4 days in Hawaii Itinerary

4 days in Hawaii Itinerary

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Route & dates

4 days in Hawaii Itinerary

Start: Chicago
Fly + taxi:  11​h
1
Kihei, Maui
— 2 nights
taxi + Fly:  11​h
End: Chicago

2
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Start off your visit on the 15th (Tue): sample the tasty concoctions at Maui Brewing Company. Here are some ideas for day two: kick back and relax at Ho'okipa Beach Park, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and then stroll through Wailea Beach.

To see more things to do, reviews, photos, and other tourist information, go to the Kihei day trip planning website .

Chicago to Kihei is an approximately 11-hour combination of flight and taxi. The time zone changes from Central Standard Time to Hawaii Standard Time, which is usually a -4 hour difference. Expect much hotter temperatures when traveling from Chicago in January; daily highs in Kihei reach 81°F and lows reach 63°F. Cap off your sightseeing on the 17th (Thu) early enough to travel back home.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Ho'okipa Beach Park, Wailea Beach, Kapalua Beach, Napili Beach
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Kapalua Beach ©
Kapalua Beach
Maui Brewing Company ©
Maui Brewing Company

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