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OUTRIGGER Ka'anapali Beach Resort | Pleasant Holidays
from $2,250 pp
Airfare Included

  • Duration: 7 Nights
  • Destinations: United States

From lush rainforests and pristine beaches to the moonlike landscape of its highest peak, Haleakala, “The Valley Isle” offers endless possibilities for adventure and relaxation. When visiting Maui, remember to Travel Pono (travel responsibly and thoughtfully) and show your Aloha for Maui’s cultures and communities as you enjoy the magic of the island.

Embrace the spirit of Aloha and discover authentic Hawaiian bliss at OUTRIGGER Kaanapali Beach Resort. Nestled on the pristine shores of world-famous
Kaanapali Beach, OUTRIGGER Kaanapali Beach Resort is more than just a destination; it embodies the soul of Hawaii, earning its reputation as "Maui’s most Hawaiian resort." Inspired by the kukui nut, a symbol of enlightenment, this beachfront paradise invites guests to embark on a journey into the heart of authentic Hawaiian culture and hospitality.

Rate based on Oct. 5, 2025 check-in in a Premium Ocean View King room 

$2,250.00 pp I Airfare included from New York (JFK) 

$2,370.00 pp I Airfare included from Boston 

$2,483.00 pp I Airfare included from Hartford


Maui: Let the Magic Unfold Offer:

OUTRIGGER Kaanapali Beach Resort – SAVE up to $300 per night and daily breakfast for two

  • Booking window: 3/15/2025 through 6/30/2025

  • Travel through 12/19/2025

Call to Book 1-800-222-7448
Included With Your Trip

Vacation package includes:

  • Roundtrip air from selected gateway

  • 7-night accommodations in a Premium Ocean view King room

  • Daily breakfast for two

AAA Member Benefit: $200 air credit, dinner luau for two and $50 per booking activity voucher valid toward a variety of select activities in Hawaii.

AAA Travel Advisors Help Plan Your Trip

AAA membership gives you access to your own dedicated travel team, ready to help you plan and book your perfect trip. Let a AAA travel advisor customize your vacation from start to finish. Whether you're heading somewhere new or returning to a favorite spot, our team has the skill and expertise to make it seamless. Don’t just get advice—book with us for a smooth, stress-free planning experience.

Departure Dates
Start: October 5, 2025
End: October 12, 2025
Price: $2,250 pp
| Airfare Included

Price My Trip
Start: October 5, 2025
End: October 12, 2025
Price: $2,370 pp
| Airfare Included

Price My Trip
Start: October 5, 2025
End: October 12, 2025
Price: $2,483 pp
| Airfare Included

Price My Trip
Price My Trip
Product Code: AAA-AAAPH_OutriggerHI_050525SS

All pricing and offers for accommodations and other non-air travel are per person, based on double occupancy, capacity controlled and subject to availability and change without notice. Pricing does not include taxes, fees, fuel surcharges, gratuities, resort fees, or airfare unless otherwise noted and is valid on new bookings only. Prices, fees, and other restrictions are subject to supplier policies. All offers, including but not limited to, bonus amenities, upgrades, prices, and group benefits are based on select dates, resorts, room categories, and/or fare codes. Specialty pricing may require proper identification. Cancellation penalties, blackout dates, and other restrictions may apply. When traveling outside the United States a valid passport is required. It is the sole responsibility of the passenger to have the proper documentation and identification required by the United States and other governments at the time of travel. When passports are required, it must be valid for a minimum of six months past your date of return. AAA strongly recommends the purchase of AAA Travel Protection. Usage of a credit card for travel arrangements may provide additional protection, please consult your credit card policies. Under certain circumstances the package price may be subject to supplemental price increases imposed by the supplier. Price increases include, but are not limited to fuel surcharges, taxes or fluctuations in foreign exchange markets that may be imposed after the date of purchase. Air-inclusive prices do not include government imposed taxes and fees, including but not limited to a September 11th Security Fee, U.S. or international government imposed taxes and fees, Federal Excise Fees, among others. Some carriers charge additional fees for checked bags, fuel surcharge, meals, etc. Please check the carriers website for details. Air-inclusive pricing is based on select departure cities. Prices from other cities may vary. AAA Northeast acts solely as a sales agent for travel suppliers and is not responsible for the actions or inactions of such suppliers. We monitor all of the information presented on our website; however, we do not assume responsibility for any errors or omissions in the content of the offers displayed. Review full Travel Disclosure and Consent at time of booking.

Maui: Let the Magic Unfold Offer: Valid on new bookings made 3/15/2025 – 6/30/2025 for travel through 12/19/2025 (unless otherwise noted) at select participating resorts at hotels in Maui. Roundtrip air and minimum stay at a participating resort required. Restrictions apply. May not be combined with other promotions or offers. This entire offer is based on availability and can be modified or closed out at any time.

OUTRIGGER Kaanapali Beach Resort Offer: Book by 6/30/2025 for travel through 12/19/2025. Based on availability and blackout dates may apply.

General Disclaimer for All Offers. Unless otherwise indicated: rates quoted are accurate as of April 28, 2025, are per person, based on double occupancy and are for the lowest accommodation category. Gratuities, transfers and excursions are additional.

Advertised rates are subject to additional taxes, however, such amounts, if collected by Pleasant Holidays, are included in land-only and air-inclusive advertised rates. Rates may not be available on all travel dates. Airline tickets may be nonrefundable.

Additional restrictions may apply, including, but not limited to, baggage charges for first and/or second checked bag, advance purchase requirements and blackout dates. Itinerary changes/cancellations are subject to Pleasant Holidays-imposed fees from $0 (for Canada or contiguous U.S. travel) or from $50 (for all other travel) per person, in addition to any applicable airline or other supplier-imposed change/cancellation penalties, plus applicable fare differentials (certain changes involve pre-notification deadlines). Airline fees & policies may vary; contact Pleasant Holidays for information. For baggage fees and other details, see www.iflybags.com. Rates involving roundtrip air transportation from other gateways may differ. Rates, terms, conditions, availability, itinerary, government taxes, surcharges, deposit, payment and cancellation terms and policies are subject to change without notice. Cruise rates capacity controlled. Advance reservations through AAA Travel required to obtain Member Benefits.