10 days in Hawaii Itinerary

10 days in Hawaii Itinerary

Created using Inspirock United States visit planner

Plan created by another user. Make it yours
Fly
1
Kapaa
— 1 night
Fly
2
Molokai
— 1 day
Fly
3
Honolulu
— 2 nights
Fly
4
Lahaina
— 2 nights
Fly
5
Hilo
— 3 nights
Fly

S M T W T F S
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1
night
Kapaa

Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Start off your visit on the 3rd (Tue): trek along Kauai Path, then trek along Sleeping Giant Trail, and then relax and rejuvenate at some of the best spas. On the 4th (Wed), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at Kauai's Hindu Monastery, hike along Kuilau Ridge Trail, and then hit the best photo ops around with an inspiring photography tour.

For photos, maps, reviews, and other tourist information, you can read our Kapaa trip itinerary planning website.

Chicago to Kapaa is an approximately 13.5-hour flight. You can also fly. You'll gain 4 hours traveling from Chicago to Kapaa due to the time zone difference. Expect warmer temperatures when traveling from Chicago in November; daily highs in Kapaa reach 81°F and lows reach 71°F. Finish your sightseeing early on the 4th (Wed) so you can travel to Molokai.

Things to do in Kapaa

Trails · Parks · Outdoors · Tours

1
day
Molokai

The Friendly Isle

Start off your visit on the 5th (Thu): don't miss a visit to United States Postal Service and then look for gifts at Coffees of Hawaii Plantation Store.

To see ratings, traveler tips, maps, and more tourist information, read Molokai travel planning site.

Traveling by flight from Kapaa to Molokai takes 4.5 hours. Expect a daytime high around 81°F in November, and nighttime lows around 70°F. Wrap up your sightseeing by early afternoon on the 5th (Thu) to allow enough time to travel to Honolulu.

Things to do in Molokai

Shopping

2
nights
Honolulu

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 5th (Thu): browse the different shops at Windward Mall and then stop by Shirokiya Japan Village Walk.

To find ratings, where to stay, and other tourist information, use the Honolulu trip itinerary tool.

Traveling by flight from Molokai to Honolulu takes 2.5 hours. In November in Honolulu, expect temperatures between 84°F during the day and 72°F at night. Finish up your sightseeing early on the 7th (Sat) so you can travel to Lahaina.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trip

2
nights
Lahaina

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.
Kick off your visit on the 7th (Sat): learn about winemaking at Tamura's Fine Wine & Liquors, relax and rejuvenate at some of the top local wellness centers, then kick back and relax at Hanakao'o Beach Park, and finally pause for some serene contemplation at Maria Lanakila Catholic Church. Get ready for a full day of sightseeing on the 8th (Sun): view the masterpieces at Lahaina Printsellers, view the masterpieces at Village Galleries in Lahaina, stroll through Acid War Zone Trail, then stroll through Village Walking Trails, and finally kick back and relax at Honokeana Bay.

For reviews, photos, where to stay, and more tourist information, go to the Lahaina travel itinerary planner.

Fly from Honolulu to Lahaina in 3.5 hours. In November, daily temperatures in Lahaina can reach 81°F, while at night they dip to 71°F. Finish your sightseeing early on the 9th (Mon) to allow enough time to travel to Hilo.

Things to do in Lahaina

Parks · Outdoors · Beaches · Trails

Side Trips

3
nights
Hilo

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 shopping fun, head to Hilo Farmers Market or Volcano Art Center Gallery. Eschew the tourist crowds and head to Richardson Beach Park and Sulphur Banks. There's still lots to do: admire the natural beauty at Liliuokalani Gardens, stop by Hilo Coffee Mill, explore the different monuments and memorials at Alae Cemetery, and kick back and relax at Carlsmith Beach Park.

To see ratings, traveler tips, photos, and other tourist information, read our Hilo road trip planner.

You can fly from Lahaina to Hilo in 3.5 hours. November in Hilo sees daily highs of 82°F and lows of 68°F at night. Finish your sightseeing early on the 12th (Thu) to allow enough time to travel back home.

Things to do in Hilo

Parks · Outdoors · Beaches · Shopping

Side Trips

Hawaii travel guide

4.3
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.

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.

Maui travel guide

4.4
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.

Island of Hawaii travel guide

4.5
Swim with Dolphins · Scuba & Snorkeling · Beaches
The Big Island
Aptly nicknamed the "Big Island," the Island of Hawaii features sunny, black-sand beaches on the western side by Kona and a tropical rain forest on the eastern by Hilo. In between, the massive mountain Maunaloa covers half the island, and Kilauea, one of the world's most active volcanoes, erupts continuously. Twice as large as all the other Hawaiian Islands combined, this big chunk of land in the Pacific manages to retain a laid-back atmosphere despite its immense popularity with tourists. Instead of spending your entire vacation at one of the island's luxurious tourist resorts, go on tours of this Pacific haven's coffee and macadamia nut plantations and working ranches, or explore its nature reserves and rugged trails.