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A waterfall dropping through dense rainforest ferns and vines along the Road to Hana, Maui, Hawaii, USA
Signature Journey · United States

Oahu and Maui: Pearl Harbor and the Road to Hana, 5 Nights

Three nights in Honolulu and two on Maui, with a guided morning at Pearl Harbor and the city's royal landmarks, a free day on Oahu, and a full day on the winding rainforest road to Hana. Beaches fill the gaps.

Duration
5 Nights / 6 Days
Destinations
Honolulu · Maui
Travel style
Beach & Islands · Cultural
Transfers
Airport transfer
The journey

Journey overview

Three nights in Honolulu and two on Maui, with a guided morning at Pearl Harbor and the city's royal landmarks, a free day on Oahu, and a full day on the winding rainforest road to Hana. Beaches fill the gaps.

Route

  1. Honolulu3 nights
  2. Pearl Harbor and Honolulu
  3. Oahu
  4. Maui2 nights
  5. East Maui
  6. Maui
Journey highlights

Why you'll love this journey

  1. The USS Arizona Memorial, reached by boat across Pearl Harbor when launches are running
  2. The National Memorial Cemetery of the Pacific inside Punchbowl Crater
  3. Iolani Palace, the only royal palace on American soil, and Honolulu's civic centre
  4. Waikiki Beach, with Diamond Head at its eastern end
  5. A free Oahu day for the North Shore, a submarine dive or the Polynesian Cultural Center
  6. The Road to Hana, a narrow coast road of waterfalls, bamboo and one-lane bridges
  7. Two nights on the West Maui coast, where humpback whales are often seen offshore in winter
Day by day

Day-by-day itinerary

Day 1

HonoluluAirport transfer

A driver meets you at Honolulu airport for the half-hour run into Waikiki. The rest of the day is for adjusting: a first swim at Waikiki Beach, where the water is calm enough for children and beginners on surfboards, and sunset along the seafront promenade. Accommodation is room-only in Hawaii, and the streets behind the beach are full of cafes, poke counters and food trucks, with good vegetarian choices.

Day 2

Pearl Harbor and HonoluluOvernight HonoluluShared guided tour, collected from your accommodation

An early pick-up for the drive to Pearl Harbor, where the story of the December 1941 attack is told at the memorial visitor centre. A Navy boat takes visitors out to the white memorial built over the sunken USS Arizona, when conditions allow. The tour continues to the Punchbowl cemetery in an extinct crater, then drives past Iolani Palace, the Kawaiahao stone church, the State Capitol and City Hall before returning you to your accommodation.

Day 3

OahuOvernight Honolulu

A free day. Energetic travellers climb Diamond Head's crater trail for the view over Waikiki; non-residents need a timed reservation, which we can make. Others take the circle-island tour to the North Shore, where winter surf can be enormous, or spend the afternoon and evening at the Polynesian Cultural Center. A submarine dive off Waikiki is a gentle way to see the reef. All are optional extras we can book in advance.

Day 4

MauiTransfer to Honolulu airport, flight to Maui (not included), transfer to your stay

Check out after a slow morning and transfer to the airport for the short inter-island flight to Kahului. On Maui a driver takes you across the island's isthmus to the West Maui coast, around an hour's drive. Lahaina town is rebuilding and reopening in stages after the 2023 wildfire, and the stay is on the resort coast to its north. From December to April, humpback whales often surface within sight of the beaches.

Day 5

East MauiOvernight MauiShared guided tour, a very long day

An early start for the day Maui is famous for. The Hana Highway threads along the rainforest coast of East Maui through hundreds of bends and over dozens of single-lane bridges, and the guide does all the driving. Stops usually include waterfalls and pools, rainbow eucalyptus and bamboo, and a black-sand beach. From West Maui this is a very long day in a vehicle, so bring snacks, water and something for motion sickness.

Day 6

MauiTransfer to Kahului airport

Check out and transfer back across the island to Kahului for your flight onwards, usually via Honolulu or the US mainland for India. If the flight is in the evening, the beach walkway along Ka'anapali makes a good last morning, and a stop at a roadside stand for fresh pineapple or shave ice is the Maui way to say goodbye.

Make this journey yours

Every departure is planned around your dates, your pace and your stays. Tell us what matters and a specialist replies within 24 hours with a tailored proposal.

What's covered

Inclusions & exclusions

Included

  • 3 nights' hand-picked accommodation in Honolulu, room only
  • 2 nights' hand-picked accommodation on Maui, room only
  • Airport transfers on arrival and departure, and on both islands on the inter-island day
  • Shared guided tour covering Pearl Harbor, the USS Arizona Memorial and historic Honolulu
  • Shared guided tour along the Road to Hana
  • 24/7 on-trip support from Live Traveller

Not included

  • International flights to and from the United States
  • Visa: entry requirements for Indian passport holders change; we confirm the current rules and help with the application when you book. US visitor-visa interview waits can be long, so apply early
  • Travel insurance
  • Meals not listed under inclusions
  • Entry fees not listed under inclusions
  • The inter-island flight from Honolulu to Maui
  • Breakfast and all meals
  • Diamond Head and Hanauma Bay reservations, and other optional activities on Oahu
  • Resort or destination fees, where hotels levy them
  • Optional activities and excursions
  • Personal expenses, and tips for drivers and guides
  • Anything not listed under inclusions
Stays & travel

Accommodation, meals & transport

What the journey covers day to day, taken from this package's own inclusions.

🏨 Accommodation

  • 3 nights' hand-picked accommodation in Honolulu, room only
  • 2 nights' hand-picked accommodation on Maui, room only

🚆 Transport

  • Airport transfers on arrival and departure, and on both islands on the inter-island day
  • Airport transfer
  • Shared guided tour, collected from your accommodation
  • Transfer to Honolulu airport, flight to Maui (not included), transfer to your stay
  • Shared guided tour, a very long day
  • Transfer to Kahului airport
Before you go

Flights, visa & practical

Arranged separately from the journey itself — listed here so there are no surprises.

✈ Flights

  • International flights to and from the United States
  • The inter-island flight from Honolulu to Maui

🛂 Visa

  • Visa: entry requirements for Indian passport holders change; we confirm the current rules and help with the application when you book. US visitor-visa interview waits can be long, so apply early

🛡 Insurance

  • Travel insurance

Every journey is quoted individually for your travel dates and party. Read our pricing terms for how a quotation is prepared.

Good to know

Frequently asked

Not always. The boat to the memorial depends on the Navy, the weather and maintenance, and it is sometimes suspended at short notice. When it does not run, the tour still covers the visitor centre, the museums and the harbour views, so the morning keeps its meaning. We tell you before travel if we hear of a closure.
Hawaiian resort accommodation is usually sold room-only, and this trip follows that. It also keeps you free to eat where you like; Waikiki especially has endless breakfast options. We can quote a breakfast-inclusive stay if you would rather have it arranged.
It is demanding. The road has hundreds of tight bends and the day is long, so anyone prone to motion sickness should sit at the front, take medication beforehand and eat lightly. Young children and older travellers can find it tiring. We can suggest a shorter Maui day instead if needed.
Humpbacks generally arrive around December and stay until about April, with the peak usually from January to March. They are often seen from West Maui beaches and on whale-watching boats, which are an optional extra. Sightings are likely in season but never guaranteed.
No separate permit: Hawaii is a US state, so the same US visitor visa covers it. Apply early, as interview waits can be long. The inter-island flight is domestic, so carry your passport and photo ID, and allow for airport security on both islands.
A waterfall dropping through dense rainforest ferns and vines along the Road to Hana, Maui, Hawaii, USA
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