Maui Savings Extravaganza
Get up to $1,350 in savings1 on select Pleasant Holidays getaways to Maui
Your package includes:
- 5-Night Hotel Stay
- Round-Trip Airfare With $200 Air Savings
- Daily Breakfast For Two
- Dinner Luau For Two
- $50 Activity Voucher
Maui | Oahu | Kauai | Big Island | Playa del Carmen | Costa Mujeres | Los Cabos | Jamaica | Dominican Republic | Aruba | United States |
Relaxing 5-night Maui resort stays
Take a vacation to Maui and drive along the Road to Hana, go whale watching, and visit Haleakala National Park.
The Ritz-Carlton Maui, Kapalua
Unwind in spacious rooms and suites thoughtfully tailored with luxurious amenities at this iconic, newly reimagined beachfront resort surrounded by 22,000 acres of lush, tropical landscapes on Maui's pristine northwest shore.
Sheraton Maui Resort & Spa
Relax at the resort’s 142-yard lagoon style pool, taste fresh island cuisine, learn indigenous Hawaiian cultural activities and play in the white sand of Kaanapali Beach.
Wailea Beach Resort – Marriott, Maui
Enjoy spectacular sunsets, and relax at 5 pools across 22 acres including an adults-only infinity edge pool and family pool with 4 water slides
The Westin Maui Resort & Spa, Ka’anapali
This upscale resort set along a spectacular stretch of Kaanapali Beach features elegant guest rooms and an expansive aquatic playground with waterfalls, waterslides and a serene adults-only pool.
Hyatt Regency Maui Resort & Spa
Located on 40 acres on Ka'anapali Beach, this oceanfront oasis offers unlimited activities and amenities featuring interiors with authentic Hawaiian finishes.
Fairmont Kea Lani
Connect to Maui like never before at this resort, Hawaii’s only all-suite and villa luxury oceanfront property.
Andaz Maui at Wailea Resort
Situated on Maui’s premier destination of Wailea on Mokapu Beach and tailored for the discerning island traveler featuring guest rooms, suites and ocean front villas that captures the spirit and feel of today's modern day Hawai’i.
Grand Wailea Maui, A Waldorf Astoria Resort
The resort features luxurious rooms and suites with private balconies overlooking the ocean, but guests can also opt for villas with their own private pools.
Royal Lahaina Resort & Bungalows
The Royal Lahaina Resort features 462 guest rooms, each with its own private lanai. The property also has two swimming pools, a tennis court, and a spa.
OUTRIGGER Honua Kai Resort & Spa
Situated on Kaanapali North Beach, this resort provides unparalleled service and all the amenities of a luxury resort with expansive one-, two-, and three-bedroom suites.
Aston Kaanapali Shores
Located oceanfront on Kaanapali Beach, this oceanfront full-service condominium resort combines the comfort and convenience of spacious suites with full kitchens and hotel-caliber services.
OUTRIGGER Kā´anapali Beach Resort
Embrace the Spirit of Aloha and discover authentic Hawaiian bliss nestled on the pristine shores of world-famous Kaanapali Beach.
Unplug & Unwind
Book 5-night or longer resort stays with Pleasant Holidays & get up to $250 in value2
Contact your AAA Travel Advisor to start planning your getaway.
Popular 5-night Hawai'i resort stays
Discover the enchanting beauty and vibrant culture of Hawaii, where pristine beaches, lush landscapes, and the spirit of Aloha await to create your dream vacation
O'ahu, Hawai'i
5-night hotel stay at Twin Fin + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,108
- Dallas/Fort Worth, TX (DFW) from $1,378
- Albuquerque, NM (ABQ) from $1,558
- Norfolk, VA (ORF) from $1,768
- Birmingham, AL (BHM) from $1,782
- St. Louis, MO (STL) from $1,395
- Boston, MA (BOS) from $1,561
- Pittsburgh, PA (PIT) from $1,715
- Cleveland, OH (CLE) from $1,675
Vacation package may include:
- $200 savings2
- $50 activity voucher3
- Kids 17 & younger stay free4
Big Island, Hawaii
5-night hotel stay at Outrigger Kona Resort & Spa + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,159
- Dallas/Fort Worth, TX (DFW) from $1,210
- Albuquerque, NM (ABQ) from $1,208
- Norfolk, VA (ORF) from $1,685
- Birmingham, AL (BHM) from $1,513
- St. Louis, MO (STL) from $1,242
- Boston, MA (BOS) from $1,322
- Pittsburgh, PA (PIT) from $1,633
- Cleveland, OH (CLE) from $1,465
Vacation package may include:
- $200 savings2
- $50 activity voucher3
- Kids 17 & younger stay free4
- Resort fees waived
Kauai, Hawaii
5-night hotel stay at Royal Sonesta Kauai Lihue + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,677
- Dallas/Fort Worth, TX (DFW) from $1,773
- Albuquerque, NM (ABQ) from $1,992
- Norfolk, VA (ORF) from $2,283
- Birmingham, AL (BHM) from $2,106
- St. Louis, MO (STL) from $1,816
- Boston, MA (BOS) from $1,816
- Pittsburgh, PA (PIT) from $2,110
- Cleveland, OH (CLE) from $2,122
Vacation package may include:
- $200 savings2
- $50 activity voucher3
- Kids 17 & younger stay free4
Search Kauai vacations with flights
5-night, all-inclusive resort stays to Mexico
Discover the natural beauty of Mexico in a region known for luxury resorts and spas, championship golf courses, and world-class fishing.
Playa del Carmen, Mexico
5-night hotel stay at Paradisus Playa del Carmen + roundtrip airfare
Per person, starting from:
- Honolulu, Hawaii (HNL) from $1,687
- Los Angeles, CA (LAX) from $1,356
- Dallas/Fort Worth, TX (DFW) from $1,588
- Albuquerque, NM (ABQ) from $1,544
- Norfolk, VA (ORF) from $1,482
- Birmingham, AL (BHM) from $1,447
- St. Louis, MO (STL) from $1,564
- Boston, MA (BOS) from $1,291
- Pittsburgh, PA (PIT) from $1,493
- Cleveland, OH (CLE) from $1,507
Vacation package may include:
- $150 savings2
- $50 activity voucher3
Search Cancun & Riviera Maya vacations with flights
Costa Mujeres, Mexico
5-night hotel stay at Grand Palladium Select Costa Mujeres + roundtrip airfare
Per person, starting from:
- Honolulu, Hawaii (HNL) from $1,651
- Los Angeles, CA (LAX) from $1,257
- Dallas/Fort Worth, TX (DFW) from $1,489
- Albuquerque, NM (ABQ) from $1,445
- Norfolk, VA (ORF) from $1,383
- Birmingham, AL (BHM) from $1,348
- St. Louis, MO (STL) from $1,465
- Boston, MA (BOS) from $1,192
- Pittsburgh, PA (PIT) from $1,394
- Cleveland, OH (CLE) from $1,408
Vacation package may include:
- $150 savings2
- $50 activity voucher3
Search Cancun & Riviera Maya vacations with flights
Los Cabos, Mexico
5-night hotel stay at Krystal Grand Los Cabos + roundtrip airfare
Per person, starting from:
- Honolulu, Hawaii (HNL) from $1,388
- Los Angeles, CA (LAX) from $870
- Dallas/Fort Worth, TX (DFW) from $1,258
- Albuquerque, NM (ABQ) from $1,120
- Norfolk, VA (ORF) from $1,217
- Birmingham, AL (BHM) from $1,228
- St. Louis, MO (STL) from $1,204
- Boston, MA (BOS) from $1,123
- Pittsburgh, PA (PIT) from $1,193
- Cleveland, OH (CLE) from $1,180
Vacation package may include:
- $150 savings2
- $50 activity voucher3
Search Los Cabos vacations with flights
Top 5-night Caribbean resort stay specials
Dreaming of white sand beaches, secluded islands, spa treatments, and fresh seafood? Make it a reality with a vacation to the Caribbean.
Montego Bay, Jamaica
5-night hotel stay at Hilton Rose Hall Resort & Spa + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,242
- Dallas/Fort Worth, TX (DFW) from $1,450
- Albuquerque, NM (ABQ) from $1,328
- Norfolk, VA (ORF) from $1,289
- Birmingham, AL (BHM) from $1,298
- St. Louis, MO (STL) from $1,195
- Boston, MA (BOS) from $1,166
- Pittsburgh, PA (PIT) from $1,148
- Cleveland, OH (CLE) from $1,301
Vacation package may include:
- $150 savings2
- $50 activity voucher3
Search Jamaica vacations with flights
Punta Cana, Dominican Republic
5-night hotel stay at Dreams Dominicus La Romana + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,008
- Dallas/Fort Worth, TX (DFW) from $1,315
- Albuquerque, NM (ABQ) from $1,211
- Norfolk, VA (ORF) from $1,137
- Birmingham, AL (BHM) from $1,282
- St. Louis, MO (STL) from $1,147
- Boston, MA (BOS) from $1,175
- Pittsburgh, PA (PIT) from $1,113
- Cleveland, OH (CLE) from $1,147
Vacation package may include:
- $150 savings2
- $50 activity voucher3
- $200 resort credit
Search Punta Cana vacations with flights
Eagle Beach, Aruba
5-night hotel stay at JOIA Aruba by Iberostar + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,835
- Dallas/Fort Worth, TX (DFW) from $1,967
- Albuquerque, NM (ABQ) from $1,743
- Norfolk, VA (ORF) from $1,844
- Birmingham, AL (BHM) from $1,878
- St. Louis, MO (STL) from $1,810
- Boston, MA (BOS) from $1,840
- Pittsburgh, PA (PIT) from $1,819
- Cleveland, OH (CLE) from $1,873
Vacation package may include:
- $150 savings2
- $50 activity voucher3
Search Aruba vacations with flights
Deals on U.S. resort stays of 5 nights or more
From San Diego to New York City, leave your passport at home and create lasting memories at these popular U.S. vacation destinations.
Orlando, Florida
5-night hotel stay at Walt Disney World Dolphin + roundtrip airfare
Per person, starting from:
- Los Angeles, CA (LAX) from $1,256
- Dallas/Fort Worth, TX (DFW) from $1,508
- Albuquerque, NM (ABQ) from $1,549
- Norfolk, VA (ORF) from $1,280
- Birmingham, AL (BHM) from $1,523
- St. Louis, MO (STL) from $1,543
- Boston, MA (BOS) from $1,395
- Pittsburgh, PA (PIT) from $1,490
- Cleveland, OH (CLE) from $1,471
Vacation package may include:
- Up to $125 savings2
International Travel
Find your next Europe or Asia vacation and explore the globe.
Europe
Members get $100 savings per booking
Asia
Members get $100 savings per booking
Prices listed above are accurate as of February 28, 2025, and are subject to change without prior notice.
1Maui Vacation Offer: Valid on new Maui bookings made March 10, 2025 – June 30, 2025, for travel March 10, 2025 - December 19, 2025. Minimum five nights’ accommodations at a participating resort or hotel and round-trip airfare required (excludes Hawai’i inter-island flights). Air credit, luau for two with standard seating and activity voucher are valid towards select events in Hawaii are non-transferable, nonrefundable and cannot be redeemed for cash. Restrictions apply. May not be combinable with other promotions or offers. This entire offer is based on availability and can be modified or closed out at any time.
The value listed is per booking and equals the total of the Dream Getaways offer2 plus the AAA Member Benefit3.
2Dream Getaways Offer:Valid on new Hawai‘i, Mexico, Caribbean, and Continental U.S. bookings made March 1, 2025 – April 30, 2025, for travel March 1, 2025 – December 14, 2025. Minimum five nights’ accommodations at a participating resort or hotel and round-trip airfare required (excludes Hawai‘i inter-island flights). Minimum two nights’ accommodations at a participating Continental U.S. resortor hotel and round-trip airfare required (excludes Hawai’i inter-island flights). Savings of $200 is not reflected in rates shown and applies to Hawai‘i destinations with participating resorts. Savings of $100 is not reflected in rates shown and applies to Mexicoand Caribbean destinations with participating resorts. Savings of up to $100 is not reflected in rates shown and applies to Continental U.S. destinations with participating resorts as follows: $50 off 2–3-night stays; $75 off 4-night stays; $100 off 5-night staysor longer.
3AAA Member Benefit:Valid on new bookings made between January 1, 2025 – December 31, 2025, for travel through December 31, 2025. Minimum five-night stay at participating AAA Vacations® properties required. $50 activity voucher isnonrefundable, nontransferable, has no cash value and applies to the following destinations: Hawai‘i, Mexico, and select Central & South America and Caribbean destinations. Savings applies to the following destinations: Continental U.S., Canada – $25 savings; Australia, New Zealand, Europe, Asia, Africa, Middle East, Honduras, select Caribbean destinations (Anguilla, Bahamas, Bermuda, Bonaire, British Virgin Islands, Curaçao, Dominica, Grand Cayman, Martinique, St. Barts, St. Kitts & Nevis, St. Martin & St. Maarten,St. Vincent & the Grenadines, and U.S. Virgin Islands), Tahiti (French Polynesia), Fiji and Cook Islands – $50 savings.
4Kids Stay Free Promotion: Kids stay free in same room as adults using existing bedding. Occupancy limits may apply.
The Twin Fin: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Ocean View King room accommodations at The Twin Fin in Oahu, Hawaii and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
OUTRIGGER Kona Resort & Spa: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Resort View room accommodations at OUTRIGGER Kona Resort and Spa on the Big Island of Hawaii and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable. Daily resort fee waived. (Value $206 savings)
Royal Sonesta Kauai Lihue: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Garden View King room accommodations at The Royal Sonesta Kauai Resort Lihue in Kauai, Hawaii and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Paradisus Playa del Carmen: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Junior Suite - Nature View room accommodations at Paradisus Playa del Carmen-Riviera Maya in Riviera Maya, Mexico and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Grand Palladium Select Costa Mujeres: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Junior Suite Garden Lagoon View room accommodations at Grand Palladium Select Costa Mujeres in Costa Mujeres, Mexico and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Krystal Grand Los Cabos: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Deluxe BelAir Double room accommodations at Krystal Grand Los Cabos in Los Cabos, Mexico and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Hilton Rose Hall Resort & Spa: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Resort View - 2 Queens room accommodations at Hilton Rose Hall Resort & Spa in Montego Bay, Jamaica and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Dreams Dominicus La Romana: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Deluxe Double room accommodations at Dreams Dominicus La Romana in Punta Cana, Dominican Republic and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable. $200USD resort credit is per room per stay. Resort credit restrictions apply as follows: Spa treatment coupons are broken down into 2 coupons of $40 & 1 coupon of $20. Only 1 coupon can be redeemed per spa treatment. To use coupons for romantic dining, 1 $40 coupon and 1 $20 coupon may be combined, resulting in a total discount of $60 off one romantic dining experience. When using coupons toward wine purchases, only coupons worth $10 may be used and cannot be combined, therefore 1 $10 coupon can be applied toward 1 bottle of wine. Resort coupons cannot be applied toward the following items: beauty salon services, spa product purchases, telephone charges, dolphin experiences, gift shop purchases, boutique purchases, dive shop, internet service, marina services, medical services, car rentals and travel agency services. Resort Coupons must be redeemed at the time of reservation/service. They have no cash/commercial value, are not refundable & non-transferable. They are not applicable for tips, taxes, private functions and/or special events. Resort Coupons are not accumlative & cannot be combined with any other promotion or special offer including, but not limited to spa treatment discounts. They are only valid during the original stay and cannot be deducted upon check out. This entire offer is based on availability and can be modified or closed out at any time. Not valid for group bookings.
JOIA Aruba by Iberostar: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 19, 2025 in Suite room accommodations at JOIA Aruba by Iberostar in Aruba and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Walt Disney World Dolphin: Rate is per person, land and round-trip economy-class airfare from the featured gateway (other gateways available, rates may vary), based on double occupancy for check-in on October 12, 2025 in Traditional Double/Double room accommodations at Walt Disney World Dolphin in Orlando, Florida and includes taxes, fees and surcharges collected by seller at time of booking using the AAA.com website. If booking with a AAA travel agent, a $25 service fee will be collected at time of booking. Airfare is nonrefundable.
Certain restrictions may apply. Advance reservations through AAA Travel required to obtain Member Benefits & savings which may vary based on departure date. Rates may be subject to increase after full payment for increases in government-imposed taxes or fees & supplier-imposed fees. Blackout dates & other restrictions may apply. Not responsible for errors or omissions. Your local AAA club acts as an agent for Pleasant Holidays®. CST 1016202-80. To learn how we collect and use your information, visit the privacy link at AAA.com. ©2025 Auto Club Services, LLC. All Rights Reserved.
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