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 a 6 nights stay at the popular Aston at the Waikiki Banyan in a spacious 1-bedroom condo with a full kitchen, giving you the freedom to enjoy meals in your own way. We’ve included your Oahu stay with a vacation essential: unlimited rides on the LeaLea Trolley to explore the island’s best shopping and dining at your own pace.
The journey continues as you head to the Big Island for 6 nights at the Aston Kona by the Sea with condominium-style accommodations include fully equipped kitchens with separate living areas and in-suite washer/dryers.
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
- Unlimited rides around Waikiki with the LeaLea Trolley
- Worry-free arrival & departure with included airport transfers
Included Activities
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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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Extensions can be booked in accordance with current rates. Please contact our team at the Lealea Lounge or call us at 808-218-6125 to check availability and pricing for your desired dates.
Booking period: September 25, 2026 to November 6, 2026
PACKAGE PRICE PER PERSON
| Season | Price | Additional Night |
| 10/1 – 10/5 | $ 2511.81 | $ 530.00 |
| 10/6 – 10/11 | $ 2661.81 | $ 580.00 |
| 10/12-12/23 | $ 2631.81 | $ 560.00 |
| 1/3/27-2/10-27 | $ 2790.00 | $ 605.00 |
| 2/11/27-2/14/27 | $ 2879.50 | $ 620.00 |
| 2/15/27-3/31/27 | $ 2790.00 | $605.00 |
WHAT'S INCLUDED
- 6 nights at the Aston Waikiki Banyan- 1-bedroom standard
- 6 nights at the Aston Kona by the Sea- Garden View
- LeaLea Trolley 7-Day Pass – unlimited rides
- 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
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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 Reef 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 based on applicable rates and availability. Please contact our team at the Lealea Lounge or call us at 808-218-6125 to check availability and pricing for your desired dates.
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Room upgrades are available based on applicable rates and availability. Please contact our team at the LeaLea Lounge or call us at 808-218-6125 to check pricing for an upgraded room category.
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While daily meals are not included, both hotels offer private kitchens that allow you the flexibility to cook your own meals.
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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.
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All components of this package, including hotel rooms, tours, and transportation, are subject to a 30-day cancellation policy.
- Cancellations made 30 days or more prior to the date of service are eligible for a full refund.
- Cancellations made within 30 days of the date of service, as well as “no-shows,” are non-refundable.
This policy applies unless a specific supplier’s deadline is moved up. Large group reservations are subject to the terms and conditions set by the vendors at the time of proposal.