15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

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Route & dates

15 days in Hawaii Itinerary

Start: Toronto
Fly:  9​h 30​min
1
Honolulu, Oahu
— 6 nights
Fly:  2​h 30​min
2
Kihei, Maui
— 4 nights
Bus + Fly:  4​h 45​min
3
Kailua-Kona, Island of Hawaii
— 3 nights
Fly:  16​h
End: Toronto

6
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.
Step out of the city life by going to Diamond Head State Monument and Waikiki Beach. Satisfy your inner culture vulture at Battleship Missouri Memorial and Bishop Museum. Explore the numerous day-trip ideas around Honolulu: Haleiwa (Waimea Bay, Sunset Beach Park, &more), Kailua (Kailua Beach Park & Lanikai Beach) and Banzai Pipeline (in Pupukea). There's much more to do: identify plant and animal life at Hanauma Bay Nature Preserve, admire the sheer force of Manoa Falls, examine the collection at USS Bowfin Submarine Museum & Park, and browse the exhibits of Iolani Palace.

To find other places to visit, reviews, more things to do, and more tourist information, read Honolulu trip itinerary app .

Toronto, Canada to Honolulu is an approximately 13.5-hour flight. You'll gain 5 hours traveling from Toronto to Honolulu due to the time zone difference. Traveling from Toronto in August, things will get somewhat warmer in Honolulu: highs are around 36°C and lows about 28°C. Wrap up your sightseeing on the 21st (Sun) early enough to travel to Kihei.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua, Nu’uanu Pali, Banzai Pipeline
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
Kailua Beach Park ©
Kailua Beach Park

4
nights
Kihei, Maui

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 get in some beach time at Wailea Beach and HA Baldwin Beach Park. Visiting Haleakala Crater and Maui Beach Boys will get you outdoors. Step out of Kihei to go to Hana and see Wai'anapanapa State Park, which is approximately 2h 15 min away. There's still lots to do: kick back and relax at Kamaole Beach Park III, stop by Tutu's Pantry, and stroll through Ho'okipa Beach Park.

For reviews, more things to do, and other tourist information, read our Kihei trip maker website .

Traveling by flight from Honolulu to Kihei takes 2.5 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of flight and car. In August, daily temperatures in Kihei can reach 38°C, while at night they dip to 26°C. Finish up your sightseeing early on the 25th (Thu) so you can travel to Kailua-Kona.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Paia, Wai'anapanapa State Park, Haleakala Crater, Wailea Beach
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Wailea Beach ©
Wailea Beach
Wai'anapanapa State Park ©
Wai'anapanapa State Park

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.
Get a sense of the local culture at Pu'uhonua O Honaunau National Historical Park and Kailua Pier. Get outdoors at Hapuna Beach State Recreation Area and Kahaluu Beach. You'll find plenty of places to visit near Kailua-Kona: Honaunau Bay (in Honaunau) and Waikoloa Beach Resort (in Waikoloa). There's still lots to do: look for all kinds of wild species at Big Island Divers, see Kona Boys, and see some colorful creatures with Kona Diving Company.

For where to stay, more things to do, photos, and more tourist information, you can read our Kailua-Kona day trip planning site .

Traveling by combination of bus and flight from Kihei to Kailua-Kona takes 5 hours. Alternatively, you can do a combination of car and flight. In August, daytime highs in Kailua-Kona are 36°C, while nighttime lows are 29°C. Finish your sightseeing early on the 28th (Sun) so you can travel back home.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Honaunau, Kona Boys, Waikoloa Beach Resort, Hapuna Beach State Recreation Area, Kahaluu Beach
Highlights from your plan
Hapuna Beach State Recreation Area ©
Big Island Divers ©
Big Island Divers

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