22 days in Hawaii Itinerary

22 days in Hawaii Itinerary

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Route & dates

22 days in Hawaii Itinerary

Start: Montreal, Quebec
Fly + Bus:  15 h 45 min
1
Lahaina, Maui
— 4 nights
Fly + Bus:  3 h 30 min
2
Kailua-Kona, Island of Hawaii
— 5 nights
Fly:  4 h 15 min
3
Poipu, Kauai
— 2 nights
Fly:  2 h 45 min
4
Honolulu, Oahu
— 9 nights
Fly:  15 h 30 min
End: Montreal, Quebec

4
nights
Lahaina, Maui

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Explore Lahaina's surroundings by going to Helicopter Tours (in Kahului), Kihei (Scuba & Snorkeling & Dolphin & Whale Watching), Maui Tropical Plantation (in Wailuku), Haleakala Crater (in Haleakala National Park) and Wailea Beach (in Wailea). There's lots more to do: kick back and relax at Ka'anapali Beach, don't miss a visit to Lahaina Banyan Court, stop by Glass Mango, and admire nature's wide array of creatures at Maui Ocean Center.

For more things to do, reviews, ratings, and other tourist information, you can read our Lahaina itinerary builder.

Montreal, Canada to Lahaina is an approximately 16-hour combination of car and flight. Traveling from Montreal to Lahaina, you'll gain 5 hours due to the time zone difference. Traveling from Montreal in January, expect Lahaina to be warmer, temps between 30°C and 22°C. Finish up your sightseeing early on the 1st (Wed) so you can travel to Kailua-Kona.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Wailuku, Haleakala Crater, Scuba & Snorkeling, Wailea Beach, Helicopter Tours
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Maui Ocean Center ©
Maui Ocean Center
Ka'anapali Beach ©
Ka'anapali Beach

5
nights
Kailua-Kona, Island of Hawaii

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Change things up with these side-trips from Kailua-Kona: Hilo Coffee Mill (in Mountain View), Hilo (Rainbow Falls & Akaka Falls State Park), Hapuna Beach State Recreation Area (in Kohala Coast), Kilauea Iki Trail (in Hawaii Volcanoes National Park) and Pu'uhonua O Honaunau National Historical Park (in Honaunau). There's lots more to do: see majestic marine mammals with a dolphin and whale watching tour, look and learn at W. M. Keck Observatory, take your sightseeing to a higher altitude at Mauna Kea Summit, and take a leisurely stroll along Kailua Pier.

To find where to stay, more things to do, reviews, and other tourist information, read our Kailua-Kona travel itinerary planner.

You can do a combination of bus and flight from Lahaina to Kailua-Kona in 3.5 hours. In February, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 6th (Mon) so you can travel to Poipu.

Things to do in Kailua-Kona

Outdoors Parks Tours

Side Trips

Island of Hawaii, Hilo, Hilo Coffee Mill, Kilauea Iki Trailhead, Hapuna Beach State Recreation Area
Highlights from your plan
Dolphin & Whale Watching
Swim with Dolphins
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead

2
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Start off your visit on the 6th (Mon): explore the striking landscape at Spouting Horn, then snap pictures at Swinging Bridge, and then explore the stunning scenery at Waimea Canyon State Park. Get ready for a full day of sightseeing on the 7th (Tue): take in nature's colorful creations at National Tropical Botanical Garden, then see the world from above with a helicopter tour, and then stroll through Poipu Beach Park.

To find other places to visit, more things to do, traveler tips, and other tourist information, you can read our Poipu trip generator.

You can do a combination of bus, flight, and taxi from Kailua-Kona to Poipu in 4.5 hours. February in Poipu sees daily highs of 29°C and lows of 22°C at night. Finish up your sightseeing early on the 8th (Wed) so you can travel to Honolulu.

Things to do in Poipu

Parks Nature Wildlife

Side Trips

Na Pali Coast State Park, Waimea Canyon State Park, Helicopter Tours, Swinging Bridge
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park

9
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Get out of town with these interesting Honolulu side-trips: Polynesian Cultural Center (in Laie), Kailua (Kailua Beach Park & Lanikai Beach), Haleiwa (Sunset Beach Park & Waimea Bay) and Dole Plantation (in Wahiawa). There's much more to do: enjoy the sand and surf at Waikiki Beach, admire the sheer force of Manoa Falls, steep yourself in history at Battleship Missouri Memorial, and buy something for everyone on your list at Ala Moana Center.

To see traveler tips, maps, where to stay, and other tourist information, read our Honolulu travel itinerary planner.

Traveling by combination of taxi, flight, and bus from Poipu to Honolulu takes 3 hours. February in Honolulu sees daily highs of 31°C and lows of 23°C at night. Finish your sightseeing early on the 17th (Fri) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Kailua, Haleiwa, Nu’uanu Pali, Dole Plantation, Polynesian Cultural Center
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

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