56 days in Hawaii Itinerary

56 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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.
Change things up with these side-trips from Lahaina: Wailuku (Iao Valley & Hale Ho'ike'ike at the Bailey House), Haleakala Crater (in Haleakala National Park) and Kihei (The Awakening Church, Kamaole Beach Park III, &more). Spend the 22nd (Mon) exploring the striking scenery along Hana Highway - Road to Hana. Next up on the itinerary: see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Ka'anapali Beach, take in the architecture and atmosphere at Maria Lanakila Catholic Church, and stroll through Wailea Beach.

To see photos, reviews, ratings, and more tourist information, use the Lahaina online tour planner.

Joplin to Lahaina is an approximately 13-hour combination of flight and car. Due to the time zone difference, you'll gain 4 hours traveling from Joplin to Lahaina. Plan for warmer temperatures traveling from Joplin in February, with highs in Lahaina at 78°F and lows at 67°F. Finish up your sightseeing early on the 3rd (Wed) so you can 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.
Get out of town with these interesting Hilo side-trips: Steam Vents (in Pahoa), Hawaii Volcanoes National Park (Thurston Lava Tube (Nahuku), Devastation Trail, &more) and Hawaiian Vanilla Company (in Paauilo). The adventure continues: admire the majestic nature at Akaka Falls State Park, admire the natural beauty at Hawaii Tropical Botanical Garden, look and learn at Imiloa Astronomy Center, and see the interesting displays at Lyman Museum.

For more things to do, ratings, where to stay, and other tourist information, use the Hilo trip planner.

Traveling by flight from Lahaina to Hilo takes 4.5 hours. In March, daily temperatures in Hilo can reach 80°F, while at night they dip to 66°F. Finish up your sightseeing early on the 12th (Fri) so you can go by car 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.
Explore Kailua-Kona's surroundings by going to Waikoloa (Waikoloa Kings' Course, Anaehoomalu, &more), Puukohola National Historic Park (in Kawaihae) and Statue "King Kamehameha" (in Kapaau). There's lots more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, kick back and relax at Mauna Kea Beach, admire all the interesting features of Mauna Loa Scenic Drive, and experience rural life at Heavenly Hawaiian Kona Coffee Farm.

To find traveler tips, where to stay, other places to visit, and other tourist information, go to the Kailua-Kona road trip planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 81°F in March, and nighttime lows around 70°F. Wrap up your sightseeing on the 23rd (Tue) 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.
Venture out of the city with trips to Zipline (in Lihue), Waimea (Waimea Canyon State Park & Polihale State Park) and Poipu (Shipwreck Beach, Poipu Beach Park, &more). And it doesn't end there: stroll through Kauai Path, admire the natural beauty at Na Aina Kai Botanical Gardens, get great views at Sleeping Giant Trail, and tee off at Poipu Bay Resort Golf Course.

To see more things to do, where to stay, photos, and other tourist information, refer to the Kapaa vacation planning tool.

Traveling by flight from Kailua-Kona to Kapaa takes 3 hours. In March, daily temperatures in Kapaa can reach 78°F, while at night they dip to 66°F. Finish your sightseeing early on the 1st (Thu) to allow enough time 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 Honolulu's surroundings by going to Kailua (Kailua Beach Park & Lanikai Beach), Haleiwa (Waimea Bay & Sunset Beach Park) and Kahuku (Turtle Bay Beach & Horseback Riding Tours). Next up on the itinerary: stroll the grounds of USS Arizona Memorial, tour the pleasant surroundings at Waikiki Beach, take in the pleasant sights at Diamond Head State Monument, and admire the masterpieces at Honolulu Museum of Art.

For traveler tips, photos, ratings, and tourist information, go to the Honolulu trip planner.

Getting from Kapaa to Honolulu by flight takes about 4 hours. In April, plan for daily highs up to 83°F, and evening lows to 71°F. Wrap up your sightseeing on the 15th (Thu) to allow time 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.