11 days in Hawaii Itinerary

11 days in Hawaii Itinerary

Created using Inspirock Hawaii holiday planner

Make it your trip
Fly
1
Honolulu, Oahu
— 3 nights
Fly
2
Wailea, Maui
— 2 nights
Drive
3
Lahaina, Maui
— 2 nights
Fly
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly

S M T W T F S
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Honolulu, Oahu

— 3 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.
Kids will appreciate attractions like USS Arizona Memorial and Waikiki Beach. Take a break from Honolulu with a short trip to Kailua Beach Park in Kailua, about 32 minutes away. There's much more to do: go for a walk through Diamond Head State Monument, ponder the world of politics at Washington Place, admire all the interesting features of Makapu'u Point, and explore the activities along Hanauma Bay Nature Preserve.

To find reviews, where to stay, traveler tips, and other tourist information, read our Honolulu trip planner.

Nashville to Honolulu is an approximately 12-hour flight. The time zone changes from Central Standard Time to Hawaii-Aleutian Standard Time, which is usually a -4 hour difference. Expect a bit warmer weather when traveling from Nashville in October: highs in Honolulu hover around 87°F, while lows dip to 74°F. Wrap up your sightseeing on the 10th (Sun) early enough to fly to Wailea.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Wailea, Maui

— 2 nights
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. On the 11th (Mon), stroll through Maluaka Beach, then kick back and relax at Makena Beach, and then tour the pleasant surroundings at Little Beach. Here are some ideas for day two: stroll through Wailea Beach, then relax and rejuvenate at some of the best spas, and then kick back and relax at Ulua Beach.

To see maps, more things to do, reviews, and other tourist information, go to the Wailea trip itinerary maker site.

Traveling by flight from Honolulu to Wailea takes 2.5 hours. In October in Wailea, expect temperatures between 88°F during the day and 70°F at night. Finish your sightseeing early on the 12th (Tue) so you can drive to Lahaina.

Things to do in Wailea

Parks · Beaches · Outdoors · Spas

Lahaina, Maui

— 2 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.
On the 13th (Wed), explore and take pictures at Hana Highway - Road to Hana. Here are some ideas for day two: stroll through Baby Beach and then meet the residents at Maui Ocean Center.

To find photos, other places to visit, ratings, and more tourist information, use the Lahaina trip maker app.

You can drive from Wailea to Lahaina in an hour. Another option is to take a bus. Expect a daytime high around 84°F in October, and nighttime lows around 73°F. Cap off your sightseeing on the 14th (Thu) early enough to catch the flight to Kailua-Kona.

Things to do in Lahaina

Outdoors · Scenic Drive · Parks · Zoos & Aquariums

Side Trips

Kailua-Kona, Island of Hawaii

— 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.
Kick off your visit on the 15th (Fri): take an in-depth tour of Kona Coffee Living History Farm, explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, then take an in-depth tour of H.N. Greenwell Store Museum, then fulfill a lifelong dream with a swim-with-the-dolphins experience, and finally contemplate in the serene atmosphere at Mokuaikaua Church. On the 16th (Sat), you'll have a packed day of sightseeing: kick back and relax at Mauna Kea Beach and then enjoy the sand and surf at Hapuna Beach State Recreation Area.

To see photos, other places to visit, reviews, and more tourist information, refer to the Kailua-Kona route app.

Getting from Lahaina to Kailua-Kona by flight takes about 2.5 hours. October in Kailua-Kona sees daily highs of 86°F and lows of 75°F at night. Wrap up your sightseeing on the 16th (Sat) to allow time to fly back home.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

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.