56 days in Hawaii Itinerary

56 days in Hawaii Itinerary

Created using Inspirock Hawaii holiday maker

Make it your trip
Fly to Kahului Airport, Drive to Lahaina
1
Lahaina, Maui
— 12 nights
Fly
2
Hilo, Island of Hawaii
— 9 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 11 nights
Fly
4
Kapaa, Kauai
— 9 nights
Fly
5
Honolulu, Oahu
— 14 nights
Fly

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Lahaina, Maui

— 12 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.
Explore Lahaina's surroundings by going to Wailuku (Iao Valley & Hale Ho'ike'ike at the Bailey House), Kihei (The Awakening Church, Kamaole Beach Park III, &more) and Haleakala Crater (in Haleakala National Park). Spend the 7th (Sun) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: see some colorful creatures with a scuba or snorkeling tour, walk around Lahaina Banyan Court, wander the streets of Lahaina Front Street, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

Use Inspirock's suggestions to plan your Lahaina trip and find the best activities and attractions for your vacation.

Joplin to Lahaina is an approximately 13-hour combination of flight and car. The time zone difference when traveling from Joplin to Lahaina is minus 4 hours. Plan for much hotter temperatures traveling from Joplin in February, with highs in Lahaina at 78°F and lows at 67°F. Wrap up your sightseeing on the 16th (Tue) to allow time to travel to Hilo.

Things to do in Lahaina

Outdoors · Parks · Beaches · Historic Sites

Side Trips

Hilo, Island of Hawaii

— 9 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.
You'll find plenty of places to visit near Hilo: Hawaiian Vanilla Company (in Paauilo), Steam Vents (in Pahoa) and Hawaii Volcanoes National Park (Thurston Lava Tube (Nahuku), Devastation Trail, &more). And it doesn't end there: admire the sheer force of Akaka Falls State Park, get up close and personal with brilliant marine life at Mokupapapa Discovery Center, examine the collection at Jagger Museum, and admire the natural beauty at Hawaii Tropical Botanical Garden.

For maps and more tourist information, use the Hilo travel planner.

Traveling by flight from Lahaina to Hilo takes 4.5 hours. In February, daytime highs in Hilo are 81°F, while nighttime lows are 65°F. Finish your sightseeing early on the 25th (Thu) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks · Outdoors · Museums · Trails

Side Trips

Kailua-Kona, Island of Hawaii

— 11 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.
Get out of town with these interesting Kailua-Kona side-trips: Statue "King Kamehameha" (in Kapaau), Puukohola National Historic Park (in Kawaihae) and Waikoloa (Waikoloa Kings' Course, Anaehoomalu, &more). There's still lots to do: see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Papakōlea Green Sand Beach, admire the verdant scenery at Pololu Valley Lookout, and play a few rounds at Mauna Lani Resort .

For ratings, reviews, traveler tips, and other tourist information, you can read our Kailua-Kona trip itinerary maker site.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. February in Kailua-Kona sees daily highs of 81°F and lows of 69°F at night. Wrap up your sightseeing on the 8th (Mon) to allow time to travel to Kapaa.

Things to do in Kailua-Kona

Parks · Outdoors · Beaches · Nature

Side Trips

Kapaa, Kauai

— 9 nights
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Explore Kapaa's surroundings by going to Zipline (in Lihue), Poipu (Shipwreck Beach, Poipu Beach Park, &more) and Waimea (Waimea Canyon State Park & Polihale State Park). There's much more to do: hike along Kauai Path, admire all the interesting features of Sleeping Giant Trail, admire the natural beauty at Na Aina Kai Botanical Gardens, and play a few rounds at Poipu Bay Resort Golf Course.

To find reviews, photos, other places to visit, and tourist information, read our Kapaa trip app.

You can fly from Kailua-Kona to Kapaa in 3 hours. March in Kapaa sees daily highs of 78°F and lows of 66°F at night. Wrap up your sightseeing on the 17th (Wed) early enough to travel to Honolulu.

Things to do in Kapaa

Parks · Outdoors · Beaches · Nature

Side Trips

Honolulu, Oahu

— 14 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 the numerous day-trip ideas around Honolulu: Kailua (Kailua Beach Park & Lanikai Beach), Haleiwa (Waimea Bay & Sunset Beach Park) and Kahuku (Turtle Bay Beach & Horseback Riding Tours). The adventure continues: explore the different monuments and memorials at USS Arizona Memorial, examine the collection at Bishop Museum, admire the striking features of Shangri La, and admire all the interesting features of Diamond Head State Monument.

To find ratings, reviews, traveler tips, and other tourist information, go to the Honolulu trip itinerary maker.

You can fly from Kapaa to Honolulu in 4 hours. In March, daily temperatures in Honolulu can reach 81°F, while at night they dip to 68°F. Wrap up your sightseeing on the 31st (Wed) early enough to travel back home.

Things to do in Honolulu

Outdoors · Parks · Beaches · Museums

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.