8 days in Hawaii Itinerary

8 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Plan created by another user. Make it yours
Fly
1
Honolulu, Oahu
— 3 nights
Fly
2
Lahaina, Maui
— 4 nights
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Honolulu, Oahu

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.
Head to Ala Moana Center and Ko Hana Distillersfor plenty of shopping. We've included these beaches for you: Waikiki Beach and Sunset Beach Park. Take a break from Honolulu with a short trip to Kailua Beach Park in Kailua, about 32 minutes away. Next up on the itinerary: go for a walk through Diamond Head State Monument, make a trip to Battleship Missouri Memorial, revel in the low prices at Waikele Premium Outlets, and identify plant and animal life at Hanauma Bay Nature Preserve.

To find where to stay, more things to do, other places to visit, and more tourist information, use the Honolulu trip planning website.

Chicago to Honolulu is an approximately 12-hour flight. Due to the time zone difference, you'll gain 4 hours traveling from Chicago to Honolulu. Traveling from Chicago in June, you can expect nighttime temperatures to be a bit warmer in Honolulu, with lows of 74°F. Finish your sightseeing early on the 26th (Mon) so you can travel to Lahaina.

Things to do in Honolulu

Parks · Outdoors · Beaches · Shopping

Side Trips

4
nights
Lahaina, Maui

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.
Do your shopping at Glass Mango Designs and Lahaina Galleries. Your itinerary includes some good beach time at Ka'anapali Beach and Kapalua Beach. Go for a jaunt from Lahaina to Wailea to see Wailea Beach about 46 minutes away. Next up on the itinerary: enjoy the sand and surf at Napili Beach, take a memorable tour with Tours, walk around Lahaina Banyan Court, and observe the fascinating underwater world at Maui Ocean Center.

For other places to visit, where to stay, photos, and tourist information, read Lahaina trip planning tool.

Traveling by flight from Honolulu to Lahaina takes 3.5 hours. In June, daytime highs in Lahaina are 84°F, while nighttime lows are 72°F. Finish up your sightseeing early on the 30th (Fri) so you can travel back home.

Things to do in Lahaina

Parks · Outdoors · Beaches · Zoos & Aquariums

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.