface this by saying I LOVE Hawaii! I’ve been to the islands on five separate occasions which have covered four different ones (Oahu, Maui, Kauai & Hawaii/”the big island”) and was even on Maui on 9/11 (surreal, but a story for another time). My maternal grandmother was actually born and (mostly) grew up on Oahu and I still have a good number of (somewhat distant) relatives there so the LAST thing I would want to do is discourage Hawaiian tourism but for those planning their 1st and possibly only visit to the islands Oahu is not likely to live up to their Hawaiian fantasies. That’s not to say it’s a bad place and there is Pearl Harbor, Diamond Head, etc but Honolulu is basically Miami without Spanish-speakers or good Cuban sandwiches – nice, but hardly worth a 6-12 hour flight. if you’re looking for a high-end resort experience I highly recommend the Wailea area on Maui but if you’re looking for tropical/natural I’d go to Kauai or Hilo on the big island. I’ll close by reiterating that a Hawaiian vacation can be the experience of a lifetime but due to (over)development, etc some islands are more “Hawaiian” than others these days…