26 days in Hawaii Itinerary

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Fly
1
Lahaina, Maui
— 7 nights
Fly
2
Hilo, Island of Hawaii
— 3 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 4 nights
Fly
4
Princeville, Kauai
— 4 nights
Drive
5
Waimea, Kauai
— 3 nights
Fly
6
Honolulu, Oahu
— 3 nights
Fly

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Lahaina, Maui — 7 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.
Moana Glass by Ryan Staub and Baldwin Home Museum are good opportunities to explore the local culture. We've included these beaches for you: Kapalua Beach and Kamaole Beach Park II. Step out of Lahaina to go to Kihei and see Kamaole Beach Park III, which is approximately 44 minutes away. There's still lots to do: stroll through D.T. Fleming Park, hike along Kapalua Coastal Trail, identify plant and animal life at Wildlife Areas, and contemplate the waterfront views at Lahaina Harbor.

To find photos, ratings, maps, and more tourist information, read our Lahaina travel planner.

Atlanta to Lahaina is an approximately 14-hour flight. The time zone difference when traveling from Atlanta to Lahaina is minus 5 hours. Plan for somewhat warmer temperatures traveling from Atlanta in October, with highs in Lahaina at 84°F and lows at 73°F. Finish up your sightseeing early on the 4th (Fri) so you can catch the flight to Hilo.
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Find places to stay Oct 28 — Nov 4:

Hilo, Island of Hawaii — 3 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: Carlsmith Beach Park and Laupahoehoe Beach Park. Get outdoors at Liliuokalani Gardens and Scuba & Snorkeling. Explore the numerous day-trip ideas around Hilo: Akatsuka Orchid Gardens (in Volcano) and Hawaiian Vanilla Company (in Paauilo). Next up on the itinerary: see the interesting displays at Pacific Tsunami Museum and look for gifts at Hilo Coffee Mill.

To find more things to do, where to stay, maps, and tourist information, read our Hilo day trip planner.

Traveling by flight from Lahaina to Hilo takes 2.5 hours. November in Hilo sees daily highs of 82°F and lows of 68°F at night. Wrap up your sightseeing by early afternoon on the 7th (Mon) to allow time for the car ride to Kailua-Kona.
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Find places to stay Nov 4 — 7:

Kailua-Kona, Island of Hawaii — 4 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 off the beaten path and head to 49 Black Sand Beach and Shark Diving. Mokuaikaua Church and Puako Petroglyph Archaeological Preserve will appeal to history buffs. When in Kailua-Kona, make a side trip to see The Captain Cook Monument in Captain Cook, approximately Captain Cook away. And it doesn't end there: kick back and relax at Makalawena/Pu'u Ali'i, look for gifts at The Original Donkey Ball Store, take a stroll through Kailua Pier, and take an in-depth tour of Kona Coffee Living History Farm.

To see more things to do, reviews, photos, and more tourist information, read our Kailua-Kona trip itinerary planner.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. In November, daily temperatures in Kailua-Kona can reach 84°F, while at night they dip to 73°F. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow time for the flight to Princeville.
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Find places to stay Nov 7 — 11:

Princeville, Kauai — 4 nights

Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. Get in touch with nature at Pali Ke Kua Beach (Hideaway s Beach) and Hanalei Valley Lookout. Wai`oli Hui`ia Church and Waioli Mission House are good opportunities to explore the local culture. Spend the 15th (Tue) on the water with a fishing tour. There's lots more to do: stroll through Puu Poa Beach, look for gifts at Hanalei Farmer’s Market, explore the striking landscape at Turtle Cove, and play a few rounds at Princeville Makai Golf Club.

For maps, reviews, traveler tips, and more tourist information, refer to the Princeville sightseeing app.

Getting from Kailua-Kona to Princeville by flight takes about 2.5 hours. In November, daily temperatures in Princeville can reach 81°F, while at night they dip to 71°F. Finish your sightseeing early on the 15th (Tue) so you can drive to Waimea.
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Find places to stay Nov 11 — 15:

Waimea, Kauai — 3 nights

You'll discover tucked-away gems like Waipo’o Falls and Manawaiopuna Falls (Jurassic Park Falls). Escape the urban bustle at Na Pali Odyssey and Russian Fort Elizabeth State Historical Park.

To see other places to visit, traveler tips, and other tourist information, refer to the Waimea trip planner.

Getting from Princeville to Waimea by car takes about 1.5 hours. Other options: take a bus. In November, daytime highs in Waimea are 82°F, while nighttime lows are 69°F. Finish up your sightseeing early on the 18th (Fri) so you can catch the flight to Honolulu.
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Find places to stay Nov 15 — 18:

Honolulu, Oahu — 3 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.
Get some historical perspective at Saint Augustine by-the-Sea and Valley of the Temples. Escape the urban bustle at Kaimana Beach and Kahala Beach. There's still lots to do: get great views at Puu Ualakaa State Park, examine the collection at Epic Aloha, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and contemplate in the serene atmosphere at Saint Andrew's Cathedral.

Start your trip to Honolulu by creating a personalized itinerary on Klarna Trips.

Fly from Waimea to Honolulu in 2.5 hours. November in Honolulu sees daily highs of 84°F and lows of 72°F at night. Wrap up your sightseeing on the 21st (Mon) early enough to fly back home.
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Find places to stay Nov 18 — 21:

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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