13 days in Island of Hawaii, Maui & Oahu Itinerary

13 days in Island of Hawaii, Maui & Oahu Itinerary

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Route & dates

13 days in Island of Hawaii, Maui & Oahu Itinerary

Start: Toronto
Fly:  15​h 30​min
1
Kailua-Kona
— 2 nights
Drive:  1​h 45​min
2
Hilo
— 2 nights
Fly:  1​h 15​min
3
Kihei
— 3 nights
Fly:  2​h 30​min
4
Honolulu
— 5 nights
Fly:  13​h 30​min
End: Toronto

2
nights
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.
Start off your visit on the 22nd (Sun): admire all the interesting features of Pu'uhonua O Honaunau National Historical Park, take in the spiritual surroundings of Mokuaikaua Church, and then get interesting insight from Tours. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Mauna Kea Beach and then immerse yourself in nature at Hapuna Beach State Recreation Area.

For ratings, maps, where to stay, and other tourist information, go to the Kailua-Kona trip planner .

Toronto, Canada to Kailua-Kona is an approximately 15.5-hour flight. You can also do a combination of flight and bus; or do a combination of train, car, and flight. The time zone difference when traveling from Toronto to Kailua-Kona is minus 5 hours. In September, Kailua-Kona is somewhat warmer than Toronto - with highs of 36°C and lows of 28°C. Finish your sightseeing early on the 23rd (Mon) to allow enough time to drive to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

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

2
nights
Hilo

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.
Kick off your visit on the 24th (Tue): hike along Kipuka Puaulu (Bird Park) Trail, then trek along Kilauea Iki Trailhead, then take in nature's colorful creations at Liliuokalani Gardens, and finally admire the sheer force of Akaka Falls State Park. Here are some ideas for day two: view the masterpieces at Volcano Art Center, then contemplate the geological forces at Kīlauea, and then get outside with Keanakakoi Crater Overlook.

To find where to stay, other places to visit, more things to do, and tourist information, you can read our Hilo travel itinerary planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Another option is to take a bus. Traveling from Kailua-Kona in September, Hilo is slightly colder at night with lows of 25°C. Finish your sightseeing early on the 25th (Wed) so you can travel to Kihei.

Things to do in Hilo

Parks Outdoors Nature

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

3
nights
Kihei

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.
Get out of town with these interesting Kihei side-trips: Lahaina (Lahaina Banyan Court & Ka'anapali Beach) and Haleakala Crater (in Haleakala National Park). And it doesn't end there: admire all the interesting features of Hana Highway - Road to Hana, examine the collection at Hale Ho'ike'ike at the Bailey House, enjoy the sand and surf at Kalepolepo Beach Park, and observe the fascinating underwater world at Maui Ocean Center.

To find where to stay, other places to visit, and tourist information, read Kihei trip itinerary app .

Traveling by combination of flight and taxi from Hilo to Kihei takes 1.5 hours. Alternatively, you can do a combination of bus and flight. September in Kihei sees daily highs of 38°C and lows of 26°C at night. Finish your sightseeing early on the 28th (Sat) so you can travel to Honolulu.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

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

5
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
You'll find plenty of places to visit near Honolulu: Pu’u O Mahuka Heiau State Monument (in Pupukea), Kailua Beach Park (in Kailua) and Haleiwa (Sunset Beach Park & Waimea Bay). There's still lots to do: kick back and relax at Waikiki Beach, take in the dramatic scenery at Manoa Falls, go for a walk through Diamond Head State Monument, and explore the activities along Hanauma Bay Nature Preserve.

To find traveler tips, more things to do, other places to visit, and more tourist information, read Honolulu itinerary site .

Getting from Kihei to Honolulu by flight takes about 2.5 hours. Other options: do a combination of taxi and flight; or do a combination of car and flight. In September, daily temperatures in Honolulu can reach 36°C, while at night they dip to 28°C. Finish up your sightseeing early on the 3rd (Thu) so you can travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua Beach Park, 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

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