16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii planner

Make it your trip
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Kailua-Kona
— 2 nights
Unknown
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Kahului
— 3 nights
Fly
3
Honolulu
— 2 nights
Unknown
4
Lihue
— 1 day
Fly
5
Honolulu
— 4 nights
Unknown
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Hilo
— 2 nights
Drive
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Kailua-Kona
— 1 night
Fly

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Kailua-Kona

— 2 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.
Twilight Volcano Tour has been added to your itinerary. On the 21st (Fri), take a tour by water with Boat Tours & Water Sports, indulge in some personalized pampering at some of the best spas, immerse yourself in nature at Kahalu'u Beach Park, then kick back and relax at Kahaluu Beach, and finally kick back and relax at White Sand Beach. Keep things going the next day: get a dose of the wild on Twilight Volcano Tour, tour the pleasant surroundings at Mauna Kea Beach, then kick back and relax at Waialea Beach, and finally enjoy the sand and surf at Makalawena/Pu'u Ali'i.

To find reviews, photos, and tourist information, read our Kailua-Kona road trip planning tool.

Newark to Kailua-Kona is an approximately 13-hour flight. The time zone difference when traveling from Newark to Kailua-Kona is minus 5 hours. Prepare for somewhat warmer weather when traveling from Newark in May: high temperatures in Kailua-Kona hover around 83°F and lows are around 73°F. Finish up your sightseeing early on the 22nd (Sat) so you can catch the flight to Kahului.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Tours

Side Trips

Kahului

— 3 nights
Kahului is a census-designated place (CDP) in Maui County, on the island of Maui, in the U.S. state of Hawaii. Your itinerary includes some good beach time at D.T. Fleming Park and HA Baldwin Beach Park. Step off the beaten path and head to Photography Tours and Honolua Bay. Take a break from Kahului with a short trip to Kapalua Plantation Course in Kapalua, about 44 minutes away. There's lots more to do: discover the deep blue sea with Shoreline Snuba, take a stroll around Maui Arts & Cultural Center, relax in the rural setting at O'o Farm, and take in nature's colorful creations at Maui Nui Botanical Gardens.

To find reviews, traveler tips, ratings, and more tourist information, read our Kahului itinerary maker app.

You can fly from Kailua-Kona to Kahului in 2.5 hours. Traveling from Kailua-Kona in May, Kahului is slightly colder at night with lows of 68°F. Finish up your sightseeing early on the 25th (Tue) so you can catch the flight to Honolulu.

Things to do in Kahului

Outdoors · Parks · Golf · Tours

Side Trips

Honolulu

— 2 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.
Kick off your visit on the 26th (Wed): contemplate the long history of Queen Emma Summer Palace, fulfill a lifelong dream with Dolphin Quest, head off the coast to Magic Island, then explore the different monuments and memorials at National Memorial Cemetery of the Pacific, and finally indulge in some culinary diversions at a local gastronomic tour.

To find photos, ratings, more things to do, and more tourist information, use the Honolulu trip maker website.

Getting from Kahului to Honolulu by flight takes about 2.5 hours. In May, plan for daily highs up to 84°F, and evening lows to 71°F. Finish up your sightseeing early on the 27th (Thu) so you can catch the flight to Lihue.

Things to do in Honolulu

Tours · Outdoors · Wildlife · Historic Sites

Side Trip

Lihue

— 1 day
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Start off your visit on the 27th (Thu): take in the dramatic scenery at Manawaiopuna Falls (Jurassic Park Falls), tour the pleasant surroundings at Na Pali Coast, immerse yourself in nature at Wailua River State Park, then stroll through Donkey Beach, and finally enjoy the sand and surf at Kealia Beach.

For photos, where to stay, other places to visit, and other tourist information, read our Lihue trip builder.

You can fly from Honolulu to Lihue in 2.5 hours. In May in Lihue, expect temperatures between 82°F during the day and 71°F at night. Wrap up your sightseeing on the 27th (Thu) to allow time to fly to Honolulu.

Things to do in Lihue

Parks · Beaches · Outdoors · Nature

Side Trips

Honolulu

— 4 nights

Big Pineapple

Dole Plantation has been added to your itinerary. Get outdoors at Kailua Beach Park and Ala Moana Beach Park. Relax by the water at Sunset Beach Park and Bellows Field Beach Park. Change things up with these side-trips from Honolulu: Haleiwa (Laniakea Beach & Waimea Valley). Explore Honolulu further: surround yourself with nature on a nature and wildlife tour, fulfill a lifelong dream with a swim-with-the-dolphins experience, enjoy the sand and surf at Kapiolani Regional Park, and stroll through Kuhio Beach.

To see other places to visit, ratings, more things to do, and more tourist information, read our Honolulu trip planner.

Fly from Lihue to Honolulu in 2.5 hours. Wrap up your sightseeing by early afternoon on the 31st (Mon) to allow time for the flight to Hilo.

Things to do in Honolulu

Outdoors · Parks · Beaches · Tours

Side Trips

Hilo

— 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.
Here are some ideas for day two: head off the coast to Coconut Island, stroll through Richardson Beach Park, enjoy the sand and surf at Carlsmith Beach Park, take in nature's colorful creations at Liliuokalani Gardens, then kick back and relax at Reeds Bay Beach Park, and finally Head underground at Kaumana Caves Park.

For more things to do, where to stay, traveler tips, and more tourist information, go to the Hilo trip itinerary planner.

You can fly from Honolulu to Hilo in 2.5 hours. In May in Hilo, expect temperatures between 82°F during the day and 67°F at night. Finish up your sightseeing early on the 2nd (Wed) so you can go by car to Kailua-Kona.

Things to do in Hilo

Outdoors · Parks · Nature · Beaches

Side Trips

Kailua-Kona

— 1 night

Heart of the Kona Coast

Your day by day itinerary now includes Twilight Volcano Tour. On the 3rd (Thu), tour the pleasant surroundings at Mahai'ula Beach, relax in the rural setting at Hula Daddy Kona Coffee, surround yourself with nature on Twilight Volcano Tour, then look for all kinds of wild species at Kanaloa Octopus Farm, and finally look for gifts at Mrs. Barry's Kona Cookies.

To find traveler tips, reviews, ratings, and tourist information, read Kailua-Kona trip planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. Finish your sightseeing early on the 3rd (Thu) to allow enough time to fly back home.

Things to do in Kailua-Kona

Outdoors · Wildlife · Tours · Parks

Side Trip

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.

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.

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.