16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

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Route & dates

16 days in Hawaii Itinerary

Start: Washington DC
Fly:  15​h 30​min
1
Kailua-Kona, Island of Hawaii
— 2 nights
+2
taxi + Fly + bus:  3​h 30​min
2
Wailuku, Maui
— 3 nights
Drive:  45​min
3
Lahaina, Maui
— 2 nights
+2
Fly + foot + bus:  4​h 30​min
4
Haleiwa, Oahu
— 2 nights
Drive:  1​h
5
Honolulu, Oahu
— 6 nights
+2
Fly + bus + subway:  13​h
End: Washington DC

2
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.
Your day-by-day itinerary now includes Swim with Dolphins. Step out of Kailua-Kona with an excursion to Waipiʻo Valley Lookout in Honokaa--about 1h 20 min away. There's lots more to do: get interesting insight from Tours, look for gifts at 2nd Wave Beach and Boat, and take a tour by water with Boat Tours & Water Sports.

To find reviews, ratings, photos, and tourist information, go to the Kailua-Kona trip itinerary builder site .

Washington DC to Kailua-Kona is an approximately 15.5-hour flight. You can also do a combination of train and flight; or do a combination of subway, bus, and flight. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. Expect a daytime high around 85°F in June, and nighttime lows around 74°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel to Wailuku.

Things to do in Kailua-Kona

Wildlife Tours Outdoors

Side Trip

Waipiʻo Valley Lookout
Highlights from your plan
Swim with Dolphins
Waipiʻo Valley Lookout ©
Waipiʻo Valley Lookout
Fishing Charters & Tours

3
nights
Wailuku, Maui

Wailuku ©
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Get out of town with these interesting Wailuku side-trips: Lahaina (Lahaina Banyan Court & Ka'anapali Beach). The adventure continues: admire nature's wide array of creatures at Maui Ocean Center and see the interesting displays at Hale Ho'ike'ike at the Bailey House.

To see other places to visit, photos, traveler tips, and tourist information, refer to the Wailuku trip planner.

Traveling by combination of taxi, flight, and bus from Kailua-Kona to Wailuku takes 3.5 hours. Alternatively, you can do a combination of flight and bus; or do a combination of flight and car. In June, daily temperatures in Wailuku can reach 87°F, while at night they dip to 71°F. You'll set off for Honolulu on the 24th (Wed).

Things to do in Wailuku

Parks Outdoors Beaches

Side Trip

Ka'anapali Beach
Highlights from your plan
Maui Ocean Center ©
Maui Ocean Center
Ka'anapali Beach ©
Ka'anapali Beach

2
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.
You've now added Old Lahaina Luau to your itinerary. On the 25th (Thu), take in a show at Old Lahaina Luau.

For ratings, reviews, where to stay, and other tourist information, refer to the Lahaina trip itinerary planning app .

Traveling by car from Wailuku to Lahaina takes an hour. Alternatively, you can take a bus. In June, daily temperatures in Lahaina can reach 84°F, while at night they dip to 72°F. You'll set off for Haleiwa on the 26th (Fri).

Things to do in Lahaina

Nightlife
Highlights from your plan
Old Lahaina Luau ©
Old Lahaina Luau

2
nights
Haleiwa, Oahu

Haleiwa is a North Shore community and census-designated place (CDP) in the Waialua District of the island of Oahu, City and County of Honolulu. Your day-by-day itinerary now includes Happy Trails Hawaii. Kick off your visit on the 27th (Sat): see some colorful creatures with a scuba or snorkeling tour, contemplate the waterfront views at Waimea Bay, and then trot along with Happy Trails Hawaii. Keep things going the next day: look for gifts at Pakaloha Bikinis - Oahu, appreciate the views at Waimea Valley, and then enjoy the sand and surf at Sunset Beach Park.

To find photos, ratings, and tourist information, refer to the Haleiwa trip tool .

You can do a combination of flight and bus from Lahaina to Haleiwa in 4.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of ferry, flight, and bus. Plan for slightly colder nights when traveling from Lahaina in June since evenings lows in Haleiwa dip to 67°F. Wrap up your sightseeing on the 28th (Sun) early enough to drive to Honolulu.

Things to do in Haleiwa

Outdoors Parks Tours
Highlights from your plan
Scuba & Snorkeling
Sunset Beach Park ©
Sunset Beach Park
Waimea Bay ©
Waimea Bay

6
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.
Explore Honolulu's surroundings by going to Pu’u O Mahuka Heiau State Monument (in Pupukea), Haleiwa (Sunset Beach Park & Waimea Bay) and Kailua Beach Park (in Kailua). The adventure continues: tour the pleasant surroundings at Waikiki Beach, browse the different shops at Ala Moana Center, see the interesting displays at USS Bowfin Submarine Museum & Park, and contemplate the long history of Battleship Missouri Memorial.

To find traveler tips, maps, more things to do, and more tourist information, refer to the Honolulu day trip website .

Traveling by car from Haleiwa to Honolulu takes an hour. Alternatively, you can take a bus. Traveling from Haleiwa in June, things will get somewhat warmer in Honolulu: highs are around 86°F and lows about 74°F. Finish your sightseeing early on the 4th (Sat) so you can travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Pu’u O Mahuka Heiau State Monument, Kailua Beach Park
Highlights from your plan
Waikiki Beach ©
Waikiki Beach
Kailua Beach Park ©
Kailua Beach Park
Sunset Beach Park ©
Sunset Beach Park

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