15 days in Maui & Kauai Itinerary
Created using Inspirock Hawaii trip itinerary builder
Start: Winnipeg
Fly
1
Lahaina
— 5 nights
Fly
2
Koloa
— 5 nights
Drive
3
Hanalei
— 4 nights
Fly
End: Winnipeg
Sat, Mar 25 - Sat, Apr 8
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Lahaina — 5 nights
Crown Jewel of Maui
You'll explore the less-touristy side of things at Ho'okipa Beach Park and Nakalele Blowhole. We've included these beaches for you: Wailea Beach and Makena Beach. Venture out of the city with trips to Wailea (Keawakapu Beach, Ulua Beach, &more), Paia Peace Stupa (in Paia) and Kihei (Kamaole Beach Park I, Kamaole Beach Park II, &more). There's lots more to do: enjoy the sand and surf at Baby Beach, admire the majestic nature at Iao Valley, stroll through D.T. Fleming Park, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.
Plan a Lahaina trip in moments using our itinerary builder.
Winnipeg, Canada to Lahaina is an approximately 13.5-hour flight. The time zone difference when traveling from Winnipeg to Lahaina is minus 4 hours. Traveling from Winnipeg in March, things will get warmer in Lahaina: highs are around 30°C and lows about 22°C. Wrap up your sightseeing on the 30th (Thu) early enough to fly to Koloa.
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Plan a Lahaina trip in moments using our itinerary builder.
Winnipeg, Canada to Lahaina is an approximately 13.5-hour flight. The time zone difference when traveling from Winnipeg to Lahaina is minus 4 hours. Traveling from Winnipeg in March, things will get warmer in Lahaina: highs are around 30°C and lows about 22°C. Wrap up your sightseeing on the 30th (Thu) early enough to fly to Koloa.
Side Trips
Highlights from your trip
Koloa — 5 nights

You'll get in some beach time at Shipwreck Beach and Poipu Beach Park. Step off the beaten path and head to Maha'ulepu Heritage Trail and Canyon Trail. Explore the numerous day-trip ideas around Koloa: Kapaa (Kauai's Hindu Monastery, Sleeping Giant Trail, &more).
Find out how to plan Koloa trip without stress by asking Inspirock to help create an itinerary.
Fly from Lahaina to Koloa in 2.5 hours. March in Koloa sees daily highs of 30°C and lows of 22°C at night. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Hanalei.
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Find out how to plan Koloa trip without stress by asking Inspirock to help create an itinerary.
Fly from Lahaina to Koloa in 2.5 hours. March in Koloa sees daily highs of 30°C and lows of 22°C at night. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Hanalei.
Side Trips
Highlights from your trip
Hanalei — 4 nights

Get in touch with nature at Na Pali Coast State Park and Polihale State Park. Discover out-of-the-way places like Kalalau Trail and Ke'e Beach. Take a break from Hanalei with a short trip to Waimea Canyon State Park in Waimea, about 1h 55 min away.
For where to stay, photos, ratings, and other tourist information, go to the Hanalei holiday maker app.
You can drive from Koloa to Hanalei in 1.5 hours. Other options are to drive; or take a bus. April in Hanalei sees daily highs of 31°C and lows of 24°C at night. Finish up your sightseeing early on the 8th (Sat) so you can catch the flight back home.
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For where to stay, photos, ratings, and other tourist information, go to the Hanalei holiday maker app.
You can drive from Koloa to Hanalei in 1.5 hours. Other options are to drive; or take a bus. April in Hanalei sees daily highs of 31°C and lows of 24°C at night. Finish up your sightseeing early on the 8th (Sat) so you can catch the flight back home.
Side Trips
Highlights from your trip
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.
Kauai travel guide
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.