18 days in Hawaii Itinerary

18 days in Hawaii Itinerary

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Route & dates

18 days in Hawaii Itinerary

Start: Orlando, Florida
Fly + Bus:  16 h
1
Kailua-Kona, Island of Hawaii
— 3 nights
Bus + Fly:  3 h 30 min
2
Lahaina, Maui
— 3 nights
Fly:  3 h 15 min
3
Honolulu, Oahu
— 9 nights
Fly:  2 h 45 min
4
Waimea, Kauai
— 1 night
Fly:  15 h 15 min
End: Orlando, Florida

3
nights
Kailua-Kona, Island of Hawaii

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.
Kids will enjoy Hapuna Beach State Recreation Area and Mauna Kea Beach. Visiting Scuba & Snorkeling and Kahaluu Beach will get you outdoors. When in Kailua-Kona, make a side trip to see Pu'uhonua O Honaunau National Historical Park in Honaunau, approximately 40 minutes away. There's more to do: see majestic marine mammals with a dolphin and whale watching tour and fulfill a lifelong dream with a swim-with-the-dolphins experience.

To see reviews, other places to visit, and more tourist information, read Kailua-Kona trip generator.

Orlando to Kailua-Kona is an approximately 16-hour flight. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. Traveling from Orlando in July, expect nights in Kailua-Kona to be about the same, around 75°F, while days are slightly colder, around 85°F. Cap off your sightseeing on the 27th (Thu) early enough to travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Tours Wildlife

Side Trips

Kahaluu Beach, Mauna Kea Beach, Hapuna Beach State Recreation Area, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area

3
nights
Lahaina, Maui

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.
We've included these beaches for you: Ka'anapali Beach and Wailea Beach. Bring the kids along to Napili Beach and Maui Tropical Plantation. There's lots more to do: tour the pleasant surroundings at Kapalua Beach, don't miss a visit to Lahaina Banyan Court, admire nature's wide array of creatures at Maui Ocean Center, and stop by Glass Mango.

To see photos, traveler tips, other places to visit, and other tourist information, you can read our Lahaina trip itinerary planner.

Traveling by combination of bus and flight from Kailua-Kona to Lahaina takes 3.5 hours. July in Lahaina sees daily highs of 84°F and lows of 72°F at night. Wrap up your sightseeing on the 30th (Sun) early enough to travel to Honolulu.

Things to do in Lahaina

Parks Beaches Outdoors

Side Trips

Wailuku, Kapalua Beach, Wailea Beach
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Wailea Beach ©
Wailea Beach
Kapalua Beach ©
Kapalua Beach

9
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Museum-lovers will get to explore Iolani Palace and U.S. Army Museum. Get some historical perspective at USS Arizona Memorial and Battleship Missouri Memorial. Get out of town with these interesting Honolulu side-trips: Polynesian Cultural Center (in Laie), Haleiwa (Sunset Beach Park, Waimea Bay, & more), Dole Plantation (in Wahiawa), Kailua (Lanikai Beach & Kailua Beach Park) and Turtle Bay Beach (in Kahuku). There's still lots to do: kick back and relax at Hanauma Bay Nature Preserve, see some colorful creatures with a scuba or snorkeling tour, see the interesting displays at USS Bowfin Submarine Museum & Park, and take in the dramatic scenery at Manoa Falls.

To see photos, ratings, more things to do, and more tourist information, you can read our Honolulu travel itinerary creator.

Getting from Lahaina to Honolulu by flight takes about 3.5 hours. In July in Honolulu, expect temperatures between 87°F during the day and 75°F at night. Finish your sightseeing early on the 8th (Tue) so you can travel to Waimea.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua, Turtle Bay Beach, Nu’uanu Pali, Dole Plantation
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Kailua Beach Park ©
Kailua Beach Park

1
night
Waimea, Kauai

Waimea ©
On the 8th (Tue), explore the striking landscape at Spouting Horn, then tour the pleasant surroundings at Poipu Beach Park, and then whizz through the canopy at some of the top local zipline courses and adventure parks. Get ready for a full day of sightseeing on the 9th (Wed): stop by Aunty Liliko'i, take in breathtaking views at Waimea Canyon State Park, and then immerse yourself in nature at Na Pali Coast State Park.

To see reviews, photos, and tourist information, use the Waimea trip itinerary builder.

Traveling by combination of flight and taxi from Honolulu to Waimea takes 3 hours. In August in Waimea, expect temperatures between 85°F during the day and 73°F at night. Cap off your sightseeing on the 9th (Wed) early enough to travel back home.

Things to do in Waimea

Parks Nature Wildlife

Side Trips

Poipu, Na Pali Coast State Park
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park

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