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Exclusive Maui savings! Let the magic unfold. | Pleasant Holidays
from $2,083 pp

  • Duration: 5 Days
  • Destinations: United States

SUN, SAND and MORE

Now is the ideal time to take advantage of these exclusive offers and special savings.

Receive exclusive Maui vacation deals from Pleasant Holidays.

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

Vacation packages include:

  • Roundtrip air
  • Accommodations (5+ nights) at one of a dozen participating hotels and resorts
  • 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.1

Book from March 15, 2025 to June 30, 2025, for travel through
Dec. 19, 2025.

Additional Information

HYATT REGENCY MAUI RESORT & SPA

5 nights starting at $2,083 per person

Hyatt Regency Maui Resort & Spa is a AAA Four Diamond designated hotel offering everything desired for an unforgettable getaway in paradise. Ideally situated on 40 oceanfront acres on world-famous Kaanapali Beach and voted No. 1 beach in the U.S. by Tripadvisor's Traveler’s Choice Awards, this resort features an expansive open-air atrium lobby, three towers, and 810 reimagined guest rooms, including 31 suites. Each guest room is well-appointed with authentic Hawaiian touches, elegant furnishings, modern finishes, open closets, and private balconies with glass railings to enjoy breathtaking views of the Pacific Ocean and west Maui sunsets. This resort truly offers something for everyone: rooftop astronomy program, half-acre free-form pool area with a 150-foot lava tube waterslide, children's splash pool, oceanfront daybeds and cabanas, beach activities, manicured tropical grounds, daily Hawaiian cultural activities, wildlife tours and penguin presentations, tennis/pickleball, championship golf, 100,000 square feet of event space for meetings or destination weddings, retail boutiques, 24-hour fitness center, daily outdoor yoga and fitness classes, Maui’s only oceanfront full-service spa and salon, live entertainment including the on-site Drums of the Pacific Luau, and 10 food and beverage offerings.

Valid for check-in on Oct. 23, 2025, in a standard guest room with one king bed, daily breakfast for two at Swan Court, and roundtrip air from JFK. Pricing valid as of May, 5, 2025 for connecting flights between JFK and OGG on JetBlue, operated by Hawaiian Airlines (flights B6 5851, B6 5860, B6 5879, B6 5850). Pricing is based on availability and subject to change. Includes resort fee but excludes transportation between the airport and resort and hotel parking fees.

Participating Hotels and Resorts:

  • Andaz Maui at Wailea Resort: Save 10% on vacations of 5 nights or longer and daily breakfast for two2
  • Aston Kaanapali Shores: Guaranteed lowest prices on One Bedroom Standard and One Bedroom Ocean View rooms and daily breakfast for two3
  • Fairmont Kea Lani: Receive a fifth night free and daily breakfast buffet for two4
  • Grand Wailea Maui, A Waldorf Astoria Resort: Reduced rate and daily breakfast buffet for two5
  • Hyatt Regency Maui Resort & Spa: Save 10% on vacations of 5 nights or longer and daily breakfast for two6
  • OUTRIGGER Honua Kai Resort & Spa: Save up to $250 per night and daily breakfast, plus kids stay FREE7
  • OUTRIGGER Kā'anapali Beach Resort: Save up to $300 per night and daily breakfast for two8
  • Royal Lahaina Resort & Bungalows: Reduced rate and daily breakfast for two9
  • Sheraton Maui Resort & Spa: Reduced rate and daily breakfast for two10
  • The Ritz-Carlton Maui, Kapalua: Reduced rate and daily breakfast for two11
  • The Westin Maui Resort & Spa, Ka'anapali: Daily breakfast for two12
  • Wailea Beach Resort – Marriott, Maui: Save 35% and daily breakfast buffet for two13

Departure Dates
Start: October 23, 2025
End: October 28, 2025
Price: $2,083 pp


Price My Trip
Price My Trip
Product Code: AAA-PH_Maui_HI_042825_CM

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.

*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.

1AAA Member Benefit: Activity voucher does not apply to air/car only bookings.

2Andaz Maui at Wailea Resort Offer: Book by 06/30/2025 for travel through 12/19/2025 on vacations of 5 nights or longer. Valid on all categories except HPQ and villas. Consortia amenities do not apply.

3Aston Kaanapali Shores Offer: Valid on new bookings for travel through 12/31/2025.

4Fairmont Kea Lani Offer: Book by 06/30/2025 for travel through 12/19/2025.

5Grand Wailea Offer: Book by 06/30/2025 for travel through 12/19/2025 on vacations of 3 nights or longer. Black out dates apply.

6Hyatt Regency Maui Resort and Spa Offer: Book by 06/30/2025 for travel through 12/19/2025 on vacations of 5 nights or longer. Consortia amenities do not apply. Based on availability.

7OUTRIGGER Honua Kai Resort & Spa Offer: Book by 06/30/2025 for travel through 12/19/2025. No extra guest charges for kids under 18 staying in a guest room of paying adults and utilizing existing beds. Based on availability and blackout dates may apply.

8OUTRIGGER Kā´anapali Beach Resort Offer: Book by 06/30/2025 for travel through 12/19/2025. Based on availability and blackout dates may apply.

9Royal Lahaina Resort & Bungalows Offer: Book by 06/30/2025 for travel through 12/19/2025.

10Sheraton Maui Resort & Spa Offer: Book by 06/30/2025 for travel 03/15/2025 – 12/19/2025.

11The Ritz-Carlton Maui, Kapalua Offer: Book by 06/30/2025 for travel through 12/19/2025. Based on availability and blackout dates may apply.

12The Westin Maui Resort & Spa, Ka’anapali Offer: Book by 06/30/2025 for travel through 12/19/2025.

13Wailea Beach Resort – Marriott, Maui Offer: Book by 06/30/2025 for travel through 12/19/2025.

General Disclaimer for All Offers. Unless otherwise indicated: rates quoted are accurate as of March 4, 2025, are per person, based on double occupancy and are for the lowest accommodation category. Gratuities, transfers & 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 non-refundable.

Additional restrictions may apply, including, but not limited to, baggage charges for first and/or second checked bag, advance purchase requirements, & 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 & 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 & cancellation terms & policies are subject to change without notice. Cruise rates capacity controlled. Advance reservations through AAA Travel required to obtain Member Benefits & savings which may vary based on departure date. For complete Terms and Conditions, please visit https://www.pleasantholidays.com/Terms-and-Conditions-of-Sale. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour providers listed. CST# 1007939-10. Pleasant Holidays is registered with the State of Florida as a Seller of Travel ST#37983. Copyright©2025 Pleasant Holidays, LLC. All Rights Reserved.