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

  • Wailea Beach Resort - Marriott, Maui

    From $1,032.00+ (USD)

    Destination: Wailea
    Garden View. Includes a double upgrade to Premium Ocean View. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Riu Palace Riviera Maya

    From $621.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Reduced rates. FREE Wi-Fi.

  • Hyatt Regency Waikiki Beach Resort and Spa

    From $839.00+ (USD)

    Destination: Waikiki
    Waikiki View King. Connecting rooms available upon request. Kids 18 & younger stay FREE. Ask about Honeymoon amenities.

  • Riu Ocho Rios

    From $699.00+ (USD)

    Destination: Ocho Rios
    Double Ocean. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Up to two Kids 12 & younger stay FREE.

  • Breathless Cabo San Lucas Resort & Spa

    From $660.00+ (USD)

    Destination: Cabo San Lucas
    Allure Suite Double Marina View. Adults only. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • Riu Palace Antillas

    From $1,161.00+ (USD)

    Destination: Aruba
    Junior Suite Ocean View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi.

  • Royal Kona Resort

    From $574.00+ (USD)

    Destination: Kailua-Kona
    Standard. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Barcelo San Jose

    From $608.00+ (USD)

    Destination: San Jose
    Superior. Daily breakfast. Kids 12 & younger stay FREE.

  • Barcelo Bavaro Grand Resort

    From $613.00+ (USD)

    Destination: Punta Cana
    Superior. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. $1,000 in resort discount per room.

  • Dreams Riviera Cancun Resort & Spa

    From $511.00+ (USD)

    Destination: Cancun
    Run of the House. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking. $200 in resort coupons per room.

  • OHANA Waikiki Malia

    From $627.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Kids 17 & younger stay FREE.

  • Hyatt Regency Maui Resort and Spa

    From $916.00+ (USD)

    Destination: Kaanapali
    Golf/Mountain One Queen & One Double. Connecting rooms available upon request. Kids 18 & younger stay FREE. Ask about Honeymoon amenities.

  • Matachica Resort & Spa

    From $1,120.00+ (USD)

    Destination: Ambergris Caye
    Sea Breeze Suite. Daily breakfast.

  • Aulani, A Disney Resort & Spa

    From $1,400.00+ (USD)

    Destination: Oahu
    Island Gardens View. Fourth night FREE. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The St. Regis Punta Mita Resort

    From $766.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Garden View. Exclusive $100 Off per booking. Up to 2 Kids 17 & younger stay FREE.

  • Hotel Mousai

    From $681.00+ (USD)

    Destination: Puerto Vallarta
    Mousai Suite. Adults only. Exclusive $100 Off per booking. Reduced rate.

  • The Westin Princeville Ocean Resort Villas

    From $821.00+ (USD)

    Destination: Princeville
    Island View Deluxe Studio. Reduced rates. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Hard Rock Hotel Cancun

    From $814.00+ (USD)

    Destination: Cancun
    Deluxe Gold King. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Moana Surfrider, A Westin Resort & Spa

    From $810.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Complimentary lei greeting & welcome Moana Elixir. 15% spa discount. Daily Beach Club access for up to two people per room. Kids 17 & younger stay FREE.

  • San Juan Marriott Resort & Stellaris Casino

    From $590.00+ (USD)

    Destination: San Juan
    City View. FREE Wi-Fi and more. Kids 17 & younger stay FREE.

  • Riu Palace Cabo San Lucas

    From $582.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $35 spa credit per adult.

  • Arenal Kioro Suites & Spa

    From $816.00+ (USD)

    Destination: Arenal
    Suite. Every third night FREE. Daily breakfast. FREE Wi-Fi. Ask about Kids 12 & younger pay for breakfast only.

  • Riu Palace Macao

    From $638.00+ (USD)

    Destination: Punta Cana
    Junior Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi.

  • Grand Bahia Principe La Romana

    From $486.00+ (USD)

    Destination: La Romana
    Junior Suite Superior. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Ask about Honeymoon amenities.

  • Jewel Paradise Cove Beach Resort & Spa

    From $1,142.00+ (USD)

    Destination: Montego Bay
    Premier. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Sunshine Suites Resort

    From $802.00+ (USD)

    Destination: Grand Cayman
    Studio. FREE Grab-n-Go continental breakfast daily. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Grand Caribe Belize

    From $959.00+ (USD)

    Destination: Ambergris Caye
    One Bedroom Ocean View.

  • Fairmont Kea Lani, Maui

    From $1,102.00+ (USD)

    Destination: Wailea
    Fairmont Garden View King. Reduced rates. Complimentary lei greeting and welcome drink. Connecting rooms available upon request. Kids 18 & younger stay FREE. Ask about Honeymoon amenities.

  • Grand Hyatt Playa del Carmen

    From $542.00+ (USD)

    Destination: Cancun
    Grand King. Exclusive $100 Off per booking. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Dreams Villamagna Nuevo Vallarta

    From $475.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite Tropical w/Jacuzzi Double. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

More

Plus sign (+) means taxes and fees are additional

Packages


  • W New York Union Square Hotel

    From $1,061.00+ (USD)

    Destination: New York
    Spectacular. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.


  • Grand Bahia Principe La Romana

    From $486.00+ (USD)

    Destination: La Romana
    Junior Suite Superior. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Ask about Honeymoon amenities.


  • Barcelo Bavaro Palace

    From $619.00+ (USD)

    Destination: Punta Cana
    Superior. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. $1,000 in resort discounts per room.


  • Panama Jack Resorts Playa del Carmen

    From $444.00+ (USD)

    Destination: Cancun
    Standard. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Ask about reduced rate for Kids 17 & younger.


  • W Hollywood

    From $610.00+ (USD)

    Destination: Los Angeles
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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