22 days in Hawaii Itinerary

22 days in Hawaii Itinerary

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Route & dates

22 days in Hawaii Itinerary

Start: Toronto
Fly:  13​h 30​min
1
Honolulu, Oahu
— 8 nights
Fly:  3​h 15​min
2
Lahaina, Maui
— 5 nights
bus + Fly:  3​h 15​min
3
Hilo, Island of Hawaii
— 2 nights
Drive:  2​h
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly:  2​h 15​min
5
Lihue, Kauai
— 3 nights
Fly:  14​h 45​min
End: Toronto

8
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.
Explore the numerous day-trip ideas around Honolulu: Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Wys Galleries, Pakaloha Bikinis - Oahu, & more). There's lots more to do: explore the different monuments and memorials at USS Arizona Memorial, indulge your taste buds at Food & Drink, buy something for everyone on your list at Ala Moana Center, and admire the sheer force of Manoa Falls.

For reviews, traveler tips, and tourist information, read Honolulu trip app .

Toronto, Canada to Honolulu is an approximately 13.5-hour flight. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. Traveling from Toronto in February, expect Honolulu to be much warmer, temps between 32°C and 24°C. Cap off your sightseeing on the 23rd (Sun) early enough to travel to Lahaina.

Things to do in Honolulu

Outdoors Parks Tours

Side Trips

Haleiwa, Kawaiahao Church, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

5
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.
Get out of town with these interesting Lahaina side-trips: Haleakala Crater (in Haleakala National Park) and Wailuku (Iao Valley & Hale Ho'ike'ike at the Bailey House). Spend the 24th (Mon) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: get up close to creatures of the deep with a dolphin and whale watching tour, pause for some serene contemplation at Holy Ghost Mission, get engrossed in the history at Wo Hing Temple Museum, and meet the residents at Maui Ocean Center.

To see more things to do, other places to visit, where to stay, and tourist information, read our Lahaina day trip site .

Traveling by flight from Honolulu to Lahaina takes 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of flight and bus. In February, daytime highs in Lahaina are 30°C, while nighttime lows are 22°C. Finish your sightseeing early on the 28th (Fri) so you can travel to Hilo.

Things to do in Lahaina

Parks Outdoors Nature

Side Trips

Wailuku, Maui, Haleakala Crater
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Maui Ocean Center ©
Maui Ocean Center

2
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
On the 29th (Sat), admire the sheer force of Akaka Falls State Park, admire the natural beauty at Liliuokalani Gardens, trek along Kilauea Iki Trailhead, then admire all the interesting features of Devastation Trail, and finally take in the dramatic scenery at Rainbow Falls. Keep things going the next day: explore the striking landscape at Thurston Lava Tube (Nahuku), trek along Kipuka Puaulu (Bird Park) Trail, and then shop like a local with Volcano Art Center.

To see reviews, other places to visit, traveler tips, and other tourist information, use the Hilo route planner .

Traveling by combination of bus and flight from Lahaina to Hilo takes 3.5 hours. Alternatively, you can fly; or do a combination of bus and flight. In February in Hilo, expect temperatures between 32°C during the day and 21°C at night. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks Outdoors Trails

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Liliuokalani Gardens ©
Liliuokalani Gardens

2
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.
Start off your visit on the 2nd (Mon): explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, then experience rural life at Kona Coffee Living History Farm, and then get close to the beloved marine mammals with a swim-with-the-dolphins experience. Keep things going the next day: contemplate in the serene atmosphere at Mokuaikaua Church, then stop by Big Island Bees, then examine the collection at Kona Historical Society, and finally get a new perspective on things with Boat Tours & Water Sports.

To find maps, more things to do, ratings, and more tourist information, use the Kailua-Kona travel planner .

Getting from Hilo to Kailua-Kona by car takes about 2 hours. Other options: take a bus. March in Kailua-Kona sees daily highs of 32°C and lows of 24°C at night. Cap off your sightseeing on the 3rd (Tue) early enough to travel to Lihue.

Things to do in Kailua-Kona

Tours Wildlife Outdoors

Side Trips

Captain Cook, Pu'uhonua O Honaunau National Historical Park, Kona Historical Society
Highlights from your plan
Swim with Dolphins
Kona Coffee Living History Farm ©
Kona Coffee Living History Farm

3
nights
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Take a break from Lihue with a short trip to Waimea Canyon State Park in Waimea, about 1h 05 min away. There's still lots to do: stroll through Poipu Beach Park, take an unforgettable tour with a helicopter tour, take a memorable tour with Tours, and immerse yourself in nature at Wailua River State Park.

To find more things to do, reviews, where to stay, and tourist information, use the Lihue journey planner.

Getting from Kailua-Kona to Lihue by flight takes about 2.5 hours. In March, daily temperatures in Lihue can reach 30°C, while at night they dip to 22°C. Finish up your sightseeing early on the 6th (Fri) so you can travel back home.

Things to do in Lihue

Tours Parks Outdoors

Side Trips

Kapaa, Poipu, Wailua River State Park, Waimea Canyon State Park, Opaekaa Falls
Highlights from your plan
Photography Tours
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park

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