16 days in Honolulu, Kauai & Kailua-Kona Itinerary

16 days in Honolulu, Kauai & Kailua-Kona Itinerary

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Route & dates

16 days in Honolulu, Kauai & Kailua-Kona Itinerary

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

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.
Your day-by-day itinerary now includes Kalakaua Ave. Head to Polynesian Cultural Center and Ala Moana Centerfor some retail therapy. Visit Waikiki Beach and Kailua Beach Park for some beach relaxation. And it doesn't end there: explore the different monuments and memorials at USS Arizona Memorial, appreciate the views at Nuuanu Pali Lookout, revel in the low prices at Waikele Premium Outlets, and examine the collection at USS Bowfin Submarine Museum & Park.

To see where to stay, maps, and more tourist information, read our Honolulu trip planner .

Toronto, Canada to Honolulu is an approximately 13.5-hour flight. You can also do a combination of train, car, and flight. You'll gain 5 hours traveling from Toronto to Honolulu due to the time zone difference. Expect somewhat warmer temperatures when traveling from Toronto in September; daily highs in Honolulu reach 36°C and lows reach 28°C. On the 27th (Thu), you'll have the morning to explore before heading off to Lihue.

Things to do in Honolulu

Parks Outdoors Shopping

Side Trips

Oahu, Waikele Premium Outlets, Polynesian Cultural Center, Kailua Beach Park
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach

4
nights
Lihue

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Get in touch with nature at Na Pali Coast State Park and Poipu Beach Park. Your inner history buff will appreciate Kilauea Point National Wildlife Refuge and Lawai International Center. Venture out of the city with trips to Hanalei (Hanalei Beach & Hanalei Valley Lookout), Waimea (Aunty Liliko'i & Waimea Canyon State Park) and Original Red Dirt Shirts (in Eleele). And it doesn't end there: stroll through Shipwreck Beach, get a new perspective on nature at Kauai Museum, explore the striking landscape at Spouting Horn, and kick back and relax at Kalapaki Beach.

To find reviews, maps, other places to visit, and tourist information, go to the Lihue road trip tool .

Fly from Honolulu to Lihue in 2.5 hours. In September in Lihue, expect temperatures between 35°C during the day and 28°C at night. Finish up your sightseeing early on the 1st (Mon) so you can travel to Kailua-Kona.

Things to do in Lihue

Parks Outdoors Beaches

Side Trips

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

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.
You'll explore and learn at Volcano Art Center and Jagger Museum. Visiting Swim with Dolphins and Pu'uhonua O Honaunau National Historical Park will get you outdoors. Explore Kailua-Kona's surroundings by going to Hilo (Hawaiian Crown Plantation & Chocolate Factory, Akaka Falls State Park, & more), Waipio Valley Lookout (in Honokaa) and Waikoloa Beach Resort (in Waikoloa). There's much more to do: trek along Kilauea Iki Trailhead, tour the pleasant surroundings at Hapuna Beach State Recreation Area, look for gifts at Big Island Bees, and contemplate the waterfront views at Honaunau Bay.

Quickly create a custom-made itinerary for Kailua-Kona using our trip planner.

You can fly from Lihue to Kailua-Kona in 2.5 hours. In October, daytime highs in Kailua-Kona are 35°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 6th (Sat) so you can travel back home.

Things to do in Kailua-Kona

Parks Outdoors Nature

Side Trips

Hilo, Honaunau, Captain Cook, Hawaii Volcanoes National Park, Jagger Museum
Highlights from your plan
Swim with Dolphins
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Hapuna Beach State Recreation Area ©

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