16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii vacation planner

Plan created by another user. Make it yours
Fly
1
Honolulu, Oahu
— 6 nights
Fly
2
Kihei, Maui
— 4 nights
Fly
3
Hilo, Island of Hawaii
— 2 nights
Drive
4
Kailua-Kona, Island of Hawaii
— 3 nights
Fly

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6
nights
Honolulu, Oahu

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.
Change things up with these side-trips from Honolulu: Kailua Beach Park (in Kailua), Haleiwa (Sunset Beach Park & Waimea Bay) and Pu’u O Mahuka Heiau State Monument (in Pupukea). The adventure continues: explore the different monuments and memorials at USS Arizona Memorial, look for all kinds of wild species at Hanauma Bay Nature Preserve, take in the dramatic scenery at Manoa Falls, and take in the pleasant sights at Diamond Head State Monument.

To see reviews, ratings, where to stay, and tourist information, read Honolulu trip planning website.

Fort Myers to Honolulu is an approximately 15.5-hour flight. Traveling from Fort Myers to Honolulu, you'll gain 5 hours due to the time zone difference. Expect a bit warmer evenings in Honolulu when traveling from Fort Myers in March, with lows around 68°F. Cap off your sightseeing on the 7th (Sat) early enough to travel to Kihei.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

4
nights
Kihei, Maui

Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Get out of town with these interesting Kihei side-trips: Ho'okipa Beach Park (in Paia), Lahaina (Lahaina Banyan Court & Ka'anapali Beach) and Haleakala Crater (in Haleakala National Park). There's lots more to do: admire all the interesting features of Hana Highway - Road to Hana, examine the collection at Hale Ho'ike'ike at the Bailey House, enjoy the sand and surf at Kalepolepo Beach Park, and admire nature's wide array of creatures at Maui Ocean Center.

To see photos, ratings, reviews, and tourist information, you can read our Kihei journey maker website.

Getting from Honolulu to Kihei by flight takes about 3 hours. In March, daytime highs in Kihei are 82°F, while nighttime lows are 65°F. Finish your sightseeing early on the 11th (Wed) so you can travel to Hilo.

Things to do in Kihei

Parks · Outdoors · Beaches · Nature

Side Trips

2
nights
Hilo, Island of Hawaii

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.
Kick off your visit on the 12th (Thu): take in the dramatic scenery at Akaka Falls State Park, then admire the sheer force of Rainbow Falls, then hike along Kilauea Iki Trailhead, and finally hike along Kipuka Puaulu (Bird Park) Trail. Here are some ideas for day two: take in nature's colorful creations at Liliuokalani Gardens, get a taste of the local shopping with Volcano Art Center Gallery, then explore and take pictures at Devastation Trail, and finally get outside with Keanakakoi Crater Overlook.

For traveler tips, ratings, where to stay, and more tourist information, read Hilo vacation planning tool.

Traveling by flight from Kihei to Hilo takes 3 hours. In March, plan for daily highs up to 80°F, and evening lows to 66°F. Cap off your sightseeing on the 13th (Fri) early enough to go by car to Kailua-Kona.

Things to do in Hilo

Outdoors · Parks · Trails · Nature

Side Trip

3
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.
Kick off your visit on the 14th (Sat): explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, then look for gifts at Big Island Bees, and then fulfill a lifelong dream with a swim-with-the-dolphins experience. On the next day, enjoy the sand and surf at Mauna Kea Beach and then enjoy the sand and surf at Hapuna Beach State Recreation Area.

For traveler tips, ratings, more things to do, and tourist information, go to the Kailua-Kona travel itinerary planner.

Drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. In March in Kailua-Kona, expect temperatures between 81°F during the day and 70°F at night. Wrap up your sightseeing on the 16th (Mon) early enough to travel back home.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Hawaii travel guide

4.3
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.