Contact Us
1-800-843-8771
Oahu
Oahu Vacation Packages & Highlights
Explore the Best of the Gathering Place
From legendary surf towns to world-famous beaches, Oʻahu blends modern energy with deep cultural roots. Our Oahu Vacation Packages are designed to take the stress out of planning—whether you're staying in Waikīkī or heading up to the laid-back North Shore. With help from our local travel advisors, you'll experience the island’s highlights with ease, authenticity, and unforgettable value.
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
Laie / East Side
- Polynesian Cultural Center
- Authentic local experience
- Quiet beaches + family-friendly
Waikīkī
- World-famous beach & nightlife
- Surfing, dining, and high-rise views
- Best for first-time visitors
Pearl Harbor
- USS Arizona & historic sites
- Memorials, museums, and tours
- Great for history buffs
North Shore
- Untouched beaches & big wave surf
- Food trucks & local farm stands
- Secluded hikes and scenic sunsets
Laie / East Side
- Polynesian Cultural Center
- Authentic local experience
- Quiet beaches + family-friendly
Waikīkī
- World-famous beach & nightlife
- Surfing, dining, and high-rise views
- Best for first-time visitors
Pearl Harbor
- USS Arizona & historic sites
- Memorials, museums, and tours
- Great for history buffs
Things to Do on Oʻahu
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. Our Oahu vacation packages are fully customized to fit your travel style, interests, and budget. From boutique hotels to private tours, we hand-select every detail—so all you have to do is show up and enjoy.
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.
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. As the voice behind Hawaiʻi’s longest-running travel podcast, we share insider tips, island stories, and honest advice you won’t find on big-box travel sites. Subscribe and catch up on old episodes to get even more ideas and inspiration straight from the source. Start booking your Oahu Vacation packages 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.
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.
Popular Oʻahu Packages
Oʻ ahu 5-Star Ultra Luxury Vacation
(6 Nights / 7 Days)
Oʻ ahu All-Inclusive Honeymoon Package
(6 Nights / 7 Days)
Oʻahu Little Explorers
Family Vacation
(6 Nights / 7 Days)
Kid-friendly beaches, animal encounters, & built-in rest for happy keiki (and parents).
* More itineraries available-custom plans tailored to your needs.
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!
Oʻahu Vacation FAQ
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.