Save On Hawaii With Pleasant Holidays

Start planning your 2021 Hawaiian Vacation Package now to take advantage of special rates and bonuses

Book by Dec 31, 2020

Time for Hawaii!

The Hawaiian Islands are slices of paradise in the Pacific, a lush archipelago of hundreds of islands stretching across 1,500 breathtaking miles. Whether you choose the authentic charm of the Island of Hawaii and Kauai, the cosmopolitan vibrance of Oahu or the heavenly beaches of Maui, this is your chance to experience the true essence of Aloha.


Ask about complete vacation packages including convenient flights, exciting activities, travel protection coverage and more, plus the guaranteed lowest room rates and EXCLUSIVE added values at our recommended hotels. 


Book Now for the Guaranteed Lowest Hotel Rates for 2021 when you book a Hawaii Package Vacation1 including air

Exclusive Bonuses when you book with Pleasant Holiday airfare! Bonuses may include

• Exclusive Reduced Room Rates

• FREE Breakfast, Resort Credit or Food & Beverage Credit

• Up to 15% Savings on Spa Treatments and more!


BOOK NOW AND TRAVEL WITH PEACE OF MIND Ask for full program details

Pleasant Holidays offers:

• Travel protection coverage with cancel-for-any-reason options beginning at $99

• Travel suppliers with enhanced health, safety and sanitation protocols

• Participation in the United States Tour Operators Association $1 Million Travelers Assistance Program


Our Recommended Hawaiian Getaway Packages

These offers includes airfare from Los Angeles - ask your travel advisor for other departure cities along with other hotels and resort stays in Hawaii 

Moana Surfrider, A Westin Resort & SpaMay 01, 2021 - May 06, 2021 (5 nights)

Los Angeles to Oahu | Historic Banyan Room
USD $1,204 Per Person Incl taxes
INCLUDES: Exclusive room rate; daily Moana Beach Club access for two with breakfast; light midday snack and SuperFoodsRX™ elixir; and evening pupus, wine5 and beer5, soft drinks and more; PLUS 15% savings on spa treatments!

Celebrate the best of Honolulu from Moana Surfrider, A Westin Resort & Spa, Waikiki Beach. Widely known as the "First Lady of Waikiki," this historic hotel first opened its doors in 1901 and offers a seamless blend of Victorian elegance and contemporary comfort. Boasting an unbeatable beachfront location, just steps from the immaculate shores of legendary Waikiki Beach and within walking distance of Honolulu's most beloved shopping, dining and entertainment attractions. For your convenience, we provide three distinct, sophisticated room layouts, each one overflowing with thoughtful amenities. In addition, our hotel features a towering banyan tree, a shimmering outdoor pool, a state-of-the-art fitness center, the only beachfront spa in Waikiki and six on-site bars and restaurants.

Air Included

Sheraton Maui Resort & SpaMay 01, 2021 - May 06, 2021 (5 nights)

Los Angeles to Maui | Resort View Double
USD $1,243 Per Person Incl taxes
INCLUDES: Exclusive room rate, $30 dining credit per day valid at ROCKsalt and extra person fee waived–valued at up to $200 per night!

Located on 23 lush oceanfront acres at legendary Pu‘u Keka‘a on Ka‘anapali Beach, Sheraton Maui Resort & Spa invites travelers to experience adventure, romance and family fun on the island of Maui. Relax at the resort’s 142-yard lagoon style pool, taste fresh island cuisine, learn indigenous Hawaiian cultural activities and play at the white sandy beach. Eighty-three percent of the resort’s 508 rooms and suites feature breathtaking views of the Pacific, and sister islands Lanai and Molokai. At sunset, the resort showcases its iconic cliff dive ceremony, a tradition since the resort first opened in 1963. Make lasting memories as you unwind during sunset, snorkel with tropical fish and honu (green sea turtles), learn ukulele with family or rejuvenate at The Spa at Black Rock.

Air Included

Kauai Marriott ResortMay 01, 2021 - May 06, 2021 (5 nights)

Los Angeles to Kauai | Pool View
USD $1,175 Per Person Incl taxes
INCLUDES: Exclusive reduced rates, $50 food & beverage credit per room for stays of 1-4 nights or $100 food & beverage credit per room for stays of 5 nights or longer PLUS 10% savings on spa treatments!

Centrally located on Kaua`i's beautiful Kalapaki Bay, majestic waterfalls, blue lagoons and lush tropical surroundings distinguish this deluxe Hawaiian resort. Relax by the 25,000 square foot pool in specialty cabanas or enjoy the many activities and amenities available, including a variety of shops, restaurants, world-class golf, spa services, complimentary Hawaiian activities and a wide range of ocean activities for all ages.

Air Included

Aston Waikiki Beach HotelMay 01, 2021 - May 06, 2021 (5 nights)

Los Angeles to Honlulu | Partial Ocean View
USD $862 Per Person Incl taxes
INCLUDES: Reduced room rates and Guaranteed room upgrade from Partial Ocean View to Ocean View

From its urban-Hawaiian beach theme to its vibrant tropical colors and unique decor, Aston Waikiki Beach Hotel is fun and full of life. Located across from world-famous Waikiki Beach, the hotel is within easy walking distance to the Waikiki Aquarium, Honolulu Zoo and Kapiolani Park. Guests can experience Hawaii regional cuisine and live entertainment nightly at Tiki's Grill & Bar. Prominently located 21-stories high, the all-new exclusive Coconut Club overlooks world-famous Waikiki Beach and boasts 180 degrees of panoramic ocean views, breathtaking views of the iconic Diamond Head monument, and all the magnificent beauty that Oahu has to offer. Featuring culinary delights starting with an island fresh continental breakfast, light refreshments throughout the day, and delightful evening offerings and treats. This is an experience you won't want to miss.

Air Included

Sheraton Kona Resort & Spa at Keauhou BayMay 01, 2021 - May 06, 2021 (5 nights)

Los Angeles to Kona | Mountain View Room
USD $925 Per Person Incl taxes
INCLUDES: Exclusive room rate and daily continental breakfast buffet for two PLUS 15% savings on spa treatments!

This beautiful resort features 509 rooms and suites, a full-service spa and fitness center, complete catering and convention services that include the largest conference facility in Kona, a wedding chapel, children's play center and an incredible 200-foot lava tube waterslide. The resort is situated on the water's edge on the tranquil Keauhou Bay, a gathering place for manta rays.

Air Included

Whether you are interested in a luxury getaway or a budget vacation, looking for romance or adventure, or wanting to travel far or stay close to home. Five-star resort and all-inclusive getaways, adult-only-escapes or family-friendly vacations. Pleasant Holidays has everything you need at the value you want to the places you want to explore!  

Terms & Conditions

Rate is per person, in US Dollars, based on double occupancy, for check-in on 05/01/2021, in room categories listed, & includes roundtrip coach air transportation from Los Angeles. See General Disclaimer for terms and conditions of air-inclusive offer. 1Guaranteed Lowest Hotel Rates for 2021 Hawaii Package Vacations: All offers require inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Certain restrictions and blackout dates may apply. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice. Moana Surfrider, A Westin Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel 01/03/2021 – 01/02/2022. 5Age restrictions may apply Sheraton Maui Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel 01/4/2021 – 01/03/2022. Value of extra person fee waiver is based on two additional guests staying in same room using existing bedding. Kauai Marriott Resort EXCLUSIVE Offer: Valid on new air-inclusive bookings for select travel 01/03/2021 – 01/02/2022. Offer may not be combined with any other offer or promotion. Food & beverage credit valid at Kukui Restaurant on Kalapaki Beach, Aupaka Terrace or Fresh Bites. Credit may not be applied toward room rate, tax, resort fee, parking or any other charges. Unused credits are non-refundable and have no cash value. Spa and salon services must be booked upon arrival. Aston Waikiki Beach Hotel EXCLUSIVE Offer: Valid on new bookings for travel 01/4/2021 – 01/03/2022. Not combinable with any other offer. 6Sheraton Kona Resort & Spa at Keauhou Bay EXCLUSIVE Offer: Valid on new bookings for travel 01/04/2021 – 01/03/2022. Blackout dates may apply. Unless otherwise indicated: rates quoted are accurate as of October 7, 2020 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 and surcharges, however, such amounts, if collected by Pleasant Holidays, are included in land-only and air-inclusive advertised rates. Daily resort or facility fees payable directly to the hotel at check-out may apply; such fee amounts are excluded from advertised rates and will be advised at the time of booking. 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 $25 (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. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour providers listed. CST# 1007939-10. Copyright©2020 Pleasant Holidays, LLC. All Rights Reserved.