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How to Island Hop in Hawaii: Tips on Cruises, All-Inclusive Stays and Getting Around

Zachary Laks
Zachary Laks 5 Min Read
rainbow over one of the Hawaiian island

Spanning 137 islands in the middle of the Pacific Ocean,Hawaii is one of the most idyllic destinations in the world. Of those many islets and atolls, only six welcome travelers: O‘ahu, Maui, the Big Island (Hawai‘i Island), Kaua‘i, Lāna‘i and Moloka‘i. O‘ahu and Maui are the most visited, though each island offers its own spectacular mix of pristine beaches, volcanic landscapes, lush rainforests and the warm, welcoming “aloha spirit.”

Every island has a distinct personality—O‘ahu bustles with vibrant city life, Kaua‘i offers untouched nature and Moloka‘i preserves rich traditions of Hawaiian culture. While each island offers plenty to explore on its own, visiting multiple islands on one trip gives travelers a deeper sense of Hawaii’s beauty and diversity. Once you’ve made the journey across the Pacific, hopping between islands is surprisingly easy, it just requires a bit of advance planning. Here’s your guide to navigating Hawaii’s six main islands, complete with travel tips, highlights and top transportation options.

Can you travel between islands in Hawaii?

Yes! Traveling between islands in Hawaii is very doable with the right planning. Here are the best ways to island-hop and make the most of your Hawaiian getaway. 

A plane flies into Lihue airport on Kauai Getty Images

Inter-island flights

Flying is the fastest and most convenient way to travel between the islands. Several airlines operate inter-island flights, including:

  • Hawaiian Airlines: The largest and most reliable option, with dozens of daily flights connecting O‘ahu, Maui, Kaua‘i and the Big Island. Popular routes, such as Honolulu (HNL) to Maui (OGG), offer nearly 20 flights per day in each direction.
  • Southwest Airlines: Offers five daily flights between Honolulu and both Līhu‘e (LIH) on Kaua‘i and Kona (KOA) on the Big Island, plus a few direct flights connecting other islands.
  • Mokulele Airlines: A regional airline with smaller Cessna planes that service more remote airports like Kapalua and Hana on Maui, Waimea-Kohala on the Big Island and Kalaupapa on Moloka‘i. Mokulele also offers private charter flights.
  • Lāna‘i Air: Ideal for travelers heading to the luxurious Four Seasons Resort Lāna‘i, this boutique airline offers charter and commuter flights from Lāna‘i City to O‘ahu, Maui, Kaua‘i and the Big Island.

Travel tip: Book inter-island flights at least 2–3 months in advance to secure the best rates and availability. Last-minute bookings may be limited or more expensive.

Helicopter transfers

For those short on time or seeking luxury, helicopter transfers are the fastest option for inter-island travel. Private companies like Paradise Helicopters and Blue Hawaiian offer custom charters between islands. These flights are quick and scenic but can be costly and weather-dependent.

Inter-island ferry

Currently, only one public ferry operates between the islands: the Expeditions Lāna‘i Ferry, which sails three times daily between Lahaina Harbor on Maui and Mānele Harbor on Lāna‘i. The 70-minute journey crosses the ‘Au‘au Channel, known for frequent whale sightings between mid-December and mid-May.

Private boat charters & water taxis

For travelers seeking a more exclusive experience, private yachts, speedboats and water taxis can be chartered for inter-island travel. While this option offers flexibility and privacy, it’s also the most expensive—often charging high minimum rates and subject to weather conditions

Island-bound? Don’t forget the essentials! Grab your sunscreen and explore must-know tips for a smooth, comfortable and unforgettable Hawaiian getaway.

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NCL Cruise Line, Pride of America, Na Pali Coast, Kauai, Hawaii NCL

Inter-island cruises

Cruising offers a convenient and budget-friendly way to explore multiple islands in one unforgettable journey. Norwegian Cruise Line’s Pride of America is the only cruise ship permanently stationed in Hawaii, offering 7-day round-trip itineraries that visit four islands and five stunning ports of call. Recognized with the title of Best Hawaii Cruise Itinerary by Porthole Cruise Magazine, this exceptional voyage promises an unforgettable experience. The itinerary includes stops at:

  • Honolulu, O‘ahu
  • Kahului, Maui
  • Hilo and Kailua-Kona, Big Island
  • Nāwiliwili, Kaua‘i

Other cruise lines—including Disney, Princess, Royal Caribbean and Celebrity Cruises—offer Hawaii sailings from the mainland. However, each of these require longer ocean crossings, usually with several days at sea before arriving in the islands.

Mid adult tourist guide woman talking with tourist on tourist bus Getty Images

Guided tours & vacation packages

Guided tours and vacation packages, like those organized by Member Choice Vacations,  Pleasant Holidays and Delta Vacations, offer a wide range of expertly curated guided tours that take you to some of the most iconic and awe-inspiring attractions across the Hawaiian Islands. Accompanied by knowledgeable tour directors and local guides, you’ll gain unique insights and stories that bring each destination to life. With all the logistics handled for you, you can relax, take in the views and enjoy a seamless and enriching travel experience from start to finish.

Young woman making heart shaped finger frame at Waipio Valley lookout in Hawaii Getty Images

FAQs

How long should you stay on each island?

To get a well-rounded Hawaiian experience, plan to visit three or four islands. A popular Hawaiian itinerary might include:

  • O‘ahu: Immerse yourself in the vibrant spirit of Oʻahu, known as “The Gathering Place.” Discover the bustling energy of Honolulu, where world-class shopping, dining, and cultural attractions await. Step back in time with a visit to Pearl Harbor and then head to the legendary shores of Waikīkī, where you enjoy a stunning sunset with Diamond Head as your backdrop.
  • Maui: Following the devastating wildfires in Lahaina, Maui is once again welcoming respectful travelers. Resorts like Royal Lahaina Resort & Bungalows and The Ritz-Carlton Maui, Kapalua have reopened, inviting guests to support local businesses and aid in the island’s recovery. One of Maui’s most iconic experiences, the Road to Hāna is a breathtaking 64.4-mile drive from Kahului to the tranquil town of Hāna. With over 600 curves, 50 bridges and countless waterfalls, beaches and rainforest views, it’s as beautiful as it is dramatic.
  • Kaua‘i: Nicknamed the “Garden Isle” for its lush rainforests and vibrant landscapes. Hike Waimea Canyon, known as the “Grand Canyon of the Pacific”, with depths reaching 3,600 feet. Don’t miss the dramatic Nā Pali Coast, where towering sea cliffs and waterfalls can be explored by boat, air or scenic trails.
  • Hawai’i: Twice the size of all the other Hawaiian islands combined, “The Big Island” boasts an incredible variety of landscapes—from black sand beaches to snow-capped peaks. A highlight is Hawai‘i Volcanoes National Park, home to Kīlauea, one of the world’s most active volcanoes. Check the National Park Service website before your visit for the latest volcanic activity and safety updates. Discover more about Hawaii’s National Parks here.

Allow 2-3 days per island to fully enjoy the experience without feeling rushed.

Whether you're soaring between islands by plane, cruising the Pacific aboard a ship, or road-tripping along Maui’s coastline, island hopping in Hawaii is easier than you think. With a little preparation—and the help of travel experts at AAA Travel—you can build a seamless itinerary that captures the spirit of aloha from one island to the next. From volcano hikes to sunset cruises, the islands are calling—so answer with a plan as spectacular as the destination.

What’s the best time of year to go island hopping in Hawaii?

Hawaii is a year-round destination, but the best weather and fewer crowds are typically in April to June and September to early November.

Do I need a passport or visa to travel between islands?

No. Hawaii is part of the United States, so no passport is needed for U.S. citizens and traveling between islands is like flying between states.

What would a suggested itinerary be?

With Hawaii’s unique blend of natural beauty, culture, and adventure, island hopping is the perfect way to experience the best of the Aloha State. This 10-day sample itinerary offers a taste of Oʻahu, Maui, and the Big Island—each with its own charm and must-see attractions.

To customize your ideal getaway, let the experts at AAA Travel help you. From booking inter-island flights and car rentals to choosing hotels, excursions and travel insurance, AAA Travel Agents take the stress out of planning so you can focus on living your paradise dream.


Hawaiian Island hopping: 10-day sample itinerary

Day 1–3: Oʻahu – The Heart of Hawaii

  • Arrival in Honolulu
  • Must-Do Activities:
    • Visit Pearl Harbor & USS Arizona Memorial
    • Hike up Diamond Head Crater for panoramic views
    • Explore Waikīkī Beach and enjoy a sunset dinner at Duke’s Waikīkī

Optional Add-On: Surf lesson or outrigger canoe ride

 

Day 4–6: Maui – The Valley Isle

  • Flight to Maui (Inter-island flight approx.45 minutes)
  • Stay in Lahaina or Wailea
  • Must-Do Activities:
    • Drive the scenic Road to Hana
    • Catch sunrise or sunset at Haleakalā National Park
    • Snorkel at Molokini Crater

Optional Add-On: Old Lahaina Luau

 

Day 7–10: Hawaiʻi Island (The Big Island) – Adventure Awaits

  • Flight to Kona or Hilo
  • Stay on the Kona side for beaches or Hilo for volcano access
  • Must-Do Activities:
    • Visit Hawaiʻi Volcanoes National Park
    • Stargaze atop Mauna Kea
    • Tour a Kona coffee farm

Optional Add-On: Night snorkel with manta rays


Explore, discover, wander...

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