14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

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Route & dates

14 days in Hawaii Itinerary

Start: Detroit
Fly:  11​h 45​min
1
Kihei, Maui
— 3 nights
Fly:  2​h 30​min
2
Honolulu, Oahu
— 6 nights
Fly:  2​h 30​min
3
Hilo, Island of Hawaii
— 2 nights
Drive:  1​h 45​min
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly:  13​h 15​min
End: Detroit

3
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Explore Kihei's surroundings by going to Haleakala Crater (in Haleakala National Park) and Lahaina (Lahaina Banyan Court & Scuba & Snorkeling). There's much more to do: cruise along Hana Highway - Road to Hana, take an in-depth tour of Story of Hawaii Museum, enjoy the sand and surf at Makena Beach, and observe the fascinating underwater world at Maui Ocean Center.

For more things to do, topicsMoreInfo.option.ratings, traveler tips, and other tourist information, go to the Kihei trip planner.

Detroit to Kihei is an approximately 12-hour flight. You can also do a combination of bus and flight. The time zone changes from Eastern Standard Time to Hawaii Standard Time, which is usually a -5 hour difference. In April, Kihei is much warmer than Detroit - with highs of 85°F and lows of 68°F. Cap off your sightseeing on the 21st (Tue) early enough to travel to Honolulu.

Things to do in Kihei

Parks Outdoors Scenic Drive

Side Trips

Lahaina, Wailuku, Makena Beach, Haleakala Crater, Story of Hawaii Museum
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Scuba & Snorkeling
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana

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.
You'll find plenty of places to visit near Honolulu: Polynesian Cultural Center (in Laie), Kailua Beach Park (in Kailua) and Haleiwa (Sunset Beach Park & Waimea Bay). Next up on the itinerary: stroll the grounds of USS Arizona Memorial, discover the deep blue sea with a scuba or snorkeling tour, explore the activities along Hanauma Bay Nature Preserve, and go for a walk through Diamond Head State Monument.

To find maps, where to stay, photos, and tourist information, read Honolulu trip planner.

Fly from Kihei to Honolulu in 2.5 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of car and flight. In April, plan for daily highs up to 83°F, and evening lows to 71°F. Wrap up your sightseeing on the 27th (Mon) early enough to travel to Hilo.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Polynesian Cultural Center, Kailua Beach Park, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

2
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
On the 28th (Tue), immerse yourself in nature at Akaka Falls State Park, admire the sheer force of Rainbow Falls, then tour the pleasant surroundings at Kilauea Iki Trailhead, and finally cruise along Devastation Trail. Keep things going the next day: get a dose of the wild on a nature and wildlife tour, hike along Kipuka Puaulu (Bird Park) Trail, and then examine the collection at Jagger Museum.

To find other places to visit, photos, reviews, and more tourist information, read our Hilo holiday planner.

Fly from Honolulu to Hilo in 2.5 hours. Expect a daytime high around 81°F in April, and nighttime lows around 67°F. Wrap up your sightseeing on the 29th (Wed) early enough to drive to Kailua-Kona.

Things to do in Hilo

Outdoors Parks Wildlife

Side Trips

Hawaii Volcanoes National Park, Jagger Museum
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

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.
Kick off your visit on the 30th (Thu): relax in the rural setting at The Vanillerie, then fulfill a lifelong dream with a swim-with-the-dolphins experience, then take in the spiritual surroundings of Mokuaikaua Church, and finally stroll through Kahaluu Beach.

To find traveler tips, where to stay, other places to visit, and other tourist information, go to the Kailua-Kona road trip planner.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. In April, daytime highs in Kailua-Kona are 83°F, while nighttime lows are 72°F. Finish up your sightseeing early on the 1st (Fri) so you can travel back home.

Things to do in Kailua-Kona

Outdoors Tours Wildlife

Side Trip

Kahaluu Beach
Highlights from your plan
Swim with Dolphins
The Vanillerie ©
The Vanillerie
Kahaluu Beach ©
Kahaluu Beach

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