Long WeekendPick one island – Oahu or Maui – and stay put.
One WeekPick one island and try a couple of resorts. On Kauai, for instance, divide time between Poipu and Princeville; or on Oahu, between Waikiki and the North Shore; or on Maui, between Kapalua (or Wailea) and Hana. Alternatively, spend three nights on Oahu and then four nights on Kauai, Maui, or the Big Island.
Two WeeksStay three nights each on Oahu, Kauai, and Maui, and five on the Big Island. Old hands looking for a new escape might want to spend four nights at Hotel Hana-Maui on Maui, then four more on Lanai, and another four at Princeville on Kauai or on Oahu (at the Kahala Resort or on the North Shore). Spend the last two nights re-acclimating in Waikiki.
Our Experts save you money with travel deals and advice
Pack a small tote bag in your luggage to use as a quick-fix carry-on to transfer luggage overflow that might make your checked bag overweight.
Jim Sherman Founder and Chairman
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