9 days in Maui Itinerary

9 days in Maui Itinerary

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Route & dates

9 days in Maui Itinerary

Start: Los Angeles
Fly + taxi:  8​h 30​min
1
Kapalua
— 4 nights
Drive:  1​h 15​min
2
Wailea
— 3 nights
taxi + Fly:  7​h 45​min
End: Los Angeles

4
nights
Kapalua

Kapalua ©
Kapalua is a census-designated place (CDP) in Maui County, Hawaii, United States. Your itinerary includes some good beach time at D.T. Fleming Beach Park and Black Rock. Do some cultural sightseeing at Old Lahaina Courthouse and Tamura's Fine Wine & Liquors. Next up on the itinerary: glide through the air with a parasailing or paragliding tour, enjoy the sand and surf at Baby Beach, stroll through Kapalua Beach, and look for all kinds of wild species at Honolua Bay.

To see other places to visit, more things to do, maps, and more tourist information, read our Kapalua holiday tool .

Chicago to Kapalua is an approximately 12-hour combination of flight and taxi. Due to the time zone difference, you'll gain 4 hours traveling from Chicago to Kapalua. Traveling from Chicago in June, plan for somewhat warmer nights in Kapalua, with lows around 72°F. Finish your sightseeing early on the 11th (Tue) to allow enough time to drive to Wailea.

Things to do in Kapalua

#Outdoors, #Parks, #Beaches

Side Trips

Lahaina, Maui, Parasailing & Paragliding
Highlights from your plan
Black Rock ©
Black Rock
D.T. Fleming Beach Park ©
D.T. Fleming Beach Park
Honolua Bay ©
Honolua Bay

3
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You'll explore the less-touristy side of things at Maluaka Beach and Keawakapu Beach. You'll enjoy a bit of beach vacationing at Wailea Beach Path and Kamaole Beach Park III. There's more to do: kick back and relax at Makena Beach and tour the pleasant surroundings at Big Beach.

To find photos, other places to visit, more things to do, and more tourist information, read our Wailea trip maker tool .

Drive from Kapalua to Wailea in 1.5 hours. June in Wailea sees daily highs of 87°F and lows of 71°F at night. Wrap up your sightseeing on the 14th (Fri) early enough to travel back home.

Things to do in Wailea

#Outdoors, #Beaches, #Parks

Side Trips

Kihei, Big Beach
Highlights from your plan
Ulua Beach ©
Ulua Beach
Wailea Beach Path ©
Wailea Beach Path
Kamaole Beach Park III ©
Kamaole Beach Park III

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