16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Plan created by another user.Make it yours

Route & dates

1
Honolulu, Oahu
— 6 nights
2
Kailua, Oahu
— 2 nights
3
Lahaina, Maui
— 3 nights
4
Kailua-Kona, Island of Hawaii
— 1 night
5
Hilo, Island of Hawaii
— 3 nights

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've now added Oahu Photography Tours to your itinerary. Your cultural itinerary includes sights like USS Arizona Memorial and Island Treasures. You'll discover tucked-away gems like Lanikai Beach and Waimanalo Beach. Venture out of the city with trips to Ko Olina Lagoons (in Kapolei), Lanikai Pillboxes (in Kailua) and Sharks Cove (in Pupukea). The adventure continues: kick back and relax at Sunset Beach Park, explore the striking landscape at Halona Blowhole, examine the collection at USS Bowfin Submarine Museum & Park, and go for a walk through Diamond Head State Monument.

To find photos, where to stay, other places to visit, and tourist information, refer to the Honolulu holiday builder site.

Montreal, Canada to Honolulu is an approximately 15-hour flight. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. Expect somewhat warmer weather when traveling from Montreal in May: highs in Honolulu hover around °C, while lows dip to °C. Wrap up your sightseeing on the 7th (Thu) early enough to drive to Kailua.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Kailua, Haleiwa, Ko Olina Lagoons, Waimanalo Beach, Halona Blowhole
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Lanikai Beach ©
Lanikai Beach
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail

2
nights
Kailua, Oahu

Kailua ©
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. Your day-by-day itinerary now includes Kailua Beach Adventures. Start off your visit on the 8th (Fri): explore and take pictures at Makapu'u Point, kick back and relax at Lanikai Beach, trek along Lanikai Pillbox Hike, thendiscover the deep blue sea with Kailua Beach Adventures, and finally take in the exciting artwork at Island Treasures. Get ready for a full day of sightseeing on the 9th (Sat): stroll through Kalama Beach Park, thenbrowse the eclectic array of goods at Kailua Farmers Market, thenstroll the grounds of Valley of the Temples, and finally explore the activities along Kane'ohe Bay.

To find reviews, photos, other places to visit, and other tourist information, refer to the Kailua route website.

You can drive from Honolulu to Kailua in an hour. Another option is to take a bus. In May, plan for daily highs up to °C, and evening lows to °C. Wrap up your sightseeing on the 9th (Sat) early enough to travel to Lahaina.

Things to do in Kailua

Outdoors Parks Beaches

Side Trips

Oahu, Kane'ohe Bay
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Kailua Beach Adventures ©
Kailua Beach Adventures
Kane'ohe Bay ©
Kane'ohe Bay

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.
Explore hidden gems such as Kamaole Beach Park II and Wailea Beach Path. Your itinerary includes some good beach time at Kamaole Beach Park III and Kahekili Beach Park. The adventure continues: see some colorful creatures with a scuba or snorkeling tour, take in the architecture and atmosphere at Maria Lanakila Catholic Church, shop like a local with Village Galleries in Lahaina, and examine the collection at Whalers Village Museum.

For other places to visit and other tourist information, you can read our Lahaina journey maker.

Traveling by flight from Kailua to Lahaina takes 4 hours. In May in Lahaina, expect temperatures between °C during the day and °C at night. Finish your sightseeing early on the 12th (Tue) so you can travel to Kailua-Kona.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Kihei, Wailea Beach Path
Highlights from your plan
Kamaole Beach Park II ©
Kamaole Beach Park II
Wailea Beach Path ©
Wailea Beach Path
Kamaole Beach Park III ©
Kamaole Beach Park III

1
night
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
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.
Start off your visit on the 13th (Wed): get engrossed in the history at H.N. Greenwell Store Museum, take an in-depth tour of Kona Coffee Living History Farm, thenrelax in the rural setting at Heavenly Hawaiian Kona Coffee Farm, thenrelax in the rural setting at The Vanillerie, and finally pause for some serene contemplation at St. Michael the Archangel Church.

To find reviews, other places to visit, traveler tips, and other tourist information, use the Kailua-Kona trip itinerary builder website.

Traveling by flight from Lahaina to Kailua-Kona takes 4.5 hours. May in Kailua-Kona sees daily highs of °C and lows of °C at night. Cap off your sightseeing on the 13th (Wed) early enough to go by car to Hilo.

Things to do in Kailua-Kona

Historic Sites Museums

Side Trips

H.N. Greenwell Store Museum, Heavenly Hawaiian Kona Coffee Farm, Kona Coffee Living History Farm
Highlights from your plan
Heavenly Hawaiian Kona Coffee Farm ©
Heavenly Hawaiian Kona Coffee Farm
Kona Coffee Living History Farm ©
Kona Coffee Living History Farm
H.N. Greenwell Store Museum ©
H.N. Greenwell Store Museum

3
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.
Kick off your visit on the 14th (Thu): admire the sheer force of Rainbow Falls, examine the collection at Pacific Tsunami Museum, admire the natural beauty at Liliuokalani Gardens, thenkick back and relax at Carlsmith Beach Park, and finally tour the pleasant surroundings at Richardson Beach Park. On the 15th (Fri), you'll have a packed day of sightseeing: view the masterpieces at Volcano Art Center Gallery, thenstroll through Sulphur Banks, and then Head underground at Kazumura Cave Tours.

For photos, maps, other places to visit, and other tourist information, go to the Hilo trip planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in May, expect little chillier with lows of °C in Hilo. Finish up your sightseeing early on the 16th (Sat) so you can travel back home.

Things to do in Hilo

Parks Outdoors Beaches

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Richardson Beach Park ©
Richardson Beach Park
Sulphur Banks ©
Sulphur Banks
Rainbow Falls ©
Rainbow Falls

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