19 days in Hawaii Itinerary

19 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary builder
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1
Honolulu, Oahu
— 6 nights
Fly
2
Koloa, Kauai
— 3 nights
Fly
3
Lahaina, Maui
— 4 nights
Fly
4
Hilo, Island of Hawaii
— 2 nights
Drive
5
Kailua-Kona, Island of Hawaii
— 3 nights
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Honolulu, Oahu — 6 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Venture out of the city with trips to Haleiwa (Waimea Bay & Sunset Beach Park), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Kailua Beach Park (in Kailua). There's still lots to do: take in the pleasant sights at Diamond Head State Monument, step aboard Battleship Missouri Memorial, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, and appreciate the history behind USS Arizona Memorial.

To see maps, photos, and tourist information, go to the Honolulu visit site.

Dallas to Honolulu is an approximately 9-hour flight. Due to the time zone difference, you'll gain 4 hours traveling from Dallas to Honolulu. Traveling from Dallas in May, plan for a bit warmer nights in Honolulu, with lows around 71°F. Wrap up your sightseeing on the 25th (Wed) to allow time to fly to Koloa.
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Outdoors · Parks · Beaches · Tours
Side Trips

Koloa, Kauai — 3 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Explore the numerous day-trip ideas around Koloa: Boat Tours & Water Sports (in Kekaha), Limahuli Garden and Preserve (in Hanalei) and Waimea Canyon State Park (in Waimea). The adventure continues: tour the pleasant surroundings at Na Pali Coast State Park, take an unforgettable tour with a helicopter tour, play a few rounds at Poipu Bay Resort Golf Course, and examine the collection at Grove Farm Sugar Plantation Museum.

To find ratings, traveler tips, where to stay, and other tourist information, refer to the Koloa itinerary maker.

Getting from Honolulu to Koloa by flight takes about 2.5 hours. In May, daytime highs in Koloa are 82°F, while nighttime lows are 71°F. Finish your sightseeing early on the 28th (Sat) so you can fly to Lahaina.
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Parks · Outdoors · Nature · Tours
Side Trips

Lahaina, Maui — 4 nights

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.
Get out of town with these interesting Lahaina side-trips: Hale Ho'ike'ike at the Bailey House (in Wailuku) and Haleakala Crater (in Haleakala National Park). Spend the 29th (Sun) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: see some colorful creatures with a scuba or snorkeling tour, walk around Lahaina Banyan Court, pause for some photo ops at Lahaina Jodo Mission, and meet the residents at Maui Ocean Center.

For where to stay, more things to do, and other tourist information, go to the Lahaina travel app.

You can fly from Koloa to Lahaina in 2.5 hours. In May, plan for daily highs up to 81°F, and evening lows to 70°F. Wrap up your sightseeing on the 1st (Wed) early enough to fly to Hilo.
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Outdoors · Parks · Scenic Drive · Beaches
Side Trips

Hilo, Island of Hawaii — 2 nights

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.
On the 2nd (Thu), admire the sheer force of Rainbow Falls, then cruise along Devastation Trail, then hike along Kilauea Iki Trailhead, and finally stroll through Kipuka Puaulu (Bird Park) Trail. Keep things going the next day: take in nature's colorful creations at Hawaii Tropical Bioreserve and Garden, take in the dramatic scenery at Akaka Falls State Park, then browse the fresh offerings at Hilo Farmers Market, then get up close and personal with brilliant marine life at Mokupapapa Discovery Center, and finally admire the natural beauty at Liliuokalani Gardens.

To find ratings, more things to do, maps, and more tourist information, read our Hilo online holiday builder.

You can fly from Lahaina to Hilo in 2.5 hours. In June, daytime highs in Hilo are 83°F, while nighttime lows are 69°F. Finish your sightseeing early on the 3rd (Fri) so you can drive to Kailua-Kona.
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Parks · Outdoors · Trails · Wildlife
Side Trips

Kailua-Kona, Island of Hawaii — 3 nights

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.
Start off your visit on the 4th (Sat): explore the wealth of natural beauty at Puukohola National Historic Park, then tour the pleasant surroundings at Mauna Kea Beach, and then enjoy the sand and surf at Hapuna Beach State Recreation Area. Get ready for a full day of sightseeing on the 5th (Sun): explore the activities along Kealakekua Bay, enjoy the sand and surf at Kahaluu Beach, and then fulfill a lifelong dream with a swim-with-the-dolphins experience.

To find ratings, reviews, maps, and other tourist information, read Kailua-Kona online sightseeing planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. In June, plan for daily highs up to 85°F, and evening lows to 74°F. Wrap up your sightseeing on the 6th (Mon) to allow time to fly back home.
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Parks · Outdoors · Beaches · Nature
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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