18 days in Hawaii Itinerary

18 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary maker

Make it your trip
Fly
1
Lahaina, Maui
— 5 nights
Fly
2
Hilo, Island of Hawaii
— 2 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 1 night
Fly
4
Poipu, Kauai
— 2 nights
Fly
5
Honolulu, Oahu
— 7 nights
Fly

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Lahaina, Maui

— 5 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.
Change things up with these side-trips from Lahaina: Makawao (Maui Pineapple Tours & Maui Veterans Cemetery), Haleakala Crater (in Haleakala National Park) and Wailuku (Hale Ho'ike'ike at the Bailey House & Iao Valley). Spend the 5th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. Next up on the itinerary: discover the deep blue sea with a scuba or snorkeling tour, get up close and personal with brilliant marine life at Maui Ocean Center, get outside with Outdoor Activities, and get engrossed in the history at Baldwin Home Museum.

To see where to stay, maps, and more tourist information, you can read our Lahaina online travel route planner.

New York City to Lahaina is an approximately 12.5-hour flight. The time zone changes from Eastern Standard Time to Hawaii-Aleutian Standard Time, which is usually a -5 hour difference. Expect much hotter temperatures when traveling from New York City in December; daily highs in Lahaina reach 78°F and lows reach 68°F. Finish up your sightseeing early on the 8th (Tue) so you can catch the flight to Hilo.

Things to do in Lahaina

Outdoors · Parks · Tours · Scenic Drive

Side Trips

Hilo, Island of Hawaii

— 2 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.
On the 9th (Wed), stroll the grounds of Alae Cemetery, take a memorable drive along Devastation Trail, then hike along Kilauea Iki Trailhead, and finally tour the pleasant surroundings at Sulphur Banks. Keep things going the next day: admire the sheer force of Rainbow Falls, learn the secrets of production at Hawaiian Crown Plantation & Chocolate Factory, then take in nature's colorful creations at Liliuokalani Gardens, then browse the fresh offerings at Hilo Farmers Market, and finally admire the majestic nature at Akaka Falls State Park.

To see other places to visit, more things to do, and more tourist information, you can read our Hilo driving holiday planning website.

Traveling by flight from Lahaina to Hilo takes 2.5 hours. Expect a daytime high around 80°F in December, and nighttime lows around 65°F. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trip

Kailua-Kona, Island of Hawaii

— 1 night

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.
Kick off your visit on the 11th (Fri): experience rural life at Heavenly Hawaiian Kona Coffee Farm, then get close to the beloved marine mammals with a swim-with-the-dolphins experience, and then whizz through the canopy at Hawaii Forest and Trail.

To see traveler tips, reviews, more things to do, and other tourist information, read our Kailua-Kona day trip planning site.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 82°F in December, and nighttime lows around 70°F. Wrap up your sightseeing on the 11th (Fri) to allow time to fly to Poipu.

Things to do in Kailua-Kona

Wildlife · Outdoors · Tours · Adventure

Side Trip

Poipu, Kauai

— 2 nights
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. state of Hawaii. On the 12th (Sat), kick your exploration up a notch at Koloa Zipline, then take in breathtaking views at Waimea Canyon State Park, and then take a tour by water with Liko Kauai Cruises. On the 13th (Sun), you'll have a packed day of sightseeing: stroll around Poipu Beach Park, then see the world from above with a helicopter tour, and then see Kipu Ranch Adventures.

To see traveler tips, more things to do, maps, and tourist information, refer to the Poipu online tour itinerary planner.

Getting from Kailua-Kona to Poipu by flight takes about 2.5 hours. In December, daily temperatures in Poipu can reach 79°F, while at night they dip to 67°F. Wrap up your sightseeing on the 13th (Sun) to allow time to fly to Honolulu.

Things to do in Poipu

Outdoors · Tours · Parks · Beaches

Side Trips

Honolulu, Oahu

— 7 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.
You'll find plenty of places to visit near Honolulu: Kailua Beach Park (in Kailua), Pupukea (Pu’u O Mahuka Heiau State Monument & Ehukai Beach Park) and Haleiwa (Waimea Bay & Sunset Beach Park). Next up on the itinerary: explore the different monuments and memorials at USS Arizona Memorial, contemplate the waterfront views at Hanauma Bay Nature Preserve, browse the different shops at Ala Moana Center, and head outdoors with Outdoor Activities.

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

You can fly from Poipu to Honolulu in 2.5 hours. In December, daytime highs in Honolulu are 82°F, while nighttime lows are 69°F. Wrap up your sightseeing on the 20th (Sun) to allow time to fly back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

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.

Kauai travel guide

4.5
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.