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HomeDestinationsHawaii5-Day Itinerary

AI-Generated Itinerary

5-Day Hawaii Itinerary

Your complete day-by-day guide to Hawaii — handpicked attractions, dining recommendations, and local tips for an unforgettable 5-day trip.

5 DaysHawaiiAI-CuratedFree & Personalised
5 days · 20 activities · Flexible plan
Personalise with AI
1

Day 1

Aloha Oahu: Arrive in Waikiki

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Fly into Honolulu (HNL) and transfer to Waikiki

Take a shuttle, rideshare or taxi about 30 minutes to Waikiki; skip the rental car for now.

Late Morning

11:00 AM - 1:00 PM

Check in and get your bearings

Settle in and walk Kalakaua Avenue to pick up snacks, sunscreen and a poke bowl.

Afternoon

1:00 PM - 5:00 PM

First swim at Waikiki Beach

Wade into the gentle water near Kuhio Beach Park with Diamond Head on the horizon.

Evening

5:00 PM - 9:00 PM

Sunset and hula on the beach

Watch the sunset from the sand and catch the free hula show at Kuhio Beach when scheduled.

2

Day 2

Pearl Harbor and Historic Honolulu

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

USS Arizona Memorial at Pearl Harbor

Use your Recreation.gov reservation for the film and Navy boat to the memorial. No bags allowed.

Late Morning

11:00 AM - 1:00 PM

Battleship Missouri or the Aviation Museum

Stay for the deck where World War II ended, or the hangars on Ford Island.

Afternoon

1:00 PM - 5:00 PM

Iolani Palace and Chinatown

Tour the only royal palace on US soil, then wander Honolulu's Chinatown for lei shops and noodle counters.

Evening

5:00 PM - 9:00 PM

Surf lesson or sunset mai tai in Waikiki

Take a late-day surf lesson or toast the sunset at a beachfront bar.

3

Day 3

Diamond Head Sunrise Hike and North Shore Big Waves

4 activities · ~8 hrs

Morning

6:30 AM - 9:30 AM

Hike Diamond Head crater

With a reserved early slot, climb to the rim for views over Waikiki and the coast.

Late Morning

9:30 AM - 11:00 AM

Drive to Haleiwa on the North Shore

Pick up a rental car for the day and drive about an hour north through pineapple country.

Afternoon

11:00 AM - 4:00 PM

Big waves at Waimea Bay, Sunset Beach and Pipeline

Watch winter surf from the sand, see turtles at Laniakea and grab lunch from a shrimp truck.

Evening

4:00 PM - 8:30 PM

Shave ice and sunset in Haleiwa

Cool off with shave ice in Haleiwa town, catch sunset at a North Shore beach, then drive back to Waikiki.

4

Day 4

Fly to the Big Island and Meet the Mantas

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Inter-island flight from Honolulu to Kona

The flight to Kona (KOA) takes about 45 minutes. Pick up a rental car; you will need it here.

Late Morning

11:00 AM - 1:00 PM

Check in on the Kona coast

Base yourself in Kailua-Kona or Keauhou for the next three nights.

Afternoon

1:00 PM - 5:00 PM

Historic Kailua Village and Ali'i Drive

Walk past Hulihee Palace and Mokuaikaua Church, then have a coffee tasting from a Kona farm.

Evening

5:00 PM - 9:00 PM

Manta ray night snorkel

Board a sunset boat and float above giant mantas feeding under the lights.

5

Day 5

Kealakekua Bay and the Drive to the Volcano

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Snorkel or kayak Kealakekua Bay

Join a morning boat or guided kayak to the Captain Cook Monument, one of Hawaii's richest snorkel spots.

Late Morning

11:00 AM - 1:00 PM

Puuhonua o Honaunau National Historical Park

Visit this restored place of refuge with carved wooden ki'i and royal grounds by the sea.

Afternoon

1:00 PM - 5:00 PM

Black sand at Punaluu Beach

Drive the south coast and look for green sea turtles resting on the black sand. Don't take any sand.

Evening

5:00 PM - 9:00 PM

Evening at the Kilauea summit

Check in to Volcano Village and, if Kilauea is active, watch the glow from a park overlook.

AI Personalisation

Make this itinerary yours

Tell Lizza your budget, interests, and travel style. She'll fine-tune this 5-day Hawaii plan with personalised recommendations, tips and more.

  • Personalised recommendations
  • Tailored to your travel style
  • Updated in real time
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Trip at a Glance

  • Hawaii, United States
  • 5 days
  • Moderate paceA balanced mix of sightseeing, food and local experiences.

Other Itineraries

  • 3-Day Hawaii ItineraryQuick highlights, perfectly paced
  • 7-Day Hawaii ItineraryExplore beyond the city
  • 10-Day Hawaii ItineraryThe ultimate getaway

Quick Tips

  • Book accommodation at least 2 weeks in advance
  • Get travel insurance before departure
  • Check visa requirements for your passport
  • Download offline maps before arrival
  • Notify your bank of your travel dates

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