First-time Hawaii Trip | Oahu Island, Hawaii Island, Maui Island, Molokai Island, Lanai Island, Kauai Island

Hawaii, floating in the middle of the Pacific Ocean, is a tourist destination just as you imagine—blue seas, white sandy beaches, palm trees, and surfing. It is a tropical resort island where most visitors become repeat travelers.
For those traveling to Hawaii for the first time, this guide introduces basic information about Hawaii, as well as the unique features, charms, and tourist spots of Oahu, Hawaii Island, Maui, Molokai, Lanai, and Kauai.
We’ll also quickly answer common questions like who each island is best suited for and how to get there! With this, you’ll be all set to plan your first trip to Hawaii.

What Islands Make Up Hawaii?

◆ The Gateway to Hawaii: Oahu Island

Honolulu and Waikiki are located on Oahu Island. Just as many people imagine "Hawaii = Oahu Island," Oahu is truly the heart of Hawaii. Most visitors arriving in Hawaii land at Daniel K. Inouye International Airport, located in the southern part of Oahu.

◆ There's a Reason for the Island Arrangement!

The Hawaiian Islands are lined up in a straight line from Kauai in the northwest to Hawaii Island in the southeast. It may seem mysterious, but there's a reason behind it. The Pacific Plate, on which the Hawaiian Islands rest, is moving northwest. Because of this, the islands in the northwest are older, while those in the southeast are newer.
This means that Kauai was the first island to form, followed by Oahu, Molokai, Lanai, and Maui.
The youngest and most recently formed island is Hawaii Island, located in the far southeast, and its geological activity is ongoing! In the southeastern part of Hawaii Island, Kilauea is one of the world’s most active volcanoes, known for its frequent eruptions.
Now, let's take a look at each island one by one.

1. Oahu Island

Oahu Island, the political and economic center of Hawaii, is the most visited island in the state. It is an ideal destination for all types of travelers—honeymooners, couples, families, groups, and even solo travelers. Whether it's your first trip to Hawaii or your first time traveling abroad, Oahu is a perfect choice.
Since Oahu has many attractions, we have divided it into five main areas. Let’s explore their unique features and must-visit tourist spots.

① Honolulu

Honolulu, located in the southeastern part of Oahu, is the capital of Hawaii. It is the political, economic, and cultural hub, home to about 70% of the state's total population.
This is also where Daniel K. Inouye International Airport is located. As a hotspot for food, shopping, and entertainment, Honolulu is the liveliest and most tourist-friendly area on Oahu.

Waikiki Beach, one of the world’s top beach resorts, where visitors can enjoy marine sports and swimming all year round. This is exactly the Hawaii many people imagine!

Waikiki offers a variety of accommodations, including resort hotels, condominiums, and designer hotels, so you can choose according to your preference.

Along Kalakaua Avenue, Waikiki’s main street, you’ll find:
International Market Place and Royal Hawaiian Center.

Numerous ABC Stores, which are convenience stores scattered throughout the Waikiki area.

From luxury brands and fashion to souvenirs, groceries, and dining options, Waikiki is filled with shopping and dining experiences.

Located west of Waikiki, Ala Moana Center is one of the largest shopping malls in the world, featuring around 350 stores.
For getting around Honolulu, it's useful to take TheBus, which runs throughout the city, or the Waikiki Trolley, which is convenient for tourists.
【Useful Tip】
If you show a JCB card, you can ride the Pink Line of the Waikiki Trolley, which connects Waikiki and Ala Moana Center, for free. If you have a JCB card, don’t forget to bring it along!

Diamond Head, the iconic volcano of Waikiki Beach, is a must-visit landmark not only in Honolulu but in all of Hawaii.

Walk around the area and admire the colorful wall art murals on the buildings—be sure to take lots of pictures!

Moanalua Gardens, famous for the "Hitachi Tree" from the commercial "Kono Ki Nanno Ki," is a great quick stop, just about 10 minutes by car from the airport.

② Central

The Central area of Oahu stretches from Pearl Harbor to the island’s central region. This area offers a break from the hustle and bustle of Honolulu and allows visitors to experience a more local atmosphere.

One of the top attractions here is the Dole Plantation, where various types of pineapples are grown. It’s a great place for families, couples, and groups to have fun.
Take a ride on the Pineapple Express Train Tour or join the Garden Tour to explore the vast plantation.

Also, visit Waikele Premium Outlets, the largest outlet mall in Hawaii, for some great shopping deals.

③ North Shore

The North Shore of Oahu, located along the island’s northern coast, is a legendary surfing destination known for its huge waves. It is the complete opposite of the calm waters of Waikiki Beach.

The gateway to the North Shore is Haleiwa, a charming old town that retains the nostalgic atmosphere of Hawaii’s past. Here, you can enjoy sightseeing, strolling through historic streets, and indulging in delicious local food.

Garlic shrimp – a flavorful Hawaiian favorite.

Colorful, oversized shave ice – a refreshing treat available at multiple shops

Since the North Shore attracts world-class surfers, be sure to check out the surf shops and specialty stores in the area.

To explore the North Shore, you can either join a tour from Honolulu or rent a car.
Enjoy a scenic drive through the Central area and soak in the nostalgic charm of the island along the way.

④ Windward

The Windward region is located on the eastern coast of Oahu. It is home to stunning beaches like Kailua Beach and Lanikai Beach, which frequently rank among the best beaches in the U.S.

The “Heavenly Sea” is a breathtaking sandbar that appears only during low tide. Joining a tour that includes snorkeling and other activities is highly recommended.
Another famous attraction is Kualoa Ranch, which served as a filming location for movies like Jurassic World and Godzilla. This vast natural area is a great spot for both kids and adults.
You can experience the world of dinosaurs from the movies through ATV rides, horseback riding, and other exciting activities.

⑤ Leeward

The Leeward Coast on Oahu’s western shore is a resort area with several beachfront hotels.

A highlight here is the Aulani, A Disney Resort & Spa, a Disney-operated resort that is popular with both children and adults.

2. Hawaii Island

Known as the Big Island, Hawaii Island is the largest island in the Hawaiian archipelago. It’s a destination where visitors can experience the power of the Earth and breathtaking nature. Direct flights from Japan land at Kona International Airport, located on the island’s west coast, making it easily accessible.

Standing at 4,205 meters, Mauna Kea is the highest volcano in Hawaii and is home to 13 astronomical observatories, including Japan’s Subaru Telescope. Tourists from around the world visit for its breathtaking sunsets and stargazing experiences.

The famous Kilauea Volcano, one of the world's most active volcanoes, erupted in May 2018 but became dormant by September of the same year. Since then, many restricted areas have reopened, allowing visitors to explore more of the island. Be sure to check the latest updates from the National Park Service when planning your trip.

Other natural attractions include Rainbow Falls and Waipio Valley, known for their lush and dramatic landscapes.

For a perfect marine resort experience, visit Hapuna Beach, which has been ranked one of the best beaches in the U.S..

3. Maui Island

Maui Island is perfect for those who want to enjoy a relaxing vacation in a natural resort. To reach Maui, take a domestic flight from Honolulu to Kahului Airport.

In Lahaina, a historic town that retains the charm of Old Hawaii, you can enjoy shopping and delicious local cuisine.

The Iao Valley State Park, known as the "Valley Island," is a popular power spot with breathtaking scenery.
For an awe-inspiring experience, head to the summit of Haleakalā to witness a magnificent sunset and stargazing under the vast sky.

4. Molokai Island

Located between Oahu and Maui, Molokai Island is a long and narrow island that retains its untouched natural beauty. It is known as the "Friendly Island", where you can fully experience the authentic Hawaiian atmosphere.

On the western side of Molokai, Papohaku Beach is said to be the quietest and most expansive beach in Hawaii. Though its white sandy shores are beautiful and uncrowded, the waves can be strong.

For families with young children, Kumimi Beach is a great option due to its calm waters.

The northeastern part of Molokai is home to dramatic cliffs and valleys, formed by shield volcanoes. You can explore places like Halawa Valley and Kalaupapa National Historical Park through hiking and trekking tours.

5. Lanai Island

Lanai Island is located west of Maui Island. It can be accessed by a 45-minute cruise from Maui or a 30-minute flight from Oahu. With fewer tourists, Lanai is perfect for those who want a private and peaceful resort experience.

In the southern part of Lanai, Four Seasons Resort Lanai is situated along Hulopoe Beach, offering a luxurious retreat where you can fully immerse yourself in nature and tranquility.

South of Hulopoe Beach, you will find dramatic cliffs and breathtaking coastal views. Off the cape, Puu Pehe, a legendary rock formation, stands in the ocean.

Puu Pehe is also known as "Sweetheart Rock" because, when viewed from above, it appears heart-shaped.

The southern and northern regions of Lanai have distinct landscapes. Keahiakawelo, also called "Garden of the Gods", is a hidden area accessible only by 4WD vehicles. This area, dotted with massive boulders, showcases why Lanai is often referred to as a mystical island.

Lanai also has over 100 historical sites, including ancient petroglyphs (rock carvings).

6. Kauai Island

Kauai, the oldest island in the Hawaiian archipelago, is an adventurer’s paradise where you can experience breathtaking natural landscapes.

The Napali Coast is a once-in-a-lifetime sight, with spectacular, needle-like peaks stretching for about 27 km.

Since the Napali Coast is inaccessible by land, you must take a boat or a small plane to witness its awe-inspiring beauty.

Another stunning natural wonder is Waimea Canyon, also known as the "Grand Canyon of the Pacific."

The Wailua Falls, which split into two streams as they drop from a 25-meter-high cliff, can be viewed directly from the road.

The shallow and calm waters of Poipu Beach make it a perfect spot for families with children to enjoy swimming safely. It’s also one of the best places to see Hawaiian monk seals, a rare and endangered species.

After being closed due to flooding in April 2018, Haena State Park and Napali Coast State Wilderness Park reopened in July 2019 with restrictions. However, advance reservations are required, and traffic regulations are still in place, so be sure to check for the latest updates before your visit.

7. Summary

Among the Hawaiian Islands, direct flights from Tokyo are available to Oahu and Hawaii Island. To reach destinations like Maui, Kauai, or connecting flights to Hawaii Island, you will need to transfer to a domestic flight in Honolulu. Therefore, it's recommended to plan your trip in combination with Oahu. Molokai and Lanai can also be visited as day trips from Maui.
For a first-time trip to Hawaii, Oahu is a must to fully experience the essence of Hawaii. If you have extra time in your itinerary, consider adding another island you like and enjoy a unique, customized Hawaii trip!

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First-time Hawaii Trip | Oahu Island, Hawaii Island, Maui Island, Molokai Island, Lanai Island, Kauai Island