Skip to primary navigation Skip to content Skip to footer

Island Hopper Package: Oahu + Maui

Experience the very best of Hawaii’s two most iconic islands with this 12-night, dual-destination vacation package. Designed for travelers who want a seamless transition from the vibrant culture of Honolulu to the lush, world-class beaches of Maui, this itinerary offers a perfect balance of guided adventure and “island time” flexibility.

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.

Next, fly to Maui for 6 nights at the Aston Kaanapali Shores Hotel, Set along the world-famous golden shores of Kaanapali Beach.

With round-trip airport transfers included on both islands, we handle the logistics so you can focus on the memories. From the historic landmarks of Honolulu to the volcanic peaks of Maui, this is the ultimate stress-free Hawaii experience.

Key Highlights

  • Enjoy rooms with your own private kitchen
  • Unlimited rides around Waikiki with the LeaLea Trolley
  • Worry-free arrival & departure with included airport transfers
  • Perfect mix of guided tours and free time to enjoy Waikiki your way

 

Included Activities

Booking period: September 25, 2026 to November 6, 2026

PACKAGE PRICE PER PERSON

Season Price Additional Night
10/1 – 12/23 $ 2482.10 $ 490.00
1/6/27-2/28/27 $ 2856.32 $ 590.00
3/1/27-3/31 $ 2811.32 $ 590.00

WHAT'S INCLUDED

  • 6 nights at the Aston Waikiki Banyan- 1-bedroom standard
  • 6 nights at the Aston Kaanapali Shores Hotel – Junior Suite with Kitchen
  • 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 Maui
    • Roundtrip airport transportation
    • 7-day Lealea Trolley Pass

 

Island Hopper Package: Oahu + Maui Inquiry Form

  • This field is for validation purposes and should be left unchanged.