16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii visit planner

Plan created by another user. Make it yours
1
Honolulu, Oahu
— 5 nights
2
Lahaina, Maui
— 5 nights
3
Kailua-Kona, Island of Hawaii
— 2 nights
4
Lihue, Kauai
— 3 nights

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5
nights
Honolulu, Oahu

Honolulu ©

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
When in Honolulu, make a side trip to see Kailua Beach Park in Kailua, approximately Kailua away. There's still lots to do: explore the different monuments and memorials at USS Arizona Memorial, take in the dramatic scenery at Manoa Falls, stroll through Diamond Head State Monument, and see some colorful creatures with a scuba or snorkeling tour.

To find photos, reviews, maps, and other tourist information, read our Honolulu attractions planner.

Toronto, Canada to Honolulu is an approximately 13.5-hour flight. The time zone changes from Eastern Standard Time to Hawaii-Aleutian Standard Time, which is usually a -5 hour difference. Prepare for much warmer weather when traveling from Toronto in October: high temperatures in Honolulu hover around 36°C and lows are around 27°C. Finish your sightseeing early on the 8th (Thu) so you can travel to Lahaina.

Things to do in Honolulu

Side Trip

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

5
nights
Lahaina, Maui

Lahaina ©

Crown Jewel of Maui

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.
Get out of town with these interesting Lahaina side-trips: Maui Pineapple Tours (in Makawao), Kalepolepo Beach Park (in Kihei) and Haleakala Crater (in Haleakala National Park). Spend the 10th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour, stroll through Ka'anapali Beach, get interesting insight from Skyline Hawaii - Ka'anapali Maui, and test your team's savvy at Maui Escape Rooms.

For ratings, traveler tips, maps, and more tourist information, read Lahaina tour itinerary planning app.

You can fly from Honolulu to Lahaina in 3.5 hours. In October, daytime highs in Lahaina are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 13th (Tue) to allow enough time to travel to Kailua-Kona.

Things to do in Lahaina

Outdoors · Parks · Beaches · Scenic Drive

Side Trips

Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Scuba & Snorkeling

2
nights
Kailua-Kona, Island of Hawaii

Heart of the Kona Coast

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.
On the 14th (Wed), contemplate the long history of Puako Petroglyph Archaeological Preserve, contemplate the long history of Puukohola National Historic Park, then kick back and relax at Mauna Kea Beach, and finally kick back and relax at Anaehoomalu. Get ready for a full day of sightseeing on the 15th (Thu): explore the galleries of Kona Coffee Living History Farm, tour the pleasant surroundings at Pu'uhonua O Honaunau National Historical Park, then look for gifts at 2nd Wave Beach and Boat, then get close to the beloved marine mammals with a swim-with-the-dolphins experience, and finally take in the spiritual surroundings of Mokuaikaua Church.

For more things to do and more tourist information, use the Kailua-Kona holiday tool.

Getting from Lahaina to Kailua-Kona by flight takes about 4.5 hours. In October, daily temperatures in Kailua-Kona can reach 35°C, while at night they dip to 28°C. Cap off your sightseeing on the 15th (Thu) early enough to travel to Lihue.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Wildlife

Side Trips

Highlights from your plan
Swim with Dolphins
Pu'uhonua O Honaunau National Historical Park ©
Mauna Kea Beach ©
Mauna Kea Beach

3
nights
Lihue, Kauai

Lihue or LÄ«hue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Start off your visit on the 16th (Fri): take an unforgettable tour with a helicopter tour, get interesting insight from Kauai Backcountry Adventures, and then see Kipu Ranch Adventures. Get ready for a full day of sightseeing on the 17th (Sat): kick back and relax at Poipu Beach Park, enjoy the sand and surf at Kalapaki Beach, and then hit the best photo ops around with an inspiring photography tour.

For other places to visit, photos, maps, and more tourist information, go to the Lihue trip planner.

You can fly from Kailua-Kona to Lihue in 2.5 hours. In October in Lihue, expect temperatures between 34°C during the day and 27°C at night. Finish up your sightseeing early on the 18th (Sun) so you can travel back home.

Things to do in Lihue

Tours · Outdoors · Beaches · Parks

Side Trips

Highlights from your plan
Photography Tours
Kauai Backcountry Adventures ©
Kauai Backcountry Adventures
Helicopter Tours

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