Palms gently rustling in the Pacific breeze on Oahu. (Robert Roe / Dreamstime.com)

We know you'd rather not think about the depths of winter when the summer sun is still bright. But booking your dream deep-winter vacation now—whether it's skiing the Rockies, exploring a tropical volcano, or just hanging on a pristine beach—can nail down a price that's within your reach.

Oahu, Hawaii
Pacific Paradise


In the dead of winter, the classic image of Oahu's hotel-lined Waikiki Beach can either haunt your dreams or, if you book now, be yours to savor in person. The Waikiki neighborhood of Honolulu stretches from the Ala Wai Canal to Diamond Head, a volcanic cone misnamed by 19th-century explorers who believed the rocky cone held diamonds. Take a stroll on Beach Walk, where you'll find gift shops and art galleries (including a ukulele shop) and casual dining options that include traditional Hawaiian dishes and live music.

Get There: Round-trip flights from San Jose, Calif., to Honolulu on United start at $502.

Stay: Coconut Waikiki Hotel is an Art Deco-style boutique hotel with a tropical pool; it's a short walk from Waikiki Beach Walk (450 Lewers St., Honolulu, jdvhotels.com, doubles from $169).

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