22 days in Hawaii & Japan Itinerary

22 days in Hawaii & Japan Itinerary

Created using Inspirock trip planner

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Fly
1
Honolulu, United States
— 3 nights
Fly
2
Lihue, United States
— 3 nights
Fly
3
Lahaina, United States
— 3 nights
Fly
4
Hilo, United States
— 2 nights
Fly
5
Osaka, Japan
— 2 nights
Drive
6
Kyoto, Japan
— 3 nights
Drive
7
Hakone-machi, Japan
— 1 night
Drive
8
Tokyo, Japan
— 3 nights
Fly

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Honolulu, United States

— 3 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Get out of town with these interesting Honolulu side-trips: Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Waimea Bay, Sunset Beach Park, &more). And it doesn't end there: tour the pleasant surroundings at Diamond Head State Monument, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, contemplate the waterfront views at Hanauma Bay Nature Preserve, and kick back and relax at Waikiki Beach.

To find maps, photos, other places to visit, and more tourist information, use the Honolulu vacation planner.

Houston to Honolulu is an approximately 9.5-hour flight. The time zone difference moving from Central Standard Time to Hawaii-Aleutian Standard Time is minus 4 hours. In May, daytime highs in Honolulu are 84°F, while nighttime lows are 71°F. Wrap up your sightseeing on the 10th (Tue) early enough to fly to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay May 7 — 10:

Lihue, United States

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Change things up with these side-trips from Lihue: Boat Tours & Water Sports (in Kekaha), Waimea Canyon State Park (in Waimea) and Hanalei (Limahuli Garden and Preserve & Hanalei Beach). The adventure continues: admire the majestic nature at Na Pali Coast State Park, hit the best photo ops around with an inspiring photography tour, tour the pleasant surroundings at Poipu Beach Park, and take an unforgettable tour with a helicopter tour.

To see where to stay, traveler tips, other places to visit, and more tourist information, read Lihue trip builder tool.

You can fly from Honolulu to Lihue in 2.5 hours. In May, daytime highs in Lihue are 82°F, while nighttime lows are 71°F. Finish your sightseeing early on the 13th (Fri) so you can fly to Lahaina.

Things to do in Lihue

Parks · Tours · Outdoors · Beaches

Side Trips

Find places to stay May 10 — 13:

Lahaina, United States

— 3 nights

Crown Jewel of Maui

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.
Spend the 14th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. The adventure continues: see some colorful creatures with a scuba or snorkeling tour, appreciate the history behind Lahaina Jodo Mission, observe the fascinating underwater world at Maui Ocean Center, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

For reviews, more things to do, traveler tips, and tourist information, refer to the Lahaina online day trip planner.

You can fly from Lihue to Lahaina in 2.5 hours. Expect a daytime high around 81°F in May, and nighttime lows around 70°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to fly to Hilo.

Things to do in Lahaina

Outdoors · Parks · Scenic Drive · Beaches

Side Trips

Find places to stay May 13 — 16:

Hilo, United States

— 2 nights

America's Wettest City

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 17th (Tue): get up close and personal with brilliant marine life at Mokupapapa Discovery Center, then cruise along Devastation Trail, then tour the pleasant surroundings at Kilauea Iki Trailhead, and finally hike along Kipuka Puaulu (Bird Park) Trail. On the next day, take in nature's colorful creations at Liliuokalani Gardens, then pick up some local products at Hilo Farmers Market, and then take in the dramatic scenery at Akaka Falls State Park.

To see reviews, photos, more things to do, and other tourist information, read our Hilo trip itinerary planning app.

You can fly from Lahaina to Hilo in 2.5 hours. In May in Hilo, expect temperatures between 82°F during the day and 67°F at night. Finish your sightseeing early on the 18th (Wed) so you can fly to Osaka.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trip

Find places to stay May 16 — 18:

Osaka, Japan

— 2 nights
Proud of their hometown's distinct culture and dialect, many natives of Osaka describe their city as "Japan's anti-capital." An antidote to Tokyo's hectic energy, Osaka marches to the beat of its own drum, serving as the country's longtime commercial and industrial hub.
On the 20th (Fri), take a stroll through Dotombori District and then find something for the whole family at Universal Studios Japan. Get ready for a full day of sightseeing on the 21st (Sat): see the interesting displays at Osaka Shiritsu Toyo Toji Museum, make a trip to Nakanoshima Park, then step into the grandiose world of Osaka Castle, and finally meet the residents at Osaka Aquarium Kaiyukan.

To see traveler tips, reviews, where to stay, and more tourist information, you can read our Osaka trip planner.

You can fly from Hilo to Osaka in 12.5 hours. You'll lose 19 hours traveling from Hilo to Osaka due to the time zone difference. Prepare for little chillier weather when traveling from Hilo in May: high temperatures in Osaka hover around 77°F and lows are around 60°F. Finish your sightseeing early on the 21st (Sat) to allow enough time to take a train to Kyoto.

Things to do in Osaka

Theme Parks · Parks · Historic Sites · Zoos & Aquariums
Find places to stay May 19 — 21:

Kyoto, Japan

— 3 nights
The national capital for over a thousand years, Kyoto retains much of the charm of old Japan, boasting numerous temples and shrines that seem completely untouched by the modern world.
Kyoto is known for historic sites, shopping, and classes. Your plan includes some of its best attractions: contemplate in the serene atmosphere at Fushimi Inari-taisha Shrine, contemplate the long history of Kiyomizu-dera Temple, admire the landmark architecture of Jishu Shrine, and take a stroll through Arashiyama.

To find other places to visit, maps, traveler tips, and tourist information, go to the Kyoto travel route builder app.

Drive from Osaka to Kyoto in 1.5 hours. Alternatively, you can take a train; or drive; or take a bus. In May in Kyoto, expect temperatures between 77°F during the day and 59°F at night. Finish your sightseeing early on the 24th (Tue) so you can fly to Hakone-machi.

Things to do in Kyoto

Historic Sites · Neighborhoods

Side Trip

Find places to stay May 21 — 24:

Hakone-machi, Japan

— 1 night
Sitting at the foot of Mount Fuji, Hakone-machi has become a popular retreat from Tokyo for locals and tourists alike.
Kick off your visit on the 25th (Wed): admire the masterpieces at The Hakone Open-Air Museum, explore the activities along Lake Ashinoko, then admire the masterpieces at Narukawa Art Museum, and finally enjoy breathtaking views from Tenkakudai.

To find maps, reviews, photos, and more tourist information, you can read our Hakone-machi trip itinerary builder app.

Drive from Kyoto to Hakone-machi in 4.5 hours. Alternatively, you can fly; or do a combination of train and bus; or drive. When traveling from Kyoto in May, plan for slightly colder days in Hakone-machi, with highs around 65°F, while nights are about the same with lows around 61°F. Wrap up your sightseeing on the 25th (Wed) early enough to drive to Tokyo.

Things to do in Hakone-machi

Museums · Parks · Nature
Find places to stay May 24 — 25:

Tokyo, Japan

— 3 nights
Tokyo holds the status of most populous metropolitan area in the world--a fact you'll find tangible as you walk the bustling streets and explore its diverse neighborhoods and cultures.
Tokyo is known for historic sites, parks, and shopping. Your plan includes some of its best attractions: don't miss a visit to Meiji Jingu Shrine, get engrossed in the history at Edo-Tokyo Museum, indulge in some personalized pampering at Arona Spa, and admire the landmark architecture of Tokyo Tower.

To see photos, more things to do, maps, and tourist information, go to the Tokyo trip planner.

You can drive from Hakone-machi to Tokyo in 2 hours. Other options are to do a combination of bus and train; or take a bus. Traveling from Hakone-machi in May, you will find days in Tokyo are a bit warmer (76°F), and nights are about the same (61°F). Cap off your sightseeing on the 28th (Sat) early enough to catch the flight back home.

Things to do in Tokyo

Find places to stay May 25 — 28:

Hawaii travel guide

4.4
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.

Kauai travel guide

4.5
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.

Maui travel guide

4.5
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.

Japan travel guide

4.3
Land of the Rising Sun
Part of a volcanic archipelago that encompasses over 6,800 islands, Japan remains one of Asia's most fascinating tourist destinations, where a blend of modernity and tradition creates a look and feel completely different from any other place in the world. A tour of Japan lets you discover big cities filled with ancient temples and innovative skyscrapers, as well as quiet country landscapes dotted with castles, perfectly manicured gardens, cherry orchards, and primeval forests seemingly untouched by the hand of mass tourism. Many tourists on vacation in Japan devote lots of time to the country's unique cuisine, prepared with painstaking attention to detail and a genius for simple yet effective presentation.