15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

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Route & dates

15 days in Hawaii Itinerary

Start: Montreal, Quebec
Fly + Bus:  15 h 45 min
1
Wailea, Maui
— 6 nights
Bus + Fly:  2 h 30 min
2
Kailua-Kona, Island of Hawaii
— 3 nights
Fly:  3 h 30 min
3
Honolulu, Oahu
— 4 nights
Fly:  15 h 30 min
End: Montreal, Quebec

6
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Step out of the city life by going to Ulua Beach and Kamaole Beach Park II. You'll explore the less-touristy side of things at Kamaole Beach Park III and Makena Beach. You'll find plenty of places to visit near Wailea: Ho'okipa Beach Park (in Paia), Kapalua Beach (in Kapalua) and Napili Beach (in Lahaina). There's much more to do: whizz through the canopy at some of the top local zipline courses and adventure parks, relax in the rural setting at Maui Tropical Plantation, discover the deep blue sea with a scuba or snorkeling tour, and look for gifts at Sweet Paradise Chocolatier.

To see ratings, photos, maps, and other tourist information, use the Wailea vacation planner.

Montreal, Canada to Wailea is an approximately 16-hour flight. The time zone difference when traveling from Montreal to Wailea is minus 5 hours. Prepare for somewhat warmer weather when traveling from Montreal in June: high temperatures in Wailea hover around 36°C and lows are around 24°C. Wrap up your sightseeing on the 2nd (Sun) early enough to travel to Kailua-Kona.

Things to do in Wailea

Outdoors Parks Beaches

Side Trips

Kihei, Wailuku, Ho'okipa Beach Park, Scuba & Snorkeling, Napili Beach
Highlights from your plan
Kapalua Beach ©
Kapalua Beach
Keawakapu Beach ©
Keawakapu Beach
Wailea Beach ©
Wailea Beach

3
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.
Explore hidden gems such as Greenwell Farms and Swim with Dolphins. Step out of the city life by going to Manini'owali Beach (Kua Bay) and Kealakekua Bay. Get out of town with these interesting Kailua-Kona side-trips: Honaunau (The Painted Church & Pu'uhonua O Honaunau National Historical Park). The adventure continues: kick your exploration up a notch at some of the top local zipline courses and adventure parks, relax in the rural setting at Hula Daddy Kona Coffee, and take an in-depth tour of Kona Coffee Living History Farm.

To find other places to visit, traveler tips, photos, and tourist information, refer to the Kailua-Kona trip itinerary builder.

You can do a combination of taxi and flight from Wailea to Kailua-Kona in 2.5 hours. In July, daily temperatures in Kailua-Kona can reach 34°C, while at night they dip to 28°C. Wrap up your sightseeing on the 5th (Wed) to allow time to travel to Honolulu.

Things to do in Kailua-Kona

Outdoors Parks Wildlife

Side Trips

Captain Cook, Pu'uhonua O Honaunau National Historical Park, Greenwell Farms, Hula Daddy Kona Coffee
Highlights from your plan
Manini'owali Beach (Kua Bay) ©
Manini'owali Beach (Kua Bay)
Kealakekua Bay ©
Kealakekua Bay

4
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.
Visit Sharks Cove and Waikiki Beach for some beach relaxation. Visiting Sunset Beach Park and Hanauma Bay Nature Preserve will get you outdoors. Change things up with these side-trips from Honolulu: Kailua Beach Park (in Kailua) and Waimea Bay (in Haleiwa). There's lots more to do: appreciate the extensive heritage of Makapuu Lighthouse Trail, hike along Koko Crater Trail, enjoy the sand and surf at Ala Moana Beach Park, and admire the verdant scenery at Nuuanu Pali Lookout.

To see reviews, photos, maps, and other tourist information, read our Honolulu vacation trip planner.

You can do a combination of bus and flight from Kailua-Kona to Honolulu in 3.5 hours. July in Honolulu sees daily highs of 36°C and lows of 28°C at night. Finish your sightseeing early on the 9th (Sun) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Sharks Cove, Nu’uanu Pali, Kailua Beach Park, Byodo-In Temple
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail
Waikiki Beach ©
Waikiki Beach

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