16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

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Route & dates

16 days in Hawaii Itinerary

Start: Toronto
Fly + Drive:  13 h 45 min
1
Waialua, Oahu
— 4 nights
+2
Drive + Fly + Drive:  4 h 15 min
2
Volcano, Island of Hawaii
— 1 night
Drive:  2 h 15 min
3
Kailua-Kona, Island of Hawaii
— 5 nights
Bus + Fly:  3 h 30 min
4
Lahaina, Maui
— 4 nights
Bus + Fly:  17 h 30 min
End: Toronto

4
nights
Waialua, Oahu

Waialua ©
Waialua is a census-designated place and North Shore community in the Waialua District on the island of Oahu, City & County of Honolulu, Hawaii, United States. You'll enjoy a bit of beach vacationing at Banzai Pipeline and Kualoa Regional Park. Step off the beaten path and head to Sunset Beach Park and Sandy Beach Park. Explore the numerous day-trip ideas around Waialua: Kalama Beach Park (in Kailua) and Paradise Cove Beach (in Kapolei). There's much more to do: stroll through Haleiwa Beach Park, take in the dramatic natural features at Ka'ena Point State Park, and cruise along Makapuu Point.

To see photos, ratings, more things to do, and more tourist information, go to the Waialua trip itinerary planner.

Toronto, Canada to Waialua is an approximately 14-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from Toronto to Waialua. Prepare for much warmer weather when traveling from Toronto in February: high temperatures in Waialua hover around 28°C and lows are around 19°C. Wrap up your sightseeing on the 8th (Wed) early enough to travel to Volcano.

Things to do in Waialua

Parks Outdoors Beaches

Side Trips

Oahu, Haleiwa, Paradise Cove Beach, Banzai Pipeline, Kalama Beach Park
Highlights from your plan
Sunset Beach Park ©
Sunset Beach Park
Ka'ena Point State Park ©
Ka'ena Point State Park
Banzai Pipeline ©
Banzai Pipeline

1
night
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
On the 9th (Thu), look for gifts at Hilo Coffee Mill, then do a tasting at Volcano Winery, then take a memorable drive along Chain of Craters Rd, and finally take a memorable drive along Devastation Trail.

To find ratings, more things to do, reviews, and more tourist information, refer to the Volcano holiday planner.

Explore your travel options from Waialua to Volcano with the Route module. February in Volcano sees daily highs of 30°C and lows of 20°C at night. Finish up your sightseeing early on the 9th (Thu) so you can travel to Kailua-Kona.

Things to do in Volcano

Scenic Drive Outdoors Wineries

Side Trips

Chain of Craters Rd, Hilo Coffee Mill, Devastation Trail
Highlights from your plan
Devastation Trail ©
Devastation Trail
Chain of Craters Rd ©
Chain of Craters Rd
Volcano Winery ©
Volcano Winery

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.
You'll get in some beach time at Mauna Kea Beach and Kahaluu Beach. Visiting Makalawena/Pu'u Ali'i and Kiholo Bay will get you outdoors. You'll find plenty of places to visit near Kailua-Kona: Captain Cook (Dolphin & Whale Watching & Big Island Bees). The adventure continues: admire the majestic nature at Kahalu'u Beach Park, browse the exhibits of Kona Coffee Living History Farm, wander the streets of Kailua Pier, and fly like a bird with a parasailing or paragliding tour.

For photos, traveler tips, maps, and tourist information, read our Kailua-Kona vacation trip planner.

You can drive from Volcano to Kailua-Kona in 2.5 hours. In February, plan for daily highs up to 32°C, and evening lows to 24°C. Wrap up your sightseeing on the 14th (Tue) to allow time to travel to Lahaina.

Things to do in Kailua-Kona

Parks Beaches Outdoors

Side Trips

Keauhou, Captain Cook, Mauna Kea Beach, The Original Donkey Ball Store
Highlights from your plan
Mauna Kea Beach ©
Mauna Kea Beach
Kahalu'u Beach Park ©
Kahalu'u Beach Park
Kiholo Bay ©
Kiholo Bay

4
nights
Lahaina, Maui

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Visiting Stand-Up Paddleboarding and Kayaking & Canoeing will get you outdoors. You'll explore the less-touristy side of things at Lahaina Harbor and Kapalua Beach. You'll find plenty of places to visit near Lahaina: Kamaole Beach Park II (in Kihei) and Spas & Wellness (in Wailea). There's more to do: hike along Kapalua Coastal Trail and look for all kinds of wild species at Honolua Bay.

For maps, photos, more things to do, and more tourist information, use the Lahaina tour planner.

You can do a combination of bus and flight from Kailua-Kona to Lahaina in 3.5 hours. In February in Lahaina, expect temperatures between 30°C during the day and 22°C at night. Finish your sightseeing early on the 18th (Sat) to allow enough time to travel back home.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Kamaole Beach Park II, Honolua Bay, Kapalua Beach
Highlights from your plan
Kapalua Coastal Trail ©
Kapalua Coastal Trail
Kamaole Beach Park II ©
Kamaole Beach Park II
Kapalua Beach ©
Kapalua Beach

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