17 days in Oahu & Maui Itinerary

17 days in Oahu & Maui Itinerary

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Route & dates

17 days in Oahu & Maui Itinerary

Start: San Jose
Fly:  21​h
1
Honolulu
— 7 nights
Fly:  4​h 30​min
2
Ka'anapali
— 7 nights
Drive + Fly:  21​h
End: San Jose


Learn more about your trip

7
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your day-by-day itinerary now includes Lanikai Pillboxes as well as Haiku Stairs. Get in touch with nature at Ko Olina Lagoons and Waikiki Beach. Eschew the tourist crowds and head to Makapuu Lighthouse Trail and Banzai Pipeline. Venture out of the city with trips to Ka'ena Point State Park (in Waianae), Haleiwa (Waimea Bay & Waimea Valley) and Turtle Bay Beach (in Kahuku). And it doesn't end there: kick back and relax at Kapiolani Regional Park, make a trip to North Shore, take a memorable drive along Makapu'u Point, and admire the majestic nature at Puu Ualakaa State Park.

To find photos, reviews, other places to visit, and tourist information, you can read our Honolulu online trip planner .

San Jose, Costa Rica to Honolulu is an approximately 17.5-hour flight. The time zone difference moving from Central Standard Time (CST) to Hawaii Standard Time (HST) is minus 4 hours. In January, plan for daily highs up to 80°F, and evening lows to 66°F. On the 13th (Sat), wrap the sightseeing up by early afternoon so you can travel to Ka'anapali.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Oahu, Haleiwa, Ko Olina Lagoons, Haiku Stairs, Turtle Bay Beach
Highlights from your plan
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail
Lanikai Pillboxes ©
Lanikai Pillboxes
Waikiki Beach ©
Waikiki Beach

7
nights
Ka'anapali

Ka'anapali ©
Perched at the western tip of Maui, the tourist hub of Ka'anapali offers a range of resorts and activities revolving around the beach.
Your day-by-day itinerary now includes Bamboo Forest, Road to Hana Tours, Twin Falls Maui, and other attractions you added. Step out of the city life by going to Kamaole Beach Park II and Haleakala Crater. Explore hidden gems such as Ho'okipa Beach Park and Kapalua Coastal Trail. Get out of town with these interesting Ka'anapali side-trips: Wailea (Little Beach, Makena Beach, & more).

For traveler tips, more things to do, where to stay, and other tourist information, read Ka'anapali trip planning tool .

Traveling by combination of flight and bus from Honolulu to Ka'anapali takes 3 hours. Alternatively, you can do a combination of flight and car. In January, daytime highs in Ka'anapali are 78°F, while nighttime lows are 67°F. You will leave for home on the 20th (Sat).

Things to do in Ka'anapali

Parks Outdoors Beaches

Side Trips

Maui, Lahaina, Wailea, Ho'okipa Beach Park, Road to Hana Tours
Highlights from your plan
Kapalua Coastal Trail ©
Kapalua Coastal Trail
Kamaole Beach Park II ©
Kamaole Beach Park II
Little Beach ©
Little Beach

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