14 days in Oahu, Kauai & Maui Itinerary

14 days in Oahu, Kauai & Maui Itinerary

Created using Inspirock Hawaii trip itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Honolulu
— 5 nights
2
Poipu
— 2 nights
3
Haleakala National Park
— 2 nights
4
Lahaina
— 4 nights

5
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.
Take a break from the city and head to Diamond Head State Monument and Hanauma Bay Nature Preserve. We've included these beaches for you: Waikiki Beach and Kailua Beach Park. Explore Honolulu's surroundings by going to Sunset Beach Park (in Haleiwa) and Pupukea (Pu’u O Mahuka Heiau State Monument, Ehukai Beach Park, &more). The adventure continues: explore the different monuments and memorials at USS Arizona Memorial, pause for some photo ops at USS Utah Memorial, enjoy the sand and surf at Kapiolani Regional Park, and identify plant and animal life at Wildlife Areas.

To find other places to visit, where to stay, traveler tips, and tourist information, you can read our Honolulu road trip planner.

Dallas to Honolulu is an approximately 10.5-hour flight. Due to the time zone difference, you'll gain 4 hours traveling from Dallas to Honolulu. In December, Honolulu is much warmer than Dallas - with highs of 82°F and lows of 69°F. Finish your sightseeing early on the 26th (Sat) so you can travel to Poipu.

Things to do in Honolulu

Parks · Outdoors · Beaches

Side Trips

Pupukea, Pele's Chair, Kailua Beach Park, Sunset Beach Park
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
Kailua Beach Park ©
Kailua Beach Park

2
nights
Poipu

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. On the 27th (Sun), enjoy the sand and surf at Polihale State Park, explore the stunning scenery at Waimea Canyon State Park, and then enjoy the sand and surf at Salt Pond Beach Park. Get ready for a full day of sightseeing on the next day: see some colorful creatures with a scuba or snorkeling tour, explore the striking landscape at Spouting Horn, and then tour the pleasant surroundings at Poipu Beach Park.

For traveler tips, other places to visit, ratings, and other tourist information, use the Poipu tour itinerary planning tool.

Traveling by flight from Honolulu to Poipu takes 3 hours. In December in Poipu, expect temperatures between 79°F during the day and 67°F at night. Wrap up your sightseeing on the 28th (Mon) early enough to travel to Haleakala National Park.

Things to do in Poipu

Outdoors · Parks · Beaches

Side Trips

Waimea, Scuba & Snorkeling, Salt Pond Beach Park
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Scuba & Snorkeling

2
nights
Haleakala National Park

Haleakala National Park ©
Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
Kick off your visit on the 29th (Tue): explore the striking landscape at Haleakala Crater, then don't miss a visit to Charles Lindbergh's Grave, and then explore by horseback at Pipiwai Trail. Keep things going the next day: cruise along Hana Highway - Road to Hana.

For maps, more things to do, other places to visit, and tourist information, read our Haleakala National Park planner.

Getting from Poipu to Haleakala National Park by flight takes about 3.5 hours. December in Haleakala National Park sees daily highs of 82°F and lows of 66°F at night. Finish up your sightseeing early on the 30th (Wed) so you can catch the bus to Lahaina.

Things to do in Haleakala National Park

Outdoors · Scenic Drive · Parks

Side Trips

Hana Highway - Road to Hana, Charles Lindbergh's Grave
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Charles Lindbergh's Grave ©
Charles Lindbergh's Grave

4
nights
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.
Your itinerary includes some good beach time at Ka'anapali Beach and Wailea Beach. Get in touch with nature at Scuba & Snorkeling and Iao Valley. Go for a jaunt from Lahaina to Wailea to see Maluaka Beach about 52 minutes away. The adventure continues: enjoy the sand and surf at Napili Beach, get a taste of the local shopping with Maui Hands, look for gifts at Sand People, and stroll around Lahaina Banyan Court.

To find more things to do, photos, and other tourist information, use the Lahaina day trip planner.

Getting from Haleakala National Park to Lahaina by bus takes about 2 hours. Expect a daytime high around 78°F in December, and nighttime lows around 68°F. Finish up your sightseeing early on the 3rd (Sun) so you can travel back home.

Things to do in Lahaina

Parks · Outdoors · Beaches

Side Trips

Wailea, Iao Valley
Highlights from your plan
Scuba & Snorkeling
Ka'anapali Beach ©
Ka'anapali Beach
Wailea Beach ©
Wailea Beach

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