Island Hopper Package: Oahu + Kona
Experience the ultimate Hawaiian contrast with this 12-night, two-island vacation package that perfectly blends the vibrant energy of Honolulu with the rugged, volcanic beauty of the Big Island. This “Island Hopper” journey is designed for those who want to see it all without the stress of planning the logistics.
Your adventure begins on Oahu with 6 nights at the iconic Outrigger Waikiki Beach Resort. From your Ocean View room, you’ll be in the heart of the action, with the world-famous sands of Waikiki at your doorstep. We’ve packed your Oahu stay with essentials: a full-day Majestic Circle Island Tour, a historic visit to Pearl Harbor, and unlimited rides on the LeaLea Trolley to explore the island’s best shopping and dining at your own pace. To top off your time on the South Shore, you’ll enjoy a spectacular 3-Star Dinner Cruise as the sun sets over Diamond Head.
The journey continues as you head to the Big Island for 6 nights at the OUTRIGGER Kona Resort & Spa. Perched on the lava rocks of Keauhou Bay, your Ocean View stay offers a front-row seat to Kona’s famous manta rays and stunning sunsets. Discover the island’s natural wonders on a Grand Circle Island Nature Tour, traversing through diverse climate zones and lush rainforests. On your final evening, immerse yourself in the culture and flavors of Hawaii at the Feast & Fire Luau, Kona’s premier starlit dining experience.
With round-trip airport transfers included on both islands, all you have to do is show up and soak in the Aloha. It’s the perfect balance of guided discovery and the freedom to explore Hawaii your way.
Key Highlights
- Ocean view rooms
- Explore Oahu’s top landmarks including Diamond Head, North Shore & more
- Learn about Hawaii’s WWII history on the Pearl Harbor City Tour
- Enjoy a 3-star dinner cruise while taking in a spectacular view of Oahu’s south shore
- Unlimited rides around Waikiki with the LeaLea Trolley
- A tour of Hawaii’s biggest island highlighting its natural wonders.
- Enjoy Hawaii Island’s finest luau, Kona’s Feast & Fire Luau
- Worry-free arrival & departure with included airport transfers
- Perfect mix of guided tours and free time to enjoy Waikiki your way
Included Activities
Majestic Circle Island Tour
Experience Oahu in one full day. Our Oahu Circle Island Tour loops the island with hotel pickup, small-group minibus comfort, and all admissions + lunch included. Stops include Nuʻuanu Pali Lookout, Byodo-In Temple, Tropical Farms, Waimea Valley, and Dole Plantation.
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The Pearl Harbor City Tour begins with a trip to the Pearl Harbor National Memorial. This memorial was built to remember the soldiers and sailors who died during the Pearl Harbor attack in World War II. The memorial includes several sights, such as the USS Arizona Memorial, which is built above the remains of the sunken battleship USS Arizona. Overall, the Pearl Harbor National Memorial serves as a tribute to the bravery and sacrifice of American service members during the attack.
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Join the Star of Honolulu for an unforgettable sunset dinner cruise featuring gourmet cuisine, live Hawaiian entertainment, and stunning 360° views of Oahu’s coastline.
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Explore Oahu with the Most Convenient and Extensive Trolley Service!
Hop aboard the LeaLea Trolley and explore Oʻahu the easy way! Running daily from morning to evening, our trolleys depart from the Royal Hawaiian Center in the heart of Waikiki.
Sit back, relax, and let us take you on a fun, convenient ride to the best that Oʻahu has to offer!!
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This full-day nature tour offers an in-depth look at Hawaii’s youngest and largest island. From desert to rainforest, pasture to dry forest, discover diverse landscapes and 8 out of 13 climate zones in the world as you traverse the island, walk through rainforests to soaring waterfalls, and stroll black-sand beaches as you scan the horizon for green sea turtles.
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Feast & Fire Lūʻau: An Evening on Keauhou Bay
Experience one of the island’s most authentic cultural journeys right at your resort. Held every Monday and Thursday evening, the Feast & Fire Lūʻau at the OUTRIGGER Kona Resort & Spa offers an intimate atmosphere that goes beyond the typical show. Set against the dramatic backdrop of Keauhou Bay, you’ll enjoy traditional storytelling, world-class fire performances, and a curated menu of island flavors under the starlit sky.
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Start your island visit in style! Roberts Hawaii Airport Transfer Services provides quality and reliable Shared & Private airport shuttle transportation to and from Honolulu’s Daniel K. Inouye International Airport (HNL) with exceptional customer service provided by our highly trained, experienced drivers.
PACKAGE PRICE
| Season | Price | Additional Night |
| 1/3/26 – 6/14/26 | $ 4,182.27 | $ 540.00 |
| 6/15 – 8/15 | $ 4,287.27 | $ 550.00 |
| 8/16 – 9/30 | $ 4,182.27 | $ 540.00 |
WHAT'S INCLUDED
- 6 nights at the Outrigger Waikiki Beach Resort – Ocean View room
- 6 nights at the Outrigger Kona Resort & Spa – Ocean View
- Majestic Circle Island Tour (full-day sightseeing)
- Pearl Harbor City Tour
- 3-Star Dinner Cruise
- LeaLea Trolley 7-Day Pass – unlimited rides
- Hawaii Island Circle Island Tour
- Fire & Feast Luau at the Outrigger Kona Resort & Spa Hotel
- Round-trip airport transfers
- Taxes & fees
PERFECT FOR
- First-time visitors wanting to experience the different “feel” of Hawaii by visiting 2 different islands
- Couples looking for a full itinerary
- Anyone who wants a stress-free, all-in-one Hawaii vacation
Frequently Asked Questions
What’s included in the Land Package?
This package includes:
- 6-night accommodation in double occupancy hotel room on Oahu
- 6-night accommodation in double occupancy hotel room on Hawaii Island’s Kona district
- Roundtrip airport transportation
- 7-day Lealea Trolley Pass
- Majestic Circle Island Tour
- Pearl Harbor City Tour
- 3-Star Dinner Cruise
- Circle Island tour of Hawaii Island
- Feast & Fire Luau
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Airfare is not included in the tour package price. This allows you the flexibility to choose the airline and seating options that work best for you. If you need recommendations, we’re happy to point you in the right direction.
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Your stay will be at the popular Outrigger Waikiki Beach Resort on Oahu and the Outrigger Kona Resort & Spa on Hawaii Island, both comfortably and conveniently located near the beach, restaurants and shopping areas.
The rooms are Ocean view rooms.
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Extensions are available pending availability. Please notify your agent of your preferred days.
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Room upgrades are not available with this package. All accommodations are reserved in advance to provide consistency and availability.
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Meals are not included in the tour package. This gives you the freedom to explore Oahu’s and Kona’s incredible dining scene, from local plate lunches and poke bowls to oceanfront restaurants.
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Any changes to tour dates or scheduled activities are subject to availability and applicable cancellation policies. We recommend contacting our team as soon as possible if you need to make adjustments, and we’ll do our best to assist you.
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We’re here to help! Our Lealea Lounge is open daily from 8:00 AM to 5:00 PM, where you can speak with our friendly staff in person. For assistance outside of those hours, a dedicated support phone number will be provided so you can reach us anytime during your stay.
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Absolutely! You can enhance your vacation by adding optional tours and experiences. Visit us at the Lealea Lounge or contact our call center at 808-218-6125, and we’ll be happy to help you customize your trip.