Quick Summary: The best thing about planning a family vacation to Hawaii is that it doesn't matter when you go - the islands are warm and sunny year-round. Family vacationers flock to Hawaii in the winter, spring and summer. Many hotels offer packages such as reduced rates when booking two rooms for a few days in a row. If you want to avoid crowds and your travel dates are flexible, hotels are usually the emptiest from the end of September to just before Thanksgiving, as well as in May. During the busy times of the year, be sure to book your room, airfare and activities well ahead of time to get what you are looking for.


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  • Our editors recommend these diverse local experiences.

1. Mauna Kea Beach Hotel ⭐⭐⭐⭐⭐

© Mauna Kea Beach Hotel

2. The Outrigger Waikiki ⭐⭐⭐⭐⭐

© The Outrigger Waikiki

3. The Kaanapali Beach Hotel

© The Kaanapali Beach Hotel

4. Sheraton Princess Kaiulani

© Starwood

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5. Aulani, a Disney Resort & Spa

© Aulani, a Disney Resort & Spa

6. Aston Waikiki

© Aston Hotels

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