17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

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Route & dates

17 days in Hawaii Itinerary

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

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.
Satisfy your inner culture vulture at Pu'uhonua O Honaunau National Historical Park and Mokuaikaua Church. You'll get in some beach time at Hapuna Beach State Recreation Area and Kahaluu Beach. There's lots more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, steep yourself in history at Kealakekua Bay, experience rural life at Kona Coffee Living History Farm, and see majestic marine mammals with a dolphin and whale watching tour.

For other places to visit, ratings, traveler tips, and tourist information, read our Kailua-Kona tour builder website .

Toronto, Canada to Kailua-Kona is an approximately 15.5-hour flight. You can also do a combination of flight, taxi, and bus; or do a combination of train, car, and flight. The time zone changes from Eastern Standard Time to Hawaii Standard Time, which is usually a -5 hour difference. Traveling from Toronto in February, things will get much hotter in Kailua-Kona: highs are around 32°C and lows about 24°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to travel to Kihei.

Things to do in Kailua-Kona

Outdoors Parks Wildlife

Side Trips

Captain Cook, Pu'uhonua O Honaunau National Historical Park, Mauna Kea Beach, Hapuna Beach State Recreation Area, Kahaluu Beach
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

3
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.
Visit Saint Theresa Roman Catholic Church and Kihei Baptist Chapel for their historical value. Visit Ka'anapali Beach and Wailea Beach for some beach relaxation. Go for a jaunt from Kihei to Lahaina to see Lahaina Banyan Court about 36 minutes away. The adventure continues: get a new perspective on things with Boat Tours & Water Sports, take a memorable tour with Tours, meet the residents at Maui Ocean Center, and see the interesting displays at Hale Ho'ike'ike at the Bailey House.

For photos, reviews, where to stay, and other tourist information, read Kihei trip builder website .

Getting from Kailua-Kona to Kihei by combination of flight and taxi takes about 2.5 hours. Other options: do a combination of bus, taxi, and flight; or do a combination of bus, flight, and taxi. February in Kihei sees daily highs of 32°C and lows of 21°C at night. Finish up your sightseeing early on the 21st (Thu) so you can travel to Hanalei.

Things to do in Kihei

Parks Beaches Outdoors

Side Trips

Wailuku, Lahaina, Wailea Beach
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Wailea Beach ©
Wailea Beach
Saint Theresa Roman Catholic Church ©

2
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 22nd (Fri): take in breathtaking views at Waimea Canyon State Park, then look for all kinds of wild species at Na Pali Coast State Park, and then examine the collection at Waioli Mission House. On your second day here, take in the architecture and atmosphere at Christ Memorial Episcopal Church, then admire all the interesting features of Kilauea Point National Wildlife Refuge, then identify plant and animal life at Hanalei National Wildlife Refuge, and finally kick back and relax at Hanalei Beach.

For where to stay, maps, photos, and tourist information, refer to the Hanalei tour website .

Traveling by combination of taxi and flight from Kihei to Hanalei takes 2 hours. In February, daily temperatures in Hanalei can reach 30°C, while at night they dip to 22°C. Wrap up your sightseeing on the 23rd (Sat) early enough to travel to Honolulu.

Things to do in Hanalei

Parks Wildlife Nature

Side Trips

Kauai, Waimea Canyon State Park, Kilauea Point National Wildlife Refuge, Na Pali Coast State Park
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Hanalei Beach ©
Hanalei Beach
Kilauea Point National Wildlife Refuge ©

7
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.
Satisfy your inner culture vulture at USS Arizona Memorial and Bishop Museum. Popular historic sites such as Battleship Missouri Memorial and Kawaiahao Church are in your itinerary. Venture out of the city with trips to Sunset Beach Park (in Haleiwa) and Kailua (Kailua Beach Park & Lanikai Beach). There's lots more to do: tour the pleasant surroundings at Waikiki Beach, look for all kinds of wild species at Malaekahana State Recreation Area, see the interesting displays at USS Bowfin Submarine Museum & Park, and explore the different monuments and memorials at National Memorial Cemetery of the Pacific.

To find maps, photos, traveler tips, and tourist information, go to the Honolulu journey maker site .

Do a combination of taxi and flight from Hanalei to Honolulu in 3 hours. February in Honolulu sees daily highs of 32°C and lows of 24°C at night. Cap off your sightseeing on the 2nd (Sat) early enough to travel back home.

Things to do in Honolulu

Parks Outdoors Museums

Side Trips

Oahu, Kailua, Sunset Beach Park, Malaekahana State Recreation Area
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Kailua Beach Park ©
Kailua Beach Park

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