61 days in Hawaii Itinerary

Created using Inspirock Hawaii travel planner
Make it your trip
Fly
1
Honolulu, Oahu
— 12 nights
Fly
2
Koloa, Kauai
— 10 nights
Drive
3
Hanalei, Kauai
— 7 nights
Fly
4
Lahaina, Maui
— 11 nights
Fly
5
Hilo, Island of Hawaii
— 8 nights
Drive
6
Kailua-Kona, Island of Hawaii
— 11 nights
Fly

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Honolulu, Oahu — 12 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.
Step off the beaten path and head to Swim with Dolphins and Shark's Cove. Step out of the city life by going to Diamond Head State Monument and Kailua Beach Park. Explore Honolulu's surroundings by going to Horseback Riding Tours (in Waialua), Kailua (Lanikai Beach & Pillbox Hike) and Waimanalo Beach (in Waimanalo). And it doesn't end there: tour the pleasant surroundings at Koko Crater Railway Trail, admire the verdant scenery at Waimea Valley, stroll the grounds of USS Arizona Memorial, and enjoy the sand and surf at Laniakea Beach.

To find where to stay, ratings, maps, and more tourist information, read our Honolulu vacation maker.

Buenos Aires, Argentina to Honolulu is an approximately 24.5-hour flight. You'll gain 7 hours traveling from Buenos Aires to Honolulu due to the time zone difference. Plan for much warmer temperatures traveling from Buenos Aires in September, with highs in Honolulu at 36°C and lows at 28°C. Wrap up your sightseeing on the 13th (Wed) to allow time to fly to Koloa.
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Find places to stay Sep 1 — 13:

Koloa, Kauai — 10 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Step out of the city life by going to Poipu Beach Park and Kauai Safaris. Your itinerary includes some good beach time at Shipwreck Beach and Kiahuna Beach. You'll find plenty of places to visit near Koloa: Kapaa (Kauai Path, Sleeping Giant Trail, &more), Waimea (Canyon Trail & Waimea Canyon State Park) and Scuba & Snorkeling (in Kekaha). There's still lots to do: tour the pleasant surroundings at Maha'ulepu Heritage Trail, sample the fine beverages at Koloa Rum Company, enjoy the sand and surf at Kalapaki Beach, and admire the sheer force of Wailua Falls.

Discover how to plan a Koloa trip in just a few steps with Inspirock's itinerary builder.

Traveling by flight from Honolulu to Koloa takes 2.5 hours. In September, daily temperatures in Koloa can reach 35°C, while at night they dip to 28°C. Finish your sightseeing early on the 23rd (Sat) so you can drive to Hanalei.
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Find places to stay Sep 13 — 23:

Hanalei, Kauai — 7 nights

Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Step off the beaten path and head to Na Pali Coast State Park and Hanalei Beach. Visit Ke'e Beach and Polihale State Park for some beach relaxation. Explore the numerous day-trip ideas around Hanalei: Lydgate Farms Kauai Chocolate (in Kapaa), Koke'e Mountains (in Waimea) and Koke`e State Park (in Kekaha). There's much more to do: trek along Kalalau Trail, admire the sheer force of Hanakapiai Falls, look for all kinds of wild species at Hanalei National Wildlife Refuge, and enjoy the sand and surf at Tunnels Beach.

For ratings, other places to visit, where to stay, and more tourist information, read our Hanalei trip tool.

Drive from Koloa to Hanalei in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 35°C in September, and nighttime lows around 28°C. Wrap up your sightseeing on the 30th (Sat) to allow time to fly to Lahaina.
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Find places to stay Sep 23 — 30:

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.
We've included these beaches for you: Napili Beach and Wailea Beach. You'll discover tucked-away gems like Zipline and Keawakapu Beach. Explore the numerous day-trip ideas around Lahaina: Ho'okipa Beach Park (in Paia), Story of Hawaii Museum (in Kahului) and Wailea (Wailea Beach Path, Maluaka Beach, &more). Spend the 6th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: identify plant and animal life at Honolua Bay, explore the activities along Lahaina Harbor, kick back and relax at D.T. Fleming Park, and stroll through Kapalua Beach.

To see traveler tips, photos, and other tourist information, use the Lahaina trip itinerary maker app.

Traveling by flight from Hanalei to Lahaina takes 2.5 hours. Expect a daytime high around 35°C in September, and nighttime lows around 27°C. Wrap up your sightseeing on the 11th (Wed) early enough to fly to Hilo.
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Find places to stay Sep 30 — Oct 11:

Hilo, Island of Hawaii — 8 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.
We've included these beaches for you: Punalu‘U Beach and Laupahoehoe Beach Park. Step out of the city life by going to Kilauea Iki Trailhead and Kīlauea. Get out of town with these interesting Hilo side-trips: Pahoa (Kapoho Tide Pools & Steam Vents), Hamakua Heritage Farm (in Laupahoehoe) and Hawaii Volcanoes National Park (Kipuka Puaulu (Bird Park) Trail, Thurston Lava Tube (Nahuku), &more). There's still lots to do: get a dose of the wild on a nature and wildlife tour, explore the different monuments and memorials at Alae Cemetery, enjoy the sand and surf at Richardson Beach Park, and identify plant and animal life at Hawaii Tropical Bioreserve and Garden.

To find maps, traveler tips, and tourist information, go to the Hilo sightseeing website.

Getting from Lahaina to Hilo by flight takes about 2.5 hours. In October, daytime highs in Hilo are 34°C, while nighttime lows are 24°C. Finish your sightseeing early on the 19th (Thu) so you can drive to Kailua-Kona.
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Find places to stay Oct 11 — 19:

Kailua-Kona, Island of Hawaii — 11 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.
Step out of the city life by going to Fishing Charters & Tours and Pu'uhonua O Honaunau National Historical Park. We've included these beaches for you: Hapuna Beach State Recreation Area and Papakōlea Green Sand Beach. Explore the numerous day-trip ideas around Kailua-Kona: Paradise Meadows Orchard & Bee Farm Home of Hawaii's Local Buzz (in Naalehu), Kealakekua Bay (in Captain Cook) and Kawaihae (Puukohola National Historic Park & Puukohola Heiau). Spend the 30th (Mon) exploring nature at Kaloko-Honokohau National Historical Park. And it doesn't end there: enjoy the sand and surf at Manini'owali Beach (Kua Bay), take a memorable drive along Saddle Road, admire the verdant scenery at Pololu Valley Lookout, and identify plant and animal life at Kona Cloud Forest Sanctuary.

To see ratings, where to stay, other places to visit, and other tourist information, refer to the Kailua-Kona trip maker website.

Getting from Hilo to Kailua-Kona by car takes about 2 hours. Other options: take a bus. Expect a daytime high around 35°C in October, and nighttime lows around 28°C. Finish your sightseeing early on the 30th (Mon) so you can fly back home.
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Find places to stay Oct 19 — 30:

Hawaii travel guide

4.4
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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Kauai travel guide

4.7
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.
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