Start: Chicago
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Wailea
— 5 nights
Fly
End: Chicago
Wed, May 16 - Tue, May 22
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5
nights
5
nights
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Escape the urban bustle at Kapalua Beach and Kamaole Beach Park III. Step off the beaten path and head to Keawakapu Beach and Wailea Beach Path. Venture out of the city with trips to Lahaina (Kayaking & Canoeing & River Rafting & Tubing), Zipline (in Haiku) and Ho'okipa Beach Park (in Paia). There's still lots to do: kick back and relax at Kamaole Beach Park II, look for all kinds of wild species at Honolua Bay, and stroll through Ulua Beach.
For photos, ratings, traveler tips, and tourist information, go to the Wailea trip itinerary builder.
Chicago to Wailea is an approximately 14-hour flight. Traveling from Chicago to Wailea, you'll gain 4 hours due to the time zone difference. In May, Wailea is somewhat warmer than Chicago - with highs of 86°F and lows of 68°F. Wrap up your sightseeing on the 21st (Mon) early enough to travel back home.
For photos, ratings, traveler tips, and tourist information, go to the Wailea trip itinerary builder.
Chicago to Wailea is an approximately 14-hour flight. Traveling from Chicago to Wailea, you'll gain 4 hours due to the time zone difference. In May, Wailea is somewhat warmer than Chicago - with highs of 86°F and lows of 68°F. Wrap up your sightseeing on the 21st (Mon) early enough to travel back home.
Things to do in Wailea
Side Trips
Find places to stay May 16 — 21:
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Maui travel guide
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.
