19 days in Hawaii Itinerary

19 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary builder

Make it your trip
Fly
1
Honolulu, Oahu
— 5 nights
Fly
2
Lihue, Kauai
— 1 night
Fly
3
Lahaina, Maui
— 5 nights
Fly
4
Kailua-Kona, Island of Hawaii
— 1 night
Drive
5
Hilo, Island of Hawaii
— 2 nights
Fly
6
Kaneohe, Oahu
— 3 nights
Drive to Daniel K Inouye International Airport, Fly to Lester B. Pearson International Airport

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Honolulu, Oahu

— 5 nights

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.
Explore Honolulu's surroundings by going to Malaekahana State Recreation Area (in Laie), Kailua Beach Park (in Kailua) and Sunset Beach Park (in Haleiwa). There's much more to do: kick back and relax at Waikiki Beach, appreciate the history behind King Kamehameha Statue, see the interesting displays at USS Bowfin Submarine Museum & Park, and admire the majestic nature at Puu Ualakaa State Park.

To find reviews, other places to visit, more things to do, and more tourist information, you can read our Honolulu online route planner.

Toronto, Canada to Honolulu is an approximately 13.5-hour flight. The time zone difference when traveling from Toronto to Honolulu is minus 5 hours. In February, Honolulu is warmer than Toronto - with highs of 32°C and lows of 24°C. Wrap up your sightseeing on the 23rd (Tue) to allow time to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Nature

Side Trips

Lihue, Kauai

— 1 night
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Kick off your visit on the 24th (Wed): take an unforgettable tour with a helicopter tour, stroll through Kalapaki Beach, then take in the dramatic scenery at Wailua Falls, and finally take in the dramatic scenery at Opaekaa Falls.

To see maps and tourist information, use the Lihue trip planner.

You can fly from Honolulu to Lihue in 2.5 hours. In February in Lihue, expect temperatures between 30°C during the day and 22°C at night. Finish up your sightseeing early on the 24th (Wed) so you can travel to Lahaina.

Things to do in Lihue

Parks · Nature · Beaches · Outdoors

Side Trip

Lahaina, Maui

— 5 nights

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.
Step out of Lahaina to go to Paia and see Ho'okipa Beach Park, which is approximately 52 minutes away. Next up on the itinerary: see some colorful creatures with a scuba or snorkeling tour, explore and take pictures at Hana Highway - Road to Hana, walk around Lahaina Banyan Court, and kick back and relax at Ka'anapali Beach.

To find where to stay, other places to visit, reviews, and tourist information, read our Lahaina visit planning site.

Traveling by flight from Lihue to Lahaina takes 4 hours. In February, daily temperatures in Lahaina can reach 30°C, while at night they dip to 22°C. Finish your sightseeing early on the 1st (Mon) so you can travel to Kailua-Kona.

Things to do in Lahaina

Outdoors · Parks · Beaches · Scenic Drive

Side Trips

Kailua-Kona, Island of Hawaii

— 1 night

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 1st (Mon), kick back and relax at Hapuna Beach State Recreation Area, explore the striking landscape at Queen's Bath, and then look for all kinds of wild species at Kanaloa Octopus Farm. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Kona Coffee Living History Farm, then explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, then indulge in your favorite hot beverage with Greenwell Farms, and finally fulfill a lifelong dream with a swim-with-the-dolphins experience.

For where to stay, maps, ratings, and more tourist information, you can read our Kailua-Kona vacation planning website.

Fly from Lahaina to Kailua-Kona in 4.5 hours. March in Kailua-Kona sees daily highs of 32°C and lows of 24°C at night. Wrap up your sightseeing on the 2nd (Tue) to allow time to drive to Hilo.

Things to do in Kailua-Kona

Parks · Nature · Outdoors · Tours

Side Trips

Hilo, Island of Hawaii

— 2 nights

America's Wettest City

One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Start off your visit on the 3rd (Wed): take in the dramatic scenery at Rainbow Falls, take an unforgettable tour with a helicopter tour, take in nature's colorful creations at Liliuokalani Gardens, then take in the exciting artwork at Banyan Gallery, and finally immerse yourself in nature at Akaka Falls State Park. Keep things going the next day: trek along Kipuka Puaulu (Bird Park) Trail and then hike along Kilauea Iki Trailhead.

For ratings, photos, where to stay, and tourist information, refer to the Hilo trip itinerary builder tool.

You can drive from Kailua-Kona to Hilo in 2 hours. Another option is to take a bus. In March in Hilo, expect temperatures between 31°C during the day and 22°C at night. Cap off your sightseeing on the 4th (Thu) early enough to travel to Kaneohe.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trip

Kaneohe, Oahu

— 3 nights
Kāneohe is a census-designated place (CDP) included in the City and County of Honolulu and located in Hawaii state District of Koolaupoko on the island of Oahu. Your day by day itinerary now includes Byodo-In Temple. And it doesn't end there: kick back and relax at Kailua Beach Park, stop by Tropical Farms Macadamia Nut Farm and Farm Tour, tour the pleasant surroundings at Kualoa Regional Park, and admire the natural beauty at Hoomaluhia Botanical Gardens.

For where to stay, ratings, more things to do, and more tourist information, refer to the Kaneohe trip itinerary planner.

You can fly from Hilo to Kaneohe in 4 hours. Expect a daytime high around 30°C in March, and nighttime lows around 24°C. Wrap up your sightseeing by early afternoon on the 7th (Sun) to allow time for travel back home.

Things to do in Kaneohe

Parks · Outdoors · Beaches · Shopping

Side Trips

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.

Kauai travel guide

4.5
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.

Maui travel guide

4.5
Scuba & Snorkeling · Beaches · Luaus
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.

Island of Hawaii travel guide

4.5
Swim with Dolphins · Scuba & Snorkeling · Beaches
The Big Island
Aptly nicknamed the "Big Island," the Island of Hawaii features sunny, black-sand beaches on the western side by Kona and a tropical rain forest on the eastern by Hilo. In between, the massive mountain Maunaloa covers half the island, and Kilauea, one of the world's most active volcanoes, erupts continuously. Twice as large as all the other Hawaiian Islands combined, this big chunk of land in the Pacific manages to retain a laid-back atmosphere despite its immense popularity with tourists. Instead of spending your entire vacation at one of the island's luxurious tourist resorts, go on tours of this Pacific haven's coffee and macadamia nut plantations and working ranches, or explore its nature reserves and rugged trails.