23 days in Oahu & Wailea Itinerary

23 days in Oahu & Wailea Itinerary

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Route & dates

23 days in Oahu & Wailea Itinerary

Start: Ottawa
Fly:  16​h
1
Honolulu
— 10 nights
Fly:  2​h 45​min
2
Wailea
— 10 nights
Fly:  2​h 45​min
3
Honolulu
— 1 night
Fly:  16​h
End: Ottawa


Learn more about your trip

10
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.
You've added Sail Makani, Pacific Aviation Museum Pearl Harbor, Iolani Palace, and other attractions to your itinerary. You'll find plenty of places to visit near Honolulu: Kailua Beach Park (in Kailua), Waimea Bay (in Haleiwa) and Pu’u O Mahuka Heiau State Monument (in Pupukea). There's lots more to do: enjoy the sand and surf at Waikiki Beach, steep yourself in history at Battleship Missouri Memorial, pause for some photo ops at Statue of Duke Kahanamoku, and contemplate the waterfront views at Hanauma Bay Nature Preserve.

For reviews, ratings, traveler tips, and other tourist information, you can read our Honolulu sightseeing planner.

Ottawa, Canada to Honolulu is an approximately 16-hour flight. You can also do a combination of train and flight. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. When traveling from Ottawa in September, plan for somewhat warmer days in Honolulu, with highs around 36°C, while nights are much warmer with lows around 28°C. You will have some time to spend on the 1st (Tue) before leaving for Wailea.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kaneohe, Pu’u O Mahuka Heiau State Monument, Kailua Beach Park, Polynesian Cultural Center
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

10
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Step out of Wailea with an excursion to Garden of Eden Arboretum in Hana--about 1h 05 min away. There's much more to do: kick back and relax at Wailea Beach, stroll through Oneloa Beach, look for all kinds of wild species at Ahihi-Kinau Natural Area Reserve, and tee off at Wailea Blue Golf Course.

To find ratings, reviews, other places to visit, and tourist information, go to the Wailea trip planner .

Getting from Honolulu to Wailea by flight takes about 3 hours. Other options: do a combination of flight and taxi; or do a combination of flight and car. In October, plan for daily highs up to 36°C, and evening lows to 24°C. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow enough time to travel to Honolulu.

Things to do in Wailea

Parks Outdoors Beaches

Side Trips

Maui, Kula, Garden of Eden Arboretum
Highlights from your plan
Wailea Beach ©
Wailea Beach
Maluaka Beach ©
Maluaka Beach
Molokini Crater ©
Molokini Crater

1
night
Honolulu

Honolulu
Kick off your visit on the 12th (Sat): contemplate in the serene atmosphere at Saint Augustine by-the-Sea.

To find traveler tips, photos, where to stay, and other tourist information, refer to the Honolulu trip planning app .

You can fly from Wailea to Honolulu in 3 hours. Other options are to do a combination of taxi and flight; or do a combination of car and flight. You will have some time to spend on the 12th (Sat) before leaving for home.

Things to do in Honolulu

Historic Sites

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