14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

This plan was created by another user.  Make it your plan

Route & dates

14 days in Hawaii Itinerary

Start: Ottawa
Fly:  15​h
1
Honolulu, Oahu
— 3 nights
bus:  30​min
2
Kailua, Oahu
— 2 nights
car:  2​h 30​min
3
Kapaa, Kauai
— 2 nights
Fly + Drive:  3​h
4
Hana, Maui
— 1 night
Drive:  1​h
5
Haleakala National Park, Maui
— 3 nights
Fly:  3​h
6
Honolulu, Oahu
— 1 day
Fly:  16​h 30​min
End: Ottawa

3
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.
Your day-by-day itinerary now includes Waimea Bay, Manoa Falls, Ala Moana Beach Park, and other attractions you added. And it doesn't end there: kick back and relax at Waikiki Beach, take in the pleasant sights at Diamond Head State Monument, get great views at Puu Ualakaa State Park, and pause for some photo ops at USS Arizona Memorial.

For other places to visit, more things to do, reviews, and more tourist information, use the Honolulu tour planner.

Ottawa, Canada to Honolulu is an approximately 16.5-hour flight. You can also do a combination of train and flight. The time zone difference when traveling from Ottawa to Honolulu is minus 5 hours. Traveling from Ottawa in November, things will get warmer in Honolulu: highs are around 34°C and lows about 26°C. On the 29th (Thu), you'll travel to Kailua.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trip

Waimea Bay
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
USS Arizona Memorial ©
USS Arizona Memorial

2
nights
Kailua, Oahu

Kailua ©
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. Oahu Surfing Experience has been added to your itinerary. Kick off your visit on the 29th (Thu): stop by Kalapawai Market, see Oahu Surfing Experience, and then kick back and relax at Kailua Beach Park. Here are some ideas for day two: kick back and relax at Sunset Beach Park, then tour the pleasant surroundings at Lanikai Beach, and then appreciate the views at Nuuanu Pali Lookout.

To see more things to do, maps, traveler tips, and other tourist information, refer to the Kailua trip itinerary planning website .

Kailua is very close to Honolulu. In November, daytime highs in Kailua are 32°C, while nighttime lows are 26°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to travel to Kapaa.

Things to do in Kailua

Outdoors Parks Beaches

Side Trips

Haleiwa, Nu’uanu Pali
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Sunset Beach Park ©
Sunset Beach Park
Lanikai Beach ©
Lanikai Beach

2
nights
Kapaa, Kauai

Kapaa ©
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Venture out of the city with trips to Poipu (Poipu Beach Park & Spouting Horn), Hanalei Beach (in Hanalei) and Waimea Canyon State Park (in Waimea). Spend the 3rd (Mon) observing fascinating marine mammals with a dolphin and whale watching tour. There's still lots to do: immerse yourself in nature at Na Pali Coast State Park.

To see photos, ratings, more things to do, and tourist information, read Kapaa trip planner .

Getting from Kailua to Kapaa by combination of bus, flight, and taxi takes about 2.5 hours. In December, daily temperatures in Kapaa can reach 30°C, while at night they dip to 23°C. Cap off your sightseeing on the 3rd (Mon) early enough to travel to Hana.

Things to do in Kapaa

Parks Nature Beaches

Side Trips

Poipu, Na Pali Coast State Park, Hanalei Beach, Waimea Canyon State Park
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

1
night
Hana, Maui

Hana
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Road to Hana Tours has been added to your itinerary. Kick off your visit on the 4th (Tue): catch all the local highlights with Road to Hana Tours.

To see ratings, where to stay, other places to visit, and other tourist information, read Hana trip itinerary planning website .

You can do a combination of taxi, flight, and car from Kapaa to Hana in 3 hours. Plan for somewhat warmer nights when traveling from Kapaa in December since evenings lows in Hana dip to 27°C. You will leave for Haleakala National Park on the 5th (Wed).

Things to do in Hana

Tours

3
nights
Haleakala National Park, Maui

Haleakala National Park ©
Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
Explore the numerous day-trip ideas around Haleakala National Park: Ho'okipa Beach Park (in Paia), Kihei (Dolphin & Whale Watching & Scuba & Snorkeling) and Wailuku (Iao Valley State Monument & Maui Ocean Center). Next up on the itinerary: contemplate the geological forces at Haleakala Crater and stroll through Wailea Beach.

For photos, where to stay, maps, and tourist information, go to the Haleakala National Park trip planner .

Explore your travel options from Hana to Haleakala National Park with the Route module. Expect a bit cooler evenings in Haleakala National Park when traveling from Hana in December, with lows around 22°C. You'll set off for Honolulu on the 8th (Sat).

Things to do in Haleakala National Park

Parks Outdoors Nature

Side Trips

Wailuku, Scuba & Snorkeling, Wailea Beach, Ho'okipa Beach Park
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Maui Ocean Center ©
Maui Ocean Center
Iao Valley ©
Iao Valley

1
day
Honolulu, Oahu

Honolulu ©
Kick off your visit on the 8th (Sat): browse the different shops at Ala Moana Center.

For where to stay, reviews, more things to do, and other tourist information, refer to the Honolulu route planner .

You can fly from Haleakala National Park to Honolulu in 3 hours. Finish your sightseeing early on the 8th (Sat) to allow enough time to travel back home.

Things to do in Honolulu

Shopping
Highlights from your plan
Ala Moana Center ©
Ala Moana Center

Similar Plans

15 days in Hawaii BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Hawaii BY A USER FROM UNITED STATES June, kids, culture, outdoors, relaxing, beaches, historic sites, fast-paced, hidden gems PREFERENCES: June, kids, culture, outdoors, relaxing, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Fast-paced 16 days in Hawaii BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, beaches, shopping, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Hawaii BY A USER FROM UNITED STATES September, culture, relaxing, romantic, beaches, historic sites, slow & easy, popular & hidden gems PREFERENCES: September, culture, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 17 days in Hawaii BY A USER FROM CANADA May, outdoors, relaxing, romantic, beaches, shopping, slow & easy, hidden gems PREFERENCES: May, outdoors, relaxing, romantic, beaches, shopping ATTRACTION STYLE: Hidden gems PACE: Slow & easy 15 days in Hawaii BY A USER FROM UNITED STATES January, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: January, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 16 days in Hawaii BY A USER FROM CZECH REPUBLIC February, culture, outdoors, relaxing, romantic, beaches, wildlife, popular & hidden gems PREFERENCES: February, culture, outdoors, relaxing, romantic, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Hawaii BY A USER FROM AUSTRALIA March, culture, outdoors, relaxing, romantic, beaches, shopping, popular sights PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 16 days in Hawaii BY A USER FROM UNITED STATES March, culture, outdoors, romantic, beaches, historic sites, wildlife, popular sights PREFERENCES: March, culture, outdoors, romantic, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Hawaii BY A USER FROM UNITED STATES July, culture, outdoors, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: July, culture, outdoors, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans