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Hawaii Resort and Vacation Packages | Pleasant Holidays
from $691 pp

  • Destinations: Hawaii, United States

Enjoy the aloha spirit with Hawaiian vacation packages and travel deals to the world's greatest Polynesian playground. Hawaii offers unique culture, resort accommodations and a variety of activities. From Waikiki to Kona experience warm waters, white sand beaches, majestic volcanoes, golf, outdoor adventures and more!

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

Member Benefits:*

  • Save $25 per booking
  • Bounce Back Offer - Get up to $100 savings on your next vacation


AAA Vacations® Amenities:

  • DOUBLE MEMBER BENEFIT – Save up to $50 per booking on packages of 5 nights or more at properties rated 4 stars or higher
  • Best Price Guarantee
  • 24/7 Member Care

AAA Travel Advisors Help Plan Your Trip:

AAA membership grants you access to your own travel team! Let a AAA travel advisor personalize your vacation from start to finish. Wherever you want to go, our travel team has likely been there, so ask questions and gain insider information.

Additional Information

FEATURED HOTELS AND PACKAGES:

HYATT REGENCY MAUI RESORT AND SPA

5 nights starting at $1,710 per person

Maui, Hawaii | AAA Four Diamond-rated | Kids 17 and under stay free!

Includes: Paradise Awaits package - daily breakfast at Swan Court for all registered guests, reduced room rate, reduced resort fee, $75 daily resort credit, 15% off luau prices, and 10% off cabana or daybed rental.

Welcome to an oceanfront oasis on world-renowned Ka‘anapali Beach. This newly reimagined 40-acre Hyatt Regency Maui Resort and Spa offers access to everything you desire for an unforgettable getaway in paradise. Enjoy a half-acre pool with a dedicated water playground for keiki (kids), an on-site lu‘au, rooftop stargazing, oceanfront golf, a beachfront spa, cultural activities and true Hawaiian hospitality. Explore West Maui attractions with our close proximity to Whalers Village, beach parks and more.

Check-in on May 25, 2025 in a two-queen room guestroom. Rate is estimated to include resort fee but exclude hotel parking fees.


OUTRIGGER WAIKIKI BEACHCOMBER HOTEL

5 nights starting at $777 per person

Waikiki, Hawaii

As one of Waikiki’s only true beachfront resorts, you can wake up to ocean views that never end. Come dine and play on the shores of legendary Waikiki Beach. Outrigger Waikiki Beach Resort invites you to experience beach life inspired by the waves with locally inspired dining, live music and entertainment, cultural events and programs, and accommodations overlooking iconic Waikiki Beach and Diamond Head.

Check-in on Dec. 15, 2024 in a Waikiki view guestroom. Room-only rate; includes resort fee but excludes hotel parking fees.


KAUAI SHORES HOTEL

5 nights starting at $691 per person

Fifth Night Free | Kapaʻa, Kauai, Hawaii

Set on six acres of tropical gardens fronting Waipouli Beach on Kauai's Royal Coconut Coast, this hotel is located adjacent to the open-air Coconut Marketplace shopping village and less than a mile from historic Kapaa Town and the Wailua River. The hotel features 200 newly renovated guestrooms, a beautiful open-air lobby, two freshwater pools, an upgraded pool deck and hot tub, and is home to Kauai’s only “toes in the sand” dining experience at the new Lava Lava Beach Club restaurant and lounge. 

Check-in on Dec. 8, 2024 in a garden-view guestroom. Rate is estimated to included mandatory resort amenity fee (currently $30 plus tax per room, per night). More dates are available.

 

About Pleasant Holidays:

Founded over 60 years ago, Pleasant Holidays is one of the largest travel companies in the United States offering customized vacation packages all over the world! 

 

Departure Dates
Start: December 8, 2024
End: December 13, 2024
Price: $691 pp


Price My Trip
Start: December 15, 2024
End: December 20, 2024
Price: $777 pp


Price My Trip
Start: May 25, 2025
End: May 30, 2025
Price: $1,710 pp


Price My Trip
Price My Trip
Product Code: AAA-Hawaii_HotelsPackages_PH_033022_ZD

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.

*Bounce Back offer: To be booked within 12 months of their original trip with no travel expiration date (3 night minimum). Bounce Back does not apply to Air by Pleasant. United States bounce back/FTC 3-night minimum. Call for more details.



  • $25 per booking discount of next Vacation to Mainland USA or Canada

  • $50 per booking discount of next Vacation to Hawaii, Mexico, Caribbean Central/South America

  • $100 per booking discount off next vacation to Australia, New Zealand Tahiti, Fiji, Cook Islands or Europe


**Rates and inclusions may vary by property, destination, date of departure and itinerary. Unless otherwise indicated: rates quoted are accurate at time of publication, & are per person, based on double occupancy. Airfare, taxes, surcharges, gratuities, transfers & excursions are additional. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel at check-out; such fee amounts will be advised at the time of booking. Rates, terms, conditions, availability, itinerary, government taxes, surcharges, deposit, payment, cancellation terms/conditions & policies subject to change without notice at any time. Cruise rates capacity controlled. Other restrictions may apply, including, but not limited to baggage limitations & fees, standby policies & fees, non-refundable tickets & change fees with pre-flight notification deadlines, & blackout dates. Fees & policies vary among airlines. Contact airline directly for any details or questions. Advance reservations through AAA Travel required to obtain Member Benefits & savings which may vary based on departure date. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour providers listed. CST# 1007939-10. ST#37983. Copyright©2024 Pleasant Holidays, LLC. All Rights Reserved.