22 days in Hawaii Itinerary

22 days in Hawaii Itinerary

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Route & dates

22 days in Hawaii Itinerary

Start: Toronto
Fly:  15​h
1
Kihei, Maui
— 4 nights
bus + Fly:  2​h 15​min
2
Kailua-Kona, Island of Hawaii
— 5 nights
Fly + taxi:  3​h 15​min
3
Hanalei, Kauai
— 4 nights
taxi + Fly:  3​h
4
Honolulu, Oahu
— 6 nights
Fly:  13​h 30​min
End: Toronto

4
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.
Discover out-of-the-way places like Kahekili Beach Park and Kamaole Beach Park II. Escape the urban bustle at Kamaole Beach Park III and Stand-Up Paddleboarding. Explore the numerous day-trip ideas around Kihei: Kapalua (Kapalua Beach & Sacred Hearts Mission Church) and Lahaina (Napili Beach & River Rafting & Tubing). And it doesn't end there: tour the pleasant surroundings at Ho'okipa Beach Park, enjoy the sand and surf at Wailea Beach, stop by Tutu's Pantry, and see some colorful creatures with a scuba or snorkeling tour.

To see ratings, other places to visit, more things to do, and more tourist information, use the Kihei tour planner.

Toronto, Canada to Kihei is an approximately 15-hour flight. You can also do a combination of train, car, and flight; or do a combination of flight and car. The time zone difference when traveling from Toronto to Kihei is minus 5 hours. Prepare for much warmer weather when traveling from Toronto in December: high temperatures in Kihei hover around 32°C and lows are around 22°C. Finish your sightseeing early on the 15th (Sun) to allow enough time to travel to Kailua-Kona.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Lahaina, Wailea, Kapalua, Wailuku, Ho'okipa Beach Park
Highlights from your plan
Kapalua Beach ©
Kapalua Beach
Wailea Beach Path ©
Wailea Beach Path
Wailea Beach ©
Wailea Beach

5
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
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.
Take a break from the city and head to Scuba & Snorkeling and Kilauea Iki Trailhead. Visit Manini'owali Beach (Kua Bay) and Papakōlea Green Sand Beach for some beach relaxation. Change things up with these side-trips from Kailua-Kona: Hapuna Beach State Recreation Area (in Puako), Punalu‘U Beach (in Pahala) and Swim with Dolphins (in Waikoloa). There's still lots to do: take in the dramatic natural features at Thurston Lava Tube (Nahuku), contemplate the waterfront views at Kealakekua Bay, see the interesting displays at Jagger Museum, and contemplate the long history of Pu'uhonua O Honaunau National Historical Park.

To find out how to plan a trip to Kailua-Kona, use our trip itinerary maker.

Traveling by flight from Kihei to Kailua-Kona takes 2.5 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of flight and bus. In December, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 20th (Fri) so you can travel to Hanalei.

Things to do in Kailua-Kona

Outdoors Parks Wildlife

Side Trips

Hawaii Volcanoes National Park, Scuba & Snorkeling, Punalu‘U Beach, Swim with Dolphins, Hapuna Beach State Recreation Area
Highlights from your plan
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead

4
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Visit Hanalei Beach and Ke'e Beach for some beach relaxation. Your cultural itinerary includes sights like Kilauea Point National Wildlife Refuge and Wai`oli Hui`ia Church. The adventure continues: admire the majestic nature at Na Pali Coast State Park, see majestic marine mammals with a dolphin and whale watching tour, explore and take pictures at Hanalei Valley Lookout, and enjoy the sand and surf at Anini Beach.

To see other places to visit, traveler tips, ratings, and other tourist information, refer to the Hanalei trip planner .

Getting from Kailua-Kona to Hanalei by combination of flight and taxi takes about 3.5 hours. Other options: do a combination of bus and flight. In December, daytime highs in Hanalei are 30°C, while nighttime lows are 22°C. Wrap up your sightseeing on the 24th (Tue) early enough to travel to Honolulu.

Things to do in Hanalei

Parks Outdoors Beaches

Side Trips

Kauai, Kilauea Point National Wildlife Refuge, Na Pali Coast State Park, Ke'e Beach, Queen's Bath
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Ke'e Beach ©
Ke'e Beach
Hanalei Beach ©
Hanalei Beach

6
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 some historical perspective at Makapuu Lighthouse Trail and National Memorial Cemetery of the Pacific. You'll enjoy a bit of beach vacationing at Ko Olina Lagoons and Ala Moana Beach Park. You'll find plenty of places to visit near Honolulu: Kailua (Lanikai Beach & Kailua Beach Park), Byodo-In Temple (in Kaneohe) and Haleiwa (Laniakea Beach, Sunset Beach Park, & more). There's lots more to do: hike along Koko Crater Railway Trail, take some stellar pictures from Nuuanu Pali Lookout, surround yourself with nature on a nature and wildlife tour, and paddle through the water with a kayaking and canoeing tour.

To see photos, where to stay, reviews, and tourist information, use the Honolulu trip maker app .

Do a combination of taxi and flight from Hanalei to Honolulu in 3 hours. December in Honolulu sees daily highs of 32°C and lows of 24°C at night. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Oahu, Byodo-In Temple, Ko Olina Lagoons
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Scuba & Snorkeling
Kailua Beach Park ©
Kailua Beach Park

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