16 days in Big Island, Maui & Oahu Itinerary

16 days in Big Island, Maui & Oahu Itinerary

Created using Inspirock Hawaii itinerary planner

Make it your trip
Fly
1
Kailua-Kona
— 1 night
Drive
2
Hawaii Volcanoes National Park
— 3 nights
Drive
3
Hilo
— 1 night
Fly
4
Lahaina
— 5 nights
Fly
5
Honolulu
— 4 nights
Fly

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Kailua-Kona

— 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.
Start off your visit on the 18th (Fri): get engrossed in the history at H.N. Greenwell Store Museum.

To see maps, reviews, more things to do, and tourist information, go to the Kailua-Kona trip itinerary site.

New York City to Kailua-Kona is an approximately 16.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST) is minus 5 hours. Expect much warmer temperatures when traveling from New York City in December; daily highs in Kailua-Kona reach 82°F and lows reach 70°F. Wrap up your sightseeing on the 19th (Sat) early enough to drive to Hawaii Volcanoes National Park.

Things to do in Kailua-Kona

Outdoors · Wildlife · Tours · Beaches

Side Trip

Hawaii Volcanoes National Park

— 3 nights
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
Step out of the city life by going to Kilauea Iki Trailhead and Pu'u Loa Petroglyphs. Eschew the tourist crowds and head to Holei Sea Arch and Crater Rim Drive. The adventure continues: trek along Sulphur Banks, explore and take pictures at Chain of Craters Rd, stroll through Kipuka Puaulu (Bird Park) Trail, and cruise along Devastation Trail.

Use Inspirock's suggestions to plan your Hawaii Volcanoes National Park trip and find the best activities and attractions for your vacation.

Traveling by car from Kailua-Kona to Hawaii Volcanoes National Park takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. Expect little chillier evenings in Hawaii Volcanoes National Park when traveling from Kailua-Kona in December, with lows around 65°F. Finish your sightseeing early on the 22nd (Tue) so you can drive to Hilo.

Things to do in Hawaii Volcanoes National Park

Outdoors · Parks · Trails · Scenic Drive

Side Trip

Hilo

— 1 night

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.
For more things to do, photos, reviews, and more tourist information, read Hilo vacation builder app.

You can drive from Hawaii Volcanoes National Park to Hilo in 1.5 hours. Another option is to do a combination of taxi and bus. In December, daytime highs in Hilo are 80°F, while nighttime lows are 65°F. Wrap up your sightseeing on the 23rd (Wed) to allow time to travel to Lahaina.

Things to do in Hilo

Outdoors · Wildlife · Tours · Parks

Lahaina

— 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.
You'll enjoy a bit of beach vacationing at Wailea Beach and Keawakapu Beach. Your inner history buff will appreciate McGregor Point Light and Wailuku Union Church. Get out of town with these interesting Lahaina side-trips: Kihei (Kamaole Beach Park I, Kamaole Beach Park III, &more) and Wailea (Scuba & Snorkeling, Wailea Beach Path, &more). Next up on the itinerary: take in the dramatic natural features at Nakalele Blowhole, identify plant and animal life at Honolua Bay, stroll through Baby Beach, and kick back and relax at Kahekili Beach Park.

To find more things to do, reviews, other places to visit, and more tourist information, you can read our Lahaina vacation planning site.

Getting from Hilo to Lahaina by flight takes about 3.5 hours. Other options: fly. December in Lahaina sees daily highs of 78°F and lows of 68°F at night. Wrap up your sightseeing on the 28th (Mon) to allow time to travel to Honolulu.

Things to do in Lahaina

Parks · Outdoors · Beaches · Wildlife

Side Trips

Honolulu

— 4 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 outdoors at Koko Crater Railway Trail and Dolphin Quest. Your cultural itinerary includes sights like USS Arizona Memorial and Saint Augustine by-the-Sea. Change things up with these side-trips from Honolulu: Pupukea (Banzai Pipeline & Sharks Cove), Kailua (Lanikai Beach & Lanikai Pillboxes) and Turtle Bay Beach (in Kahuku). Next up on the itinerary: capture your vacation like a pro with an inspiring photography tour, appreciate the history behind King Kamehameha Statue, get a dose of the wild on a nature and wildlife tour, and stroll through Bellows Field Beach Park.

To see maps, photos, more things to do, and more tourist information, refer to the Honolulu trip itinerary planning website.

You can fly from Lahaina to Honolulu in 3.5 hours. Another option is to fly. In December, plan for daily highs up to 82°F, and evening lows to 69°F. Finish up your sightseeing early on the 1st (Fri) so you can travel back home.

Things to do in Honolulu

Outdoors · Parks · Beaches · Wildlife

Side Trips

Maui travel guide

4.5
Scuba & Snorkeling · Beaches · Luaus
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.

Oahu travel guide

4.3
Beaches · Cemeteries · Scuba & Snorkeling
The Gathering Place
A top cultural and vacation destination within the Hawaiian Islands, Oahu is home to over 85 percent of the state's population. Aptly nicknamed the "Gathering Place," the island is truly at the heart of Hawaii, featuring the busy city of Honolulu and its surrounding districts. Visitors to Oahu can enjoy all the modern conveniences of a large city, while remaining within walking distance of secluded beaches, picturesque parks, high mountain peaks, and quaint little towns. To experience the laid-back side of Hawaii, take a trip away from the tourist hotspot of Waikiki, the island's most crowded neighborhood.