60 days in Hawaii Itinerary

60 days in Hawaii Itinerary

Created using Inspirock Hawaii journey planner

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

— 13 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 Pu’u O Mahuka Heiau State Monument (in Pupukea), Polynesian Cultural Center (in Laie) and Kailua (Kailua Beach Park & Lanikai Beach). Next up on the itinerary: take in the pleasant sights at Diamond Head State Monument, contemplate the long history of USS Arizona Memorial, identify plant and animal life at Hanauma Bay Nature Preserve, and glide peacefully along the water with some of the best stand-up paddleboarding in the area.

Take the guesswork out of planning a Honolulu vacation by using our trip itinerary maker.

Las Vegas to Honolulu is an approximately 8-hour flight. You'll gain 2 hours traveling from Las Vegas to Honolulu due to the time zone difference. Expect somewhat warmer evenings in Honolulu when traveling from Las Vegas in May, with lows around 71°F. Cap off your sightseeing on the 9th (Wed) early enough to catch the flight to Lahaina.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Lahaina, Maui

— 11 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: Makawao (Maui Veterans Cemetery, Ho'omana Spa Maui, &more), Haleakala Crater (in Haleakala National Park) and Wailuku (Maui Tropical Plantation & Iao Valley). Spend the 10th (Thu) exploring the striking scenery along Hana Highway - Road to Hana. And it doesn't end there: discover the deep blue sea with a scuba or snorkeling tour, hit the best photo ops around with an inspiring photography tour, enjoy the sand and surf at Kapalua Beach, and take a memorable tour with Tours.

To find traveler tips, maps, other places to visit, and tourist information, read our Lahaina route builder tool.

Fly from Honolulu to Lahaina in 2.5 hours. In June in Lahaina, expect temperatures between 84°F during the day and 72°F at night. Wrap up your sightseeing on the 20th (Sun) early enough to fly to Kapaa.

Things to do in Lahaina

Outdoors · Parks · Beaches · Nature

Side Trips

Kapaa, Kauai

— 12 nights
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
You'll find plenty of places to visit near Kapaa: Poipu (Makawehi Bluff, Spouting Horn, &more), Waimea (Puu Hinahina Lookout & Waimea Canyon State Park) and Hanalei (Limahuli Garden and Preserve, Wai`oli Hui`ia Church, &more). There's lots more to do: get interesting insight from Tours, take in nature's colorful creations at Na Aina Kai Botanical Gardens, take an unforgettable tour with a helicopter tour, and capture your vacation like a pro with an inspiring photography tour.

To find where to stay, ratings, photos, and tourist information, read Kapaa travel route planner.

Traveling by flight from Lahaina to Kapaa takes 2.5 hours. In June in Kapaa, expect temperatures between 83°F during the day and 73°F at night. Wrap up your sightseeing on the 2nd (Fri) early enough to fly to Kailua-Kona.

Things to do in Kapaa

Parks · Outdoors · Nature · Beaches

Side Trips

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.
Get out of town with these interesting Kailua-Kona side-trips: Mauna Loa Scenic Drive (in Hawaii Volcanoes National Park), Papakōlea Green Sand Beach (in Naalehu) and Kula Kai Caverns (in Ocean View). Next up on the itinerary: fulfill a lifelong dream with a swim-with-the-dolphins experience, enjoy the sand and surf at Hapuna Beach State Recreation Area, explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, and steep yourself in history at Kohala Historical Sites State Monument.

To find more things to do, where to stay, maps, and other tourist information, go to the Kailua-Kona travel route builder app.

Traveling by flight from Kapaa to Kailua-Kona takes 2.5 hours. In July in Kailua-Kona, expect temperatures between 86°F during the day and 76°F at night. Finish your sightseeing early on the 14th (Wed) to allow enough time to drive to Hilo.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

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.
Explore the numerous day-trip ideas around Hilo: Hawaii Volcanoes National Park (Thurston Lava Tube (Nahuku), Kilauea Iki Trailhead, &more), Honokaa (Waipiʻo Valley Lookout & Mauna Kea Tea) and Laupahoehoe Beach Park (in Laupahoehoe). Next up on the itinerary: take in the dramatic scenery at Akaka Falls State Park, engage your brain at Mokupapapa Discovery Center, look and learn at Imiloa Astronomy Center, and admire the natural beauty at Liliuokalani Gardens.

For where to stay, reviews, maps, and tourist information, go to the Hilo online day trip planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Expect slightly colder evenings in Hilo when traveling from Kailua-Kona in July, with lows around 71°F. Wrap up your sightseeing on the 25th (Sun) to allow time to fly back home.

Things to do in Hilo

Parks · Outdoors · Museums · Trails

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.