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Pleasant Holidays Hawaii Vacations
Pleasant Holidays | Hawaii Resorts
Discover the beauty, culture and cuisine of the Hawaiian Islands. There are six major islands to visit in Hawaii: Oahu, Maui, Kaua’i, Island of Hawaii, Lanai and Molokai. Each island has its own unique personality, adventures and attractions offering different experiences from high-energy Oahu to total serenity on Lanai.
AAA Member Benefits and Special Offers:
- Member Benefits
- $50 per booking activity voucher OR $50 off per booking
- Exclusive AAA offer
- $150 savings per booking
Call to Book
1-800-529-3222
Included With Your Trip
When to go
The Islands of Hawaii offer an idyllic vacation whenever you choose to visit. Warm trade winds and abundant sunshine are made for adventures outdoors. Average daytime temperatures are 72 F in January and 82 F in July. October through April marks the rainy season; spectacular rainbows frequently tint the sky following showers.
Additional Information
Featured Resorts
Hilton Hawaiian Village Waikiki Beach Resort- Honolulu, HI
This stunning resort is located on 22 tropical acres on Waikiki Beach. Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls, and a variety of restaurants and boutiques are all part of the "Village" experience. The luxurious beachfront Ali`i Tower offers additional services and amenities including a private pool and fitness center for tower guests. Learn to surf, and don't forget to join the Waikiki Starlight Luau.
- Kids 17 & under free in room
- Beachfront
- Kayaking, canoeing, snorkeling, surfing, and swimming
- Hula lessons & Lei making
- Live entertainment
Sheraton Waikiki Beach Resort- Honolulu, HI
Located on the best stretch of legendary Waikiki Beach - trendy, sophisticated, Hawaiian - the Sheraton Waikiki Beach Resort is a haven of comfort and style, promising an inspired vacation for one and all. The resort is known for breathtaking oceanfront views and redesigned guest rooms and suites, featuring detailed design elements, Sheraton Sleep Experience beds, and premium amenities. Enjoy the Helumoa Playground Pool that includes two freshwater pools, a 70-foot-long waterslide, and two large whirlpools, or try the award-winning oceanfront infinity edge pool, voted #1 Best Hotel Pool in the nation by USA Today readers in 2018.
- Kids 17 & under free in room
- Beachfront
- Cultural activities, luau, and lei making
- Whale watching
- Water sports & swimming pool
- Night club
Hyatt Regency Maui Resort & Spa- Lahaina, Maui, HI
Hyatt Regency Maui Resort & Spa is a AAA Four Diamond-rated hotel offering everything desired for an unforgettable getaway in paradise. Ideally situated on 40 oceanfront acres on world-famous Ka'anapali Beach, voted “No. 1 Beach in the U.S. Traveller’s Choice” by TripAdvisor, this resort features an expansive open-air atrium lobby, three towers, and 810 reimagined guestrooms, including 31 suites. Each guestroom 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 LEED-EBOM Gold Certified resort is a standout in world-class hospitality and truly offers something for everyone: rooftop astronomy program, half-acre free-form pool area with a 150-foot lava tube water slide, 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, such as the award-winning restaurant Japengo.
- AAA Four Diamond Hotel
- Kids 17 & under free in room
- Beachfront property
- Spa services
- Bike rentals, golf, hiking, and horseback riding
- Lei making & luau
- Land & water sports
Wailea Beach Resort Mariott- Wailea, Maui, HI
The ocean is everywhere at this luxury resort in the heart of Wailea near shopping and 3 championship golf courses. Enjoy spectacular sunsets, relax at 5 pools across 22 acres including an adults-only infinity edge pool and family pool with 4 water slides. Redesigned rooms feature signature bedding, SMART TVs with cable, high-speed internet and video games. Exquisite culinary experiences and the world-class Mandara Spa make Wailea Beach Resort ideal for romantic honeymoons and family vacations.
- AAA Four Diamond Hotel
- Kids 17 & under free in room
- Adult's only pool option
- Live entertainment
- Bike rentals, golf, tennis court, and horseback riding
- Water sports
The Royal Sonesta Kauai Resort Lihue- Kauai, Lihue, HI
The Royal Sonesta Kaua'i Resort Lihue is centrally located on Kaua`i's beautiful Kalapaki Bay, and is distinguished by its majestic waterfalls, blue lagoons and lush tropical surroundings. Surround yourself with the stunning beauty and splendor of Hawaii's Garden Isle at this enchanting beachfront Kaua'i Resort, where the Aloha Spirit has been elegantly melded with modern amenities and gracious Hawaiian hospitality. Come and experience this 800-acre paradise, where championship golf, water sports, endless activities, and Hawaii's largest single-level swimming pool create a world of unparalleled pleasure. Each room at this resort has a view that will take your breath away, whether you choose views of the serene pool, lush garden, or the magnificent ocean. You’ll find all the comforts you need to relax and unplug, and all the tech you desire when you need to stay connected. From plasma-screen TVs to high-speed Wi-Fi, your room is thoughtfully equipped so you can be as laid-back or productive as you wish.
- AAA Four Diamond Hotel
- Kids 17 & under free in room
- Child care
- Spa services
- Movie theater
- Fishing, golf, horseback riding, tennis, and volleyball
- Water sports
OUTRIGGER Kona Resort and Spa- Kailua-Kona, HI
A legendary Kona resort reborn at Keauhou Bay. Perched on the cliffs offering spectacular ocean views. Newly renovated guest rooms, suites and meeting areas harmoniously unite the property's heritage with modern aesthetics. Oceanfront pool and water slide, offering family-friendly fun for both kids and adults. Feast & Fire, Kona’s premier luau experience, immerses guests in the culture and legends of the first Polynesians who set foot in Hawaii. Daily cultural activities provide an immersive journey into the vibrant history and traditions of Hawaii Island, showcasing a legacy of enduring Hawaiian hospitality. Partnered with the Pacific Manta Research Foundation, featuring Manta Talks and other ocean conservation events.
- Kids 17 & under free in room
- Live entertainment
- Adult's only pool option
- Cultural activities
- Spa services
- Kids club
- Water sports
Price My Trip
Product Code: AAA-Pleasant Holidays
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 Travel Insurance. 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 Oregon/Idaho 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.
AAA Member Benefit: $50 activity voucher/discount does not apply to air/car only bookings. $50 Activity Voucher is per booking and applies to Hawaii, Mexico and select Caribbean bookings in Jamaica, Dominican Republic, Saint Lucia, Antigua, Aruba, Barbados, Grenada, Puerto Rico and Turks & Caicos. $50 discount applies to Caribbean bookings in Curaçao, Bonaire, St. Kitts & Nevis, Cayman Islands, Bahamas, Bermuda, St. Vincent and the Grenadines, Anguilla, St. Martin, Sint Maarten, British Virgin Islands, Martinique, St. Bart’s, St. Croix and U.S. Virgin Islands. Discount is per booking and taken at time of booking.
Requires roundtrip airfare and accommodation of 2 nights or longer at a
participating hotel or resort. Advance reservations through AAA Travel required to obtain Member Benefits & savings which may vary based on departure date. For complete Terms and Conditions, please contact your AAA Travel Advisor. 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©2024 Pleasant Holidays, LLC.
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