22 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary planner
Make it your trip
Bus to Civic Center Station, Fly to Honolulu
1
Honolulu
— 6 nights
Fly
2
Koloa
— 4 nights
Fly
3
Lahaina
— 3 nights
Drive
4
Haleakala National Park
— 2 nights
Fly
5
Hawaii Volcanoes National Park
— 3 nights
Drive
6
Kailua-Kona
— 3 nights
Fly to Knoxville, Drive to Chattanooga

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Honolulu — 6 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 Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Kailua (Kailua Beach Park & Lanikai Beach). There's much more to do: take in the pleasant sights at Diamond Head State Monument, look for all kinds of wild species at Hanauma Bay Nature Preserve, contemplate the long history of Iolani Palace, and see some colorful creatures with a scuba or snorkeling tour.

To see ratings, reviews, photos, and other tourist information, refer to the Honolulu trip builder website.

Chattanooga to Honolulu is an approximately 13.5-hour combination of bus and flight. Traveling from Chattanooga to Honolulu, you'll gain 5 hours due to the time zone difference. In August, daily temperatures in Honolulu can reach 88°F, while at night they dip to 75°F. Finish your sightseeing early on the 8th (Tue) so you can fly to Koloa.
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Outdoors · Parks · Beaches · Wildlife
Side Trips

Koloa — 4 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Change things up with these side-trips from Koloa: Photography Tours (in Kapaa), Waimea (Koke'e Mountains & Waimea Canyon State Park) and Hanalei Beach (in Hanalei). And it doesn't end there: kick your exploration up a notch at some of the top local zipline courses and adventure parks, admire the sheer force of Opaekaa Falls, see the world from above with a helicopter tour, and enjoy the sand and surf at Kalapaki Beach.

To find maps and tourist information, go to the Koloa day trip planning app.

You can fly from Honolulu to Koloa in 2.5 hours. In August, daytime highs in Koloa are 86°F, while nighttime lows are 76°F. Wrap up your sightseeing on the 12th (Sat) early enough to fly to Lahaina.
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Parks · Outdoors · Tours · Beaches
Side Trips

Lahaina — 3 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.
Take a break from Lahaina with a short trip to Iao Valley in Wailuku, about 44 minutes away. And it doesn't end there: discover the deep blue sea with a scuba or snorkeling tour, observe the fascinating underwater world at Maui Ocean Center, stroll around Lahaina Banyan Court, and tour the pleasant surroundings at Ka'anapali Beach.

For other places to visit, more things to do, reviews, and more tourist information, you can read our Lahaina trip itinerary planning site.

Fly from Koloa to Lahaina in 2.5 hours. In August, plan for daily highs up to 86°F, and evening lows to 74°F. Finish up your sightseeing early on the 15th (Tue) so you can travel to Haleakala National Park.
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Parks · Outdoors · Beaches · Tours
Side Trips

Haleakala National Park — 2 nights

A Rare and Sacred Landscape

Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
Start off your visit on the 16th (Wed): take a memorable drive along Hana Highway - Road to Hana. Here are some ideas for day two: explore the striking landscape at Haleakala Crater and then hike along Sliding Sands Trail.

Ask Inspirock to suggest an itinerary and make planning a trip to Haleakala National Park fast, fun, and easy.

Use the Route module to find suitable travel options from Lahaina to Haleakala National Park. August in Haleakala National Park sees daily highs of 90°F and lows of 73°F at night. Wrap up your sightseeing on the 17th (Thu) to allow time to fly to Hawaii Volcanoes National Park.
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Outdoors · Scenic Drive · Parks · Trails
Side Trip

Hawaii Volcanoes National Park — 3 nights

Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
Hawaii Volcanoes National Park is known for nature, trails, and scenic drive. Your trip includes some of its best attractions: trek along Kilauea Iki Trailhead, surround yourself with nature on a nature and wildlife tour, tour the pleasant surroundings at Kipuka Puaulu (Bird Park) Trail, and shop like a local with Volcano Art Center Gallery.

To see other places to visit, maps, reviews, and more tourist information, go to the Hawaii Volcanoes National Park trip itinerary app.

You can fly from Haleakala National Park to Hawaii Volcanoes National Park in 2.5 hours. Alternatively, you can take a bus. Traveling from Haleakala National Park in August, expect nights in Hawaii Volcanoes National Park to be about the same, around 71°F, while days are little chillier, around 85°F. Finish up your sightseeing early on the 20th (Sun) so you can travel to Kailua-Kona.
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Outdoors · Parks · Trails · Wildlife

Kailua-Kona — 3 nights

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.
Kick off your visit on the 21st (Mon): take in the spiritual surroundings of Mokuaikaua Church, then get close to the beloved marine mammals with a swim-with-the-dolphins experience, then experience rural life at Heavenly Hawaiian Kona Coffee Farm & Konalani Coffee Bar, and finally kick back and relax at Kahaluu Beach. Keep things going the next day: relax in the rural setting at Hula Daddy Kona Coffee, explore the striking landscape of Puukohola National Historic Park, and then enjoy the sand and surf at Hapuna Beach State Recreation Area.

To see reviews, maps, and tourist information, read Kailua-Kona travel route site.

Traveling by car from Hawaii Volcanoes National Park to Kailua-Kona takes 2.5 hours. Plan for somewhat warmer nights when traveling from Hawaii Volcanoes National Park in August since evenings lows in Kailua-Kona dip to 77°F. Wrap up your sightseeing on the 23rd (Wed) to allow time to travel back home.
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Outdoors · Parks · Beaches · Nature
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.
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Kauai travel guide

4.7
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.
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Maui travel guide

4.5
Scuba & Snorkeling · Beaches · Zipline
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.
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Island of Hawaii travel guide

4.5
Scuba & Snorkeling · Swim with Dolphins · 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.
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