60 days in Hawaii Itinerary

60 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
Fly
1
Kailua-Kona, Island of Hawaii
— 12 nights
Drive
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Hilo, Island of Hawaii
— 11 nights
Fly
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Kihei, Maui
— 13 nights
Fly
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Honolulu, Oahu
— 14 nights
Fly
5
Lihue, Kauai
— 9 nights
Fly

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Kailua-Kona, Island of Hawaii

— 12 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.
Family-friendly places like Swim with Dolphins and Pololu Valley Lookout will thrill your kids. You'll find plenty of places to visit near Kailua-Kona: Waimea (Anna Ranch Heritage Center, Isaacs Art Center Museum and Gallery, &more), Honaunau (Pu'uhonua O Honaunau National Historical Park & Honaunau Bay) and Captain Cook (Pae'a & Kealakekua Bay). There's lots more to do: kick back and relax at Hapuna Beach State Recreation Area, relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm, cruise along Mauna Loa Scenic Drive, and tee off at Mauna Lani Resort .

For photos, ratings, maps, and more tourist information, refer to the Kailua-Kona day trip planning tool.

Charlotte to Kailua-Kona is an approximately 13.5-hour flight. Traveling from Charlotte to Kailua-Kona, you'll gain 5 hours due to the time zone difference. Expect warmer temperatures when traveling from Charlotte in February; daily highs in Kailua-Kona reach 81°F and lows reach 69°F. Finish up your sightseeing early on the 26th (Fri) so you can go by car to Hilo.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

Hilo, Island of Hawaii

— 11 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.
Attractions like Akaka Falls State Park and Liliuokalani Gardens make great kid-friendly stops. Change things up with these side-trips from Hilo: Laupahoehoe Beach Park (in Laupahoehoe), Volcano (Jagger Museum & Akatsuka Orchid Gardens) and Hawaii Volcanoes National Park (Nature & Wildlife Tours, Keanakakoi Crater Overlook, &more). And it doesn't end there: see the sky in a new way at Imiloa Astronomy Center, see the world from above with a helicopter tour, admire the sheer force of Rainbow Falls, and examine the collection at Lyman Museum.

For reviews, maps, ratings, and more tourist information, refer to the Hilo trip itinerary tool.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. In February, daytime highs in Hilo are 81°F, while nighttime lows are 65°F. Wrap up your sightseeing on the 9th (Tue) early enough to travel to Kihei.

Things to do in Hilo

Parks · Outdoors · Museums · Nature

Side Trips

Kihei, Maui

— 13 nights
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.
Family-friendly places like Scuba & Snorkeling and Hana Highway - Road to Hana will thrill your kids. Explore the numerous day-trip ideas around Kihei: Lahaina (Baldwin Home Museum, Lahaina Banyan Court, &more), Zipline (in Ka'anapali) and Haleakala National Park (Haleakala Crater & Pipiwai Trail). Next up on the itinerary: observe the fascinating underwater world at Maui Ocean Center, stroll through Keawakapu Beach, kick back and relax at Wailea Beach, and admire the majestic nature at Iao Valley.

For other places to visit, where to stay, ratings, and other tourist information, read our Kihei trip itinerary website.

Traveling by flight from Hilo to Kihei takes 3 hours. In March, daily temperatures in Kihei can reach 82°F, while at night they dip to 65°F. Finish up your sightseeing early on the 22nd (Mon) so you can travel to Honolulu.

Things to do in Kihei

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.
Kids will appreciate attractions like Diamond Head State Monument and Waikiki Beach. Change things up with these side-trips from Honolulu: Kailua (Kailua Beach Park & Lanikai Beach), Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more) and Pupukea (Pu’u O Mahuka Heiau State Monument & Banzai Pipeline). There's lots more to do: stroll the grounds of USS Arizona Memorial, steep yourself in history at Iolani Palace, kick back and relax at Kapiolani Regional Park, and discover the deep blue sea with a scuba or snorkeling tour.

Plan my day in Honolulu using traveler tips and tourist information provided by Inspirock.

Getting from Kihei to Honolulu by flight takes about 3 hours. In March, daytime highs in Honolulu are 81°F, while nighttime lows are 68°F. Wrap up your sightseeing on the 5th (Mon) early enough to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Lihue, Kauai

— 9 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Attractions like Waimea Canyon State Park and Kilohana make great kid-friendly stops. Explore the numerous day-trip ideas around Lihue: Na Pali Coast State Park (in Wainiha), Na Aina Kai Botanical Gardens (in Kilauea) 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, take an in-depth tour of Kauai Museum, kick back and relax at Poipu Beach Park, and take in the dramatic natural features at Spouting Horn.

To find traveler tips, where to stay, and tourist information, read Lihue trip tool.

Fly from Honolulu to Lihue in 2.5 hours. In April, plan for daily highs up to 80°F, and evening lows to 70°F. Finish your sightseeing early on the 14th (Wed) to allow enough time to travel back home.

Things to do in Lihue

Parks · Outdoors · 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.