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Vacation Packages 
& Highlights

Explore the Best of the Gathering Place

From legendary surf towns to world-famous beaches, Oʻahu blends modern excitement with ancient beauty. Whether you're staying in Waikīkī or exploring the North Shore, our handpicked Oʻahu vacation packages combine ease, authenticity, and unforgettable experiences. Let our local travel advisors help you find the best way to discover this iconic island.

Prices from $999.00 per person (not including airfare)**

Which Part of the Island Fits Your Vacation Style?

North Shore

  • Untouched beaches & big wave surf
  • Food trucks & local farm stands
  • Secluded hikes and scenic sunsets
Explore North Shore

Laie / East Side

  • Polynesian Cultural Center
  • Authentic local experience
  • Quiet beaches + family-friendly
Explore East Side
Oahu Map Laie Point North Shore Pearl Harbor Waikiki

Waikīkī

  • World-famous beach & nightlife
  • Surfing, dining, and high-rise views
  • Best for first-time visitors
Explore Waikīkī

Pearl Harbor

  • USS Arizona & historic sites
  • Memorials, museums, and tours
  • Great for history buffs
Explore Pearl Harbor

North Shore

  • Untouched beaches & big wave surf
  • Food trucks & local farm stands
  • Secluded hikes and scenic sunsets
Explore North Shore

Laie / East Side

  • Polynesian Cultural Center
  • Authentic local experience
  • Quiet beaches + family-friendly
Explore East Side

Waikīkī

  • World-famous beach & nightlife
  • Surfing, dining, and high-rise views
  • Best for first-time visitors
Explore Waikīkī

Pearl Harbor

  • USS Arizona & historic sites
  • Memorials, museums, and tours
  • Great for history buffs
Explore Pearl Harbor

Things to Do on Oʻahu

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Oʻahu: The Heartbeat of Hawaiʻi

Oʻahu offers more than just iconic beaches and big-city energy — it’s where history, culture, and adventure naturally converge. Shaped by millions of years of volcanic activity and generations of Polynesian voyaging, the island is as dynamic as it is breathtaking. Whether you’re hiking through lush valleys, snorkeling in reef-filled bays, or tracing Hawaiʻi’s royal past at ʻIolani Palace, every experience reveals another side of the Gathering Isle. From sunrise atop Lēʻahi (Diamond Head) to food-truck nights in Kakaʻako, Oʻahu invites you to craft an island story all your own.

Use Our Trip Planner Tool to Start Building Your Hawaiian Vacation

Your package’s total price is based on what you choose—let us help you plan it right.

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Why Book With Us Instead of Expedia or Kayak?

We’re not a faceless booking engine. Our local team plans trips around your needs using real insight and island connections. It’s more than saving money—it’s about crafting unforgettable experiences. Start booking your Hawai‘i vacation today!

All packages include premium tours, 4-star beachfront hotels, roundtrip flights, airport transportation, and the support of local experts who live right here in Hawaiʻi.

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What to Expect When You Plan With Us

Fill Out the Trip
Planning Form

Call us or fill out our trip planner to start. We'll listen to what matters most and guide you through your options.

We Craft Your
Custom Vacation

Based on your preferences and budget, we'll build a personalized itinerary using our deep local connections and expertise.

Review, Approve,
and Pay Later

You'll receive a full plan in writing to review-no pressure. Pay when you're ready, starting at just $50 down per person for a land package.

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Popular Oʻahu Packages

Oʻ ahu 5-Star Ultra Luxury Vacation <br><span class="duration">(6 Nights / 7 Days)</span>

Oʻ ahu 5-Star Ultra Luxury Vacation
(6 Nights / 7 Days)

White-glove service, exclusive excursions, and oceanfront indulgence-luxury.

Start Here

 

Oʻ ahu All-Inclusive Honeymoon Package <br><span class="duration">(6 Nights / 7 Days)</span>

Oʻ ahu All-Inclusive Honeymoon Package
(6 Nights / 7 Days)

Celebrate love with sunset sails, romantic dinners, and stress-free planning included.

Explore

 

Oʻahu Little Explorers <br> Family Vacation<br> <span class="duration">(6 Nights / 7 Days)</span>

Oʻahu Little Explorers
Family Vacation
(6 Nights / 7 Days)

Kid-friendly beaches, animal encounters, & built-in rest for happy keiki (and parents).

Explore

* More itineraries available-custom plans tailored to your needs.

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We're here to help you find our All-Inclusive Hawaii Packages below, or get help picking hotels or activities - we can help with that too!

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Oʻahu Vacation FAQ

When is the best time to visit Oʻahu?

Oʻahu is a year-round destination, but the best weather is usually April-October. Winter brings bigger surf on the North Shore and whale sightings.