31 days in Hawaii Itinerary

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1
Honolulu, Oahu
— 8 nights
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2
Koloa, Kauai
— 4 nights
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3
Lahaina, Maui
— 8 nights
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4
Kailua-Kona, Island of Hawaii
— 4 nights
Drive
5
Hilo, Island of Hawaii
— 6 nights
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Honolulu, Oahu — 8 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 the numerous day-trip ideas around Honolulu: Kailua Beach Park (in Kailua), Haleiwa (Sunset Beach Park & Waimea Bay) and Pupukea (Ehukai Beach Park & Pu’u O Mahuka Heiau State Monument). There's still lots to do: stroll the grounds of USS Arizona Memorial, enjoy the sand and surf at Waikiki Beach, admire the sheer force of Manoa Falls, and identify plant and animal life at Hanauma Bay Nature Preserve.

To find reviews, traveler tips, more things to do, and more tourist information, use the Honolulu trip itinerary planner.

Dayton to Honolulu is an approximately 14-hour flight. The time zone difference when traveling from Dayton to Honolulu is minus 5 hours. Traveling from Dayton in December, things will get warmer in Honolulu: highs are around 82°F and lows about 69°F. Wrap up your sightseeing on the 9th (Fri) early enough to fly to Koloa.
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Koloa, Kauai — 4 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. You'll find plenty of places to visit near Koloa: Hanalei Beach (in Hanalei), Na Pali Coast State Park (in Wainiha) and Waimea Canyon State Park (in Waimea). The adventure continues: kick back and relax at Poipu Beach Park, look for all kinds of wild species at Kauai Safaris, take in the dramatic scenery at Opaekaa Falls, and tour the pleasant surroundings at Kalapaki Beach.

To see where to stay, ratings, maps, and tourist information, read Koloa travel itinerary planner.

You can fly from Honolulu to Koloa in 2.5 hours. December in Koloa sees daily highs of 79°F and lows of 67°F at night. Wrap up your sightseeing on the 13th (Tue) to allow time to fly to Lahaina.
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Lahaina, Maui — 8 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.
You'll find plenty of places to visit near Lahaina: Ho'omana Spa Maui (in Makawao), Wailuku (Hale Ho'ike'ike at the Bailey House & Iao Valley) and Maui Dharma Center (in Paia). Spend the 14th (Wed) 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, get impressive views of Haleakala Crater, stroll around Lahaina Banyan Court, and look for all kinds of wild species at Ahihi-Kinau Natural Area Reserve.

To find maps, reviews, and more tourist information, you can read our Lahaina road trip site.

You can fly from Koloa to Lahaina in 2.5 hours. Expect a daytime high around 78°F in December, and nighttime lows around 68°F. Cap off your sightseeing on the 21st (Wed) early enough to catch the flight to Kailua-Kona.
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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.
Venture out of the city with trips to Pu'uhonua O Honaunau National Historical Park (in Honaunau), Mauna Loa Scenic Drive (in Hawaii Volcanoes National Park) and Hapuna Beach State Recreation Area (in Puako). There's lots more to do: get interesting insight from Tours, look for all kinds of wild species at Kona Cloud Forest Sanctuary, explore the fascinating underground world of Kula Kai Caverns, and relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm & Konalani Coffee Bar.

To see more things to do, where to stay, and tourist information, you can read our Kailua-Kona road trip website.

Traveling by flight from Lahaina to Kailua-Kona takes 2.5 hours. Expect a daytime high around 82°F in December, and nighttime lows around 70°F. Wrap up your sightseeing on the 25th (Sun) early enough to drive to Hilo.
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Hilo, Island of Hawaii — 6 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.
Venture out of the city with trips to Hawaii Volcanoes National Park (Kipuka Puaulu (Bird Park) Trail, Nature & Wildlife Tours, &more) and Steam Vents (in Pahoa). Next up on the itinerary: take in nature's colorful creations at Liliuokalani Gardens, immerse yourself in nature at Akaka Falls State Park, take in the dramatic scenery at Rainbow Falls, and identify plant and animal life at Hawaii Tropical Bioreserve and Garden.

To find reviews, more things to do, and tourist information, use the Hilo travel planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in December, plan for slightly colder nights in Hilo, with lows around 65°F. Finish your sightseeing early on the 31st (Sat) to allow enough time to fly back home.
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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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