14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

Created using Inspirock Hawaii route builder

This plan was created by another user. Make it your plan

Route & dates

Start: New York City
Bus + Fly:  14 h 45 min
1
Hilo, Island of Hawaii
— 2 nights
Drive:  1 h 45 min
2
Kailua-Kona, Island of Hawaii
— 2 nights
Bus + Fly:  4 h
3
Lahaina, Maui
— 4 nights
Fly:  3 h 15 min
4
Honolulu, Oahu
— 5 nights
Fly + Bus:  13 h 45 min
End: New York City

2
nights
Hilo, Island of Hawaii

Hilo ©
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: stroll through Devastation Trail, tour the pleasant surroundings at Kilauea Iki Trailhead, then admire the natural beauty at Liliuokalani Gardens, and finally admire the majestic nature at Akaka Falls State Park.

To find more things to do, where to stay, ratings, and tourist information, read our Hilo online trip builder.

New York City to Hilo is an approximately 15- hour combination of bus and flight. You can also fly; or do a combination of bus and flight. Due to the time zone difference, you'll gain 5 hours traveling from New York City to Hilo. In July, daily temperatures in Hilo can reach 85°F, while at night they dip to 71°F. Wrap up your sightseeing on the 9th (Thu) to allow time to drive to Kailua-Kona.

Things to do in Hilo

Parks Outdoors Trails

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

2
nights
Kailua-Kona, Island of Hawaii

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 10th (Fri): take an in-depth tour of Kona Coffee Living History Farm, then explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, then stroll through Kahaluu Beach, and finally fulfill a lifelong dream with a swim-with-the-dolphins experience. On the 11th (Sat), you'll have a packed day of sightseeing: enjoy the sand and surf at Mauna Kea Beach and then kick back and relax at Hapuna Beach State Recreation Area.

For maps, reviews, traveler tips, and other tourist information, read Kailua-Kona trip itinerary maker tool.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. In July in Kailua-Kona, expect temperatures between 86°F during the day and 76°F at night. Wrap up your sightseeing on the 11th (Sat) early enough to travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Kahaluu Beach, Mauna Kea Beach, Pu'uhonua O Honaunau National Historical Park, Kona Coffee Living History Farm, Hapuna Beach State Recreation Area
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area
Pu'uhonua O Honaunau National Historical Park ©
Pu'uhonua O Honaunau National Historical Park

4
nights
Lahaina, Maui

Lahaina ©
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.
Venture out of the city with trips to Maui Veterans Cemetery (in Makawao), Wailuku (Iao Valley & Native Intelligence) and Haleakala Crater (in Haleakala National Park). There's much more to do: see some colorful creatures with a scuba or snorkeling tour, enjoy the sand and surf at Ka'anapali Beach, observe the fascinating underwater world at Maui Ocean Center, and get interesting insight from Tours.

To find traveler tips, reviews, photos, and other tourist information, you can read our Lahaina tour itinerary planner.

Do a combination of bus and flight from Kailua-Kona to Lahaina in 4 hours. Alternatively, you can do a combination of taxi, flight, and bus; or do a combination of bus and flight. July in Lahaina sees daily highs of 86°F and lows of 73°F at night. Wrap up your sightseeing on the 15th (Wed) early enough to travel to Honolulu.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Wailuku, Pi'lanihale Heiau, Maui Veterans Cemetery, Kapalua Beach, Haleakala Crater
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Scuba & Snorkeling
Maui Ocean Center ©
Maui Ocean Center

5
nights
Honolulu, Oahu

Honolulu ©
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 Kailua Beach Park (in Kailua) and Haleiwa (Sunset Beach Park & Waimea Bay). There's still lots to do: enjoy the sand and surf at Waikiki Beach, discover the deep blue sea with a scuba or snorkeling tour, take in the pleasant sights at Diamond Head State Monument, and take in the dramatic scenery at Manoa Falls.

To see traveler tips, more things to do, and more tourist information, use the Honolulu planner.

Fly from Lahaina to Honolulu in 3.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. In July, daily temperatures in Honolulu can reach 88°F, while at night they dip to 75°F. Finish your sightseeing early on the 20th (Mon) so you can travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua Beach Park
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

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