15 days in Oahu, Maui & Island of Hawaii Itinerary

15 days in Oahu, Maui & Island of Hawaii Itinerary

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Route & dates

15 days in Oahu, Maui & Island of Hawaii Itinerary

Start: Montreal
Fly:  14​h 30​min
1
Honolulu
— 3 nights
Fly:  2​h 30​min
2
Kihei
— 3 nights
Fly + taxi:  3​h 45​min
3
Hawaii Volcanoes National Park
— 2 nights
Drive:  2​h 30​min
4
Kailua-Kona
— 5 nights
Fly:  15​h
End: Montreal

3
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.
Get some historical perspective at Makapuu Lighthouse Trail and USS Arizona Memorial. Eschew the tourist crowds and head to Photography Tours and National Memorial Cemetery of the Pacific. There's much more to do: tour the pleasant surroundings at Koko Crater Railway Trail, take in the spiritual surroundings of Saint Augustine by-the-Sea, appreciate the history behind Princess Bernice Pauahi Statue, and admire all the interesting features of Diamond Head State Monument.

To find reviews, maps, where to stay, and other tourist information, read our Honolulu trip planner .

Montreal, Canada to Honolulu is an approximately 14.5-hour flight. You can also do a combination of bus and flight; or do a combination of train and flight. The time zone changes from Eastern Standard Time to Hawaii Standard Time, which is usually a -5 hour difference. In September, Honolulu is a bit warmer than Montreal - with highs of 36°C and lows of 28°C. Cap off your sightseeing on the 23rd (Mon) early enough to travel to Kihei.

Things to do in Honolulu

Outdoors Parks Historic Sites
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Photography Tours
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail

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.
You'll enjoy a bit of beach vacationing at Wailea Beach Path and Ulua Beach. Get outdoors at Kamaole Beach Park II and Ho'okipa Beach Park. Venture out of the city with trips to Lahaina Banyan Court (in Lahaina), Kapalua Beach (in Kapalua) and Parasailing & Paragliding (in Ka'anapali). The adventure continues: stroll through Wailea Beach, kick back and relax at Kamaole Beach Park III, and sample the fine beverages at Ocean Vodka Organic Farm and Distillery.

To see where to stay and tourist information, go to the Kihei day trip website .

You can fly from Honolulu to Kihei in 2.5 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of flight and car. In September, plan for daily highs up to 38°C, and evening lows to 26°C. Wrap up your sightseeing on the 26th (Thu) to allow time to travel to Hawaii Volcanoes National Park.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Wailea, Lahaina Banyan Court, Ho'okipa Beach Park, Parasailing & Paragliding, Ocean Vodka Organic Farm and Distillery
Highlights from your plan
Wailea Beach ©
Wailea Beach
Wailea Beach Path ©
Wailea Beach Path
Kamaole Beach Park II ©
Kamaole Beach Park II

2
nights
Hawaii Volcanoes National Park

Hawaii Volcanoes National Park ©
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
On the 27th (Fri), hike along Kilauea Iki Trailhead, see the interesting displays at Jagger Museum, then explore the striking landscape at Thurston Lava Tube (Nahuku), and finally kick back and relax at Punalu‘U Beach. Keep things going the next day: tour the pleasant surroundings at Richardson Beach Park, take in nature's colorful creations at Liliuokalani Gardens, and then get impressive views of Kīlauea.

For where to stay, other places to visit, ratings, and more tourist information, use the Hawaii Volcanoes National Park attractions planner.

Traveling by combination of flight and taxi from Kihei to Hawaii Volcanoes National Park takes 4 hours. Alternatively, you can do a combination of flight and car. Expect a daytime high around 35°C in September, and nighttime lows around 25°C. Finish your sightseeing early on the 28th (Sat) so you can drive to Kailua-Kona.

Things to do in Hawaii Volcanoes National Park

Parks Nature Outdoors

Side Trips

Hilo, Jagger Museum, Punalu‘U Beach
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Punalu‘U Beach ©
Punalu‘U Beach
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)

5
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.
Your inner history buff will appreciate Waipi'o Valley and Kealakekua Bay. Explore hidden gems such as Makalawena/Pu'u Ali'i and The Painted Church. When in Kailua-Kona, make a side trip to see Honaunau Bay in Honaunau, approximately 44 minutes away. There's still lots to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, get engrossed in the history at H.N. Greenwell Store Museum, explore the wealth of natural beauty at Kaloko-Honokohau National Historical Park, and stroll through White Sand Beach.

Use Inspirock's suggestions to plan your Kailua-Kona trip and find the best activities and attractions for your vacation.

Traveling by car from Hawaii Volcanoes National Park to Kailua-Kona takes 2.5 hours. Alternatively, you can take a bus. September in Kailua-Kona sees daily highs of 36°C and lows of 28°C at night. Finish your sightseeing early on the 3rd (Thu) so you can travel back home.

Things to do in Kailua-Kona

Parks Outdoors Nature

Side Trips

Captain Cook, H.N. Greenwell Store Museum, Waipio Valley, Honaunau Bay
Highlights from your plan
Swim with Dolphins
Honaunau Bay ©
Honaunau Bay
Waipio Valley ©
Waipio Valley

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