60 days in Hawaii Itinerary

60 days in Hawaii Itinerary

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Route & dates

60 days in Hawaii Itinerary

Start: Las Vegas
Fly:  9​h
1
Honolulu, Oahu
— 14 nights
Fly:  3​h
2
Waimea, Kauai
— 7 nights
Fly + bus:  4​h
3
Lahaina, Maui
— 12 nights
Travel:  2​h 45​min
4
Lanai City, Lanai
— 5 nights
Travel:  5​h 30​min
5
Kailua-Kona, Island of Hawaii
— 11 nights
Drive:  1​h 45​min
6
Hilo, Island of Hawaii
— 10 nights
Fly:  10​h
End: Las Vegas

14
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
You'll find plenty of places to visit near Honolulu: Haleiwa (Sunset Beach Park, Waimea Bay, & more), Kailua (Kailua Beach Park & Lanikai Beach) and Pu’u O Mahuka Heiau State Monument (in Pupukea). And it doesn't end there: stroll the grounds of USS Arizona Memorial, steep yourself in history at Battleship Missouri Memorial, identify plant and animal life at Hanauma Bay Nature Preserve, and take in the dramatic scenery at Manoa Falls.

For maps, reviews, more things to do, and more tourist information, go to the Honolulu trip maker .

Las Vegas to Honolulu is an approximately 9-hour flight. The time zone difference moving from Pacific Standard Time (PST) to Hawaii Standard Time (HST) is minus 2 hours. Plan for somewhat warmer nights when traveling from Las Vegas in October since evenings lows in Honolulu dip to 74°F. Finish your sightseeing early on the 30th (Wed) so you can travel to Waimea.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Oahu, Kailua, Laie, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

7
nights
Waimea, Kauai

Waimea ©
Change things up with these side-trips from Waimea: Poipu (Spouting Horn & Poipu Beach Park), Hapuna Beach State Recreation Area (in Puako) and Helicopter Tours (in Lihue).

To find maps, ratings, traveler tips, and other tourist information, use the Waimea trip builder app .

Fly from Honolulu to Waimea in 3 hours. In October in Waimea, expect temperatures between 85°F during the day and 72°F at night. Finish up your sightseeing early on the 6th (Wed) so you can travel to Lahaina.

Things to do in Waimea

Parks Outdoors Beaches

Side Trips

Kapaa, Hanalei, Kauai, Poipu, Swinging Bridge
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park

12
nights
Lahaina, Maui

Lahaina ©
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 Hui No‘eau Visual Arts Center (in Makawao), Haleakala Crater (in Haleakala National Park) and Ho'okipa Beach Park (in Paia). There's lots more to do: take a memorable drive along Hana Highway - Road to Hana, experience rural life at Punakea Palms Coconut Farm, admire the majestic nature at Iao Valley, and enjoy the sand and surf at Wailea Beach.

For traveler tips, ratings, and tourist information, read our Lahaina route maker site .

Traveling by combination of flight and bus from Waimea to Lahaina takes 4 hours. Alternatively, you can fly. In November, plan for daily highs up to 81°F, and evening lows to 71°F. Finish up your sightseeing early on the 18th (Mon) so you can travel to Lanai City.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailea, Kihei, Kapalua, Wailuku, Maui
Highlights from your plan
Punakea Palms Coconut Farm ©
Punakea Palms Coconut Farm
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Ka'anapali Beach ©
Ka'anapali Beach

5
nights
Lanai City, Lanai

Lanai City ©
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Lanai City is known for wildlife, museums, adventure, beaches, and historic sites. Your plan includes some of its best attractions: view the masterpieces at Mike Carroll Gallery, stop by The Local Gentry, look for all kinds of wild species at Lanai Cat Sanctuary, and relax and rejuvenate at some of the best spas.

To see other places to visit, more things to do, photos, and more tourist information, read our Lanai City trip planner .

Use the Route module to find suitable travel options from Lahaina to Lanai City. Traveling from Lahaina in November, expect a bit cooler with lows of 66°F in Lanai City. Wrap up your sightseeing on the 23rd (Sat) early enough to travel to Kailua-Kona.

Things to do in Lanai City

Outdoors Parks Museums

Side Trip

Lanai
Highlights from your plan
Mike Carroll Gallery ©
Mike Carroll Gallery
Lanai Cat Sanctuary ©
Lanai Cat Sanctuary
The Local Gentry ©
The Local Gentry

11
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
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.
Change things up with these side-trips from Kailua-Kona: Pu'uhonua O Honaunau National Historical Park (in Honaunau), Hawaii Cigar & Ukulele (in Hawi) and Puukohola National Historic Park (in Kawaihae). There's still lots to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, take a memorable drive along Mauna Loa Scenic Drive, explore the fascinating underground world of Kula Kai Caverns, and play a few rounds at Mauna Lani Resort .

To find where to stay, maps, and more tourist information, read Kailua-Kona online trip itinerary planner .

Explore your travel options from Lanai City to Kailua-Kona with the Route module. Traveling from Lanai City in November, Kailua-Kona is a bit warmer at night with lows of 73°F. Wrap up your sightseeing on the 4th (Wed) to allow time to drive to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Island of Hawaii, Captain Cook, Waikoloa, Holualoa, Mauna Lani Resort
Highlights from your plan
Kula Kai Caverns ©
Kula Kai Caverns
Swim with Dolphins
Mauna Kea ©
Mauna Kea

10
nights
Hilo, Island of Hawaii

Hilo ©
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: Volcano (Akatsuka Orchid Gardens & Jagger Museum), Laupahoehoe Beach Park (in Laupahoehoe) and Hawaii Volcanoes National Park (Volcano Art Center Gallery, Sulphur Banks, & more). Next up on the itinerary: admire the sheer force of Akaka Falls State Park, pick up some local products at Hilo Farmers Market, admire the natural beauty at Liliuokalani Gardens, and take in the pleasant sights at Hawaii Tropical Botanical Garden.

To find where to stay, other places to visit, traveler tips, and other tourist information, you can read our Hilo trip planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in December, expect a bit cooler with lows of 65°F in Hilo. You will have some time to spend on the 14th (Sat) before leaving for home.

Things to do in Hilo

Parks Outdoors Trails

Side Trips

Hawaii Volcanoes National Park, Volcano, Papaikou, Waipiʻo Valley Lookout, Laupahoehoe Beach Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Liliuokalani Gardens ©
Liliuokalani Gardens
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

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