Pleasant Holidays

Pleasant Memories Since 1959

Located in Westlake Village, California near Los Angeles, Pleasant Holidays was launched in 1959 and is now one of the largest privately-owned travel companies in the U.S. The Company manages a portfolio of 4 travel brands and is a subsidiary of the Automobile Club of Southern California.

With over 50 years experience, Pleasant Holidays specializes in vacations to the Hawaiian Islands, Mexico, Caribbean, Tahiti & French Polynesia, Costa Rica and the Continental United States. The Company has offices in Westlake Village, Honolulu and San Diego with a team of 400 dedicated employees. These diversified travel brands appeal to a broad range of travelers from economy to luxury vacation packages at affordable prices, with exceptional customer service. The Pleasant Holidays brands have sold over 10 million vacations since 1959.

Pleasant Holidays creates memorable travel experiences through personalized service, trusted expertise and product value. We are dedicated to excellence and aspire to be the leading provider of worldwide travel.

Packages

  • Sheraton Suites Key West

    From $530.00+ (USD)

    Destination: Key West
    King Suite. Exclusive $50 Off per booking. FREE parking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Encore at Wynn Las Vegas

    From $347.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. Includes $90 resort credit per room.

  • Aulani, Disney Vacation Club Villas

    From $1,849.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Aston Islander on the Beach

    From $802.00+ (USD)

    Destination: Kapaa
    Garden View. $100 Off per booking. Complimentary parking. Kids 17 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $4,010.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Conrad Bora Bora Nui in a Lagoon View Suite, daily breakfast, roundtrip inter...

  • Sandals Barbados

    From $1,162.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Aulani, A Disney Resort & Spa

    From $1,270.00+ (USD)

    Destination: Oahu
    Standard. $100 Off per booking. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Kaanapali Alii

    From $1,220.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. Complimentary parking. No resort fees.

  • Crusoe's Retreat

    From $1,877.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodation, one FREE night, daily tropical breakfast, meet & greet with shell lei and roundtrip airport transfers.

  • Fairmont Kea Lani, Maui

    From $1,197.00+ (USD)

    Destination: Wailea
    Fairmont Garden View Double. Complimentary lei greeting and welcome drink. Ask about Honeymoon amenities. Kids 18 & younger stay FREE.

  • Yasawa Island Resort & Spa

    From $4,767.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arrival...

  • InterContinental Bora Bora Le Moana Resort

    From $3,862.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Le Moana Resort in a Beach Junior Suite Bungalow, two...

  • Four Seasons Resort Bora Bora

    From $4,816.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, roundtrip inter-island air on Air Tahiti and roundtrip airport transfer...

  • Riu Palace Aruba

    From $1,859.00+ (USD)

    Destination: Aruba
    Junior Suite Partial Ocean. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Prince Waikiki

    From $804.00+ (USD)

    Destination: Waikiki
    Ocean View. $100 Off per booking.Kids 17 & younger stay FREE.

  • Dreams Las Mareas Costa Rica

    From $809.00+ (USD)

    Destination: Guanacaste
    Junior Suite Mountain View Double. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room. FREE Wi-Fi.

  • Sandals Royal Bahamian Spa Resort & Offshore Island

    From $1,143.00+ (USD)

    Destination: Cable Beach
    Balmoral Zen Garden. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $1,000 Instant Booking Bonus.

  • DoubleTree by Hilton Cariari San Jose

    From $527.00+ (USD)

    Destination: San Jose
    Standard 2 Doubles. Exclusive $100 Off per booking. Up to two Kids 12 & younger stay FREE.

  • The Ritz-Carlton, Aruba

    From $1,190.00+ (USD)

    Destination: Aruba
    Limited View. Welcome drink, select non-motorized water sports and more. Kids 11 & younger stay FREE.

  • The St. Regis Bora Bora Resort

    From $5,525.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in a Reefside Garden Villa with Pool, one FREE night, dail...

  • Hotel Molokai

    From $969.00+ (USD)

    Destination: Molokai
    Garden View. Kids 12 & younger stay FREE.

  • Le Meridien New Orleans

    From $709.00+ (USD)

    Destination: New Orleans
    Classic King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Grand Velas Riviera Maya

    From $1,456.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. $50 spa credit & $85 golf credit. Kids 12 & younger stay FREE.

  • Barcelo Aruba

    From $1,174.00+ (USD)

    Destination: Aruba
    Deluxe. All-Inclusive includes all meals, drinks, activities and more. $500 in resort discounts per room.

  • The Westin Grand, Vancouver

    From $663.00+ (USD)

    Destination: Vancouver
    Premier Suite. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • DoubleTree by Hilton Alana - Waikiki Beach

    From $760.00+ (USD)

    Destination: Waikiki
    City Mountain View. Connecting rooms available upon request. Kids 17 & younger stay FREE.

  • JW Marriott Desert Springs Resort & Spa

    From $593.00+ (USD)

    Destination: Palm Desert
    Standard. Exclusive $75 Off per booking. 4th night FREE. $150 resort credit per stay. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Hyatt Ziva Los Cabos

    From $577.00+ (USD)

    Destination: Cabo San Lucas
    Master Double. All-Inclusive includes all meals, drinks, snacks, activities and more. 10% discount at resort shops and activities. 15% off on Spa and Salon Services. FREE Wi-Fi.

  • Walt Disney World Dolphin

    From $669.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Moon Palace Cancun

    From $996.00+ (USD)

    Destination: Cancun
    Deluxe Resort View Limited. All-Inclusive includes all meals, drinks, snacks, activities and more. $500 resort credit per room. FREE Wi-Fi. Kids 17 & younger stay and eat FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • The Westin Palace Madrid

    From $1,025.00+ (USD)

    Destination: Madrid
    Deluxe. $100 Off per booking. Ask about kids 11 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.


  • Paradisus Playa del Carmen La Perla

    From $912.00+ (USD)

    Destination: Cancun
    Paradisus Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Pure Freedom Instant Savings $550 Resort Credit. FREE Wi-Fi.


  • The St. Regis Bora Bora

    From $4,170.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, roundtrip inter-island air and airport transfers.


  • Villa La Estancia Beach Resort & Spa

    From $1,035.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Superior. Kids 12 & younger stay FREE.


  • Beaches Negril Resort & Spa

    From $1,531.00+ (USD)

    Destination: Negril
    Negril Deluxe - King bed. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

Plus sign (+) means taxes and fees are additional

 
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