60 days in Hawaii Itinerary

Created using Inspirock Hawaii attractions planner
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Kihei, Maui
— 10 nights
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Honolulu, Oahu
— 17 nights
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Lihue, Kauai
— 8 nights
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Kailua-Kona, Island of Hawaii
— 14 nights
Drive
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Hilo, Island of Hawaii
— 10 nights
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Kihei, Maui — 10 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.
Eschew the tourist crowds and head to Ho'okipa Beach Park and Pipiwai Trail. Deepen your sense of the past at sights like Hale Pa'i Printing Museum and Mantokuji Temple Mission of Paia. You'll find plenty of places to visit near Kihei: Lahaina (Kapalua Coastal Trail, Napili Beach, &more), Pools at Ohe'o (in Haleakala National Park) and Kapalua (Kapalua Beach & D.T. Fleming Park). There's lots more to do: stroll through Keawakapu Beach, kick back and relax at Makena Beach, work some fitness into your day at Wailea Beach Path, and identify plant and animal life at Honolua Bay.

To find ratings, other places to visit, traveler tips, and other tourist information, read our Kihei trip planner.

New Orleans to Kihei is an approximately 13.5-hour flight. Traveling from New Orleans to Kihei, you'll gain 4 hours due to the time zone difference. When traveling from New Orleans in October, plan for much hotter days and about the same nights in Kihei: temperatures range from 88°F by day to 70°F at night. Cap off your sightseeing on the 2nd (Wed) early enough to catch the flight to Honolulu.
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Parks · Outdoors · Beaches · Wildlife
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Honolulu, Oahu — 17 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.
Visit Makapuu Lighthouse Trail and National Memorial Cemetery of the Pacific for their historical value. Your cultural itinerary includes sights like USS Bowfin Submarine Museum & Park and Pearl Harbor Aviation Museum. You'll find plenty of places to visit near Honolulu: Kailua (Kailua Beach Park, Pillbox Hike, &more), Kaneohe (Byodo-In Temple & Tropical Farms (The Macadamia Nut Farm Outlet)) and Waianae (Aki's Beach, Swim with Dolphins, &more). There's lots more to do: kick back and relax at Waimanalo Beach, work some fitness into your day at Ala Moana Beach Park, tour the pleasant surroundings at Shark's Cove, and trek along Koko Crater Railway Trail.

To find photos, where to stay, reviews, and more tourist information, go to the Honolulu trip planning tool.

You can fly from Kihei to Honolulu in 2.5 hours. Expect a daytime high around 84°F in November, and nighttime lows around 72°F. Cap off your sightseeing on the 19th (Sat) early enough to catch the flight to Lihue.
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Parks · Outdoors · Beaches · Museums
Side Trips

Lihue, Kauai — 8 nights

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. You'll get in some beach time at Kalapaki Beach and Tunnels Beach. Kalalau Lookout and Kauai Museum are good opportunities to explore the local culture. Venture out of the city with trips to Salt Pond Beach Park (in Hanapepe), Na Pali Coast State Park (in Wainiha) and Hanalei (Limahuli Garden and Preserve & Hanalei Beach). There's much more to do: take in the dramatic scenery at Wailua Falls, trek along Maha'ulepu Heritage Trail, tour the pleasant surroundings at Kauai Path, and immerse yourself in nature at Polihale State Park.

Make your Lihue itinerary with Inspirock to find out what to see and where to go.

Getting from Honolulu to Lihue by flight takes about 2.5 hours. Expect a daytime high around 81°F in November, and nighttime lows around 71°F. Wrap up your sightseeing on the 27th (Sun) to allow time to fly to Kailua-Kona.
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Parks · Outdoors · Beaches · Nature
Side Trips

Kailua-Kona, Island of Hawaii — 14 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.
You'll explore the less-touristy side of things at Saddle Road and Queen's Bath. Satisfy your inner culture vulture at Pu'uhonua O Honaunau National Historical Park and Waipio Valley. Explore the numerous day-trip ideas around Kailua-Kona: Papakōlea Green Sand Beach (in Naalehu), Kapaau (Keokea Beach Park & Kapa’a Beach Park) and Spinzone Laundry (in Ocean View). And it doesn't end there: identify plant and animal life at Kanaloa Octopus Farm, stroll through Manini'owali Beach (Kua Bay), explore the striking landscape of Kaloko-Honokohau National Historical Park, and kick back and relax at Magic Sands.

To see traveler tips, where to stay, more things to do, and other tourist information, go to the Kailua-Kona travel itinerary planner.

Traveling by flight from Lihue to Kailua-Kona takes 2.5 hours. November in Kailua-Kona sees daily highs of 84°F and lows of 73°F at night. Cap off your sightseeing on the 11th (Sun) early enough to go by car to Hilo.
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Parks · Outdoors · Nature · Beaches
Side Trips

Hilo, Island of Hawaii — 10 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.
You'll get in some beach time at Punalu‘U Beach and Reeds Bay Beach Park. Eschew the tourist crowds and head to Rainbow Falls and Liliuokalani Gardens. Change things up with these side-trips from Hilo: Hawaii Volcanoes National Park (Thurston Lava Tube (Nahuku), Kilauea Iki Trailhead, &more), Volcano (Volcano Winery, Akatsuka Orchid Gardens, &more) and Pahoa (Steam Vents & Kapoho Tide Pools). There's still lots to do: kick back and relax at Richardson Beach Park, take a memorable drive along Ka Lae, tour the pleasant surroundings at Keaukaha Beach Park, and admire the natural beauty at Hawaiian Vanilla Company.

For traveler tips, maps, more things to do, and tourist information, use the Hilo trip itinerary planner.

Traveling by car from Kailua-Kona to Hilo takes 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. Finish your sightseeing early on the 21st (Wed) so you can fly back home.
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Parks · Nature · Outdoors · Beaches
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.
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