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Basically deciding what island will be the main factor. Other than that, if your on one island you can practically reach any area around the whole island without to much trouble. I would suggest Oahu or Maui. If you want nightlife and more exicitement Oahu should be your choice. If you want a slow pace of living and some beautiful tropical atmosphere go to Maui. Oahu does have it's tropical spots but most are on the North Shore.
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