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

  • OHANA Waikiki Malia

    From $627.00+ (USD)

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

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,343.00+ (USD)

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

  • Le Meridien Tahiti

    From $1,893.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Tahiti, and roundtrip transfers.

  • Sheraton Grand Chicago

    From $648.00+ (USD)

    Destination: Chicago
    Traditional Double. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Crown Beach Resort & Spa

    From $1,622.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$200 Food & Beverage & Spa credit, daily tropical breakfast fo...

  • OHANA Waikiki Malia

    From $627.00+ (USD)

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

  • Rumours Luxury Villas & Spa

    From $2,483.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, complimentary breakfast delivered to the villa each day with a choice of continent...

  • Sandals Negril Beach Resort & Spa

    From $979.00+ (USD)

    Destination: Negril
    Caribbean Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $727.00+ (USD)

    Destination: Waikiki
    Resort View. Reduced rates. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • 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.

  • Barcelo San Jose

    From $608.00+ (USD)

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

  • Outrigger Reef Waikiki Beach Resort

    From $752.00+ (USD)

    Destination: Waikiki
    City View King. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • 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.

  • Trump International Hotel Waikiki

    From $1,023.00+ (USD)

    Destination: Waikiki
    Superior Studio City View. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Sandals Royal Plantation

    From $1,162.00+ (USD)

    Destination: Ocho Rios
    Regent Oceanfront Butler Suite. Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%.

  • InterContinental Moorea Resort & Spa

    From $2,657.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, one 6 dive package per person, roundtrip inter-island transportation...

  • Majestic Elegance Punta Cana Beach Resort, Golf, Casino & Spa

    From $868.00+ (USD)

    Destination: Punta Cana
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more.

  • The St. Regis New York

    From $1,820.00+ (USD)

    Destination: New York
    Superior. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. FREE Wi-Fi. Kids 11 & younger stay FREE.

  • Hotel Mousai

    From $681.00+ (USD)

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

  • Hyatt Ziva Puerto Vallarta

    From $524.00+ (USD)

    Destination: Puerto Vallarta
    Double. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Orlando World Center Marriott

    From $284.00+ (USD)

    Destination: Orlando
    Resort View. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Reduced rate.

  • Sofitel Fiji Resort & Spa

    From $2,191.00+ (USD)

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

  • The Verandah Resort & Spa

    From $1,027.00+ (USD)

    Destination: Antigua
    Hillside Suite. All-Inclusive includes all meals, drinks, activities and more.

  • Hotel Punta Islita, Autograph Collection

    From $968.00+ (USD)

    Destination: Guanacaste
    Two Bedroom Villa with Pool. Stay 4 nights or more and get one night FREE. Daily breakfast. Kids 12 & younger stay FREE.

  • Ramon's Village Resort

    From $838.00+ (USD)

    Destination: Ambergris Caye
    Belizean Princess. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • The Westin Copley Plaza

    From $636.00+ (USD)

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

  • Panama Jack Resorts Cancun

    From $470.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Ask about Kids 12 & younger stay FREE.

  • The Westin St. Francis San Francisco on Union Square

    From $674.00+ (USD)

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

  • Riu Santa Fe

    From $450.00+ (USD)

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

  • Sheraton Maui Resort & Spa

    From $819.00+ (USD)

    Destination: Kaanapali
    Resort View. Reduced rates. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

More

Plus sign (+) means taxes and fees are additional

Packages


  • 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 Santa Fe

    From $450.00+ (USD)

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


  • The St. Regis Washington D.C.

    From $858.00+ (USD)

    Destination: Washington, DC
    Superior King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.


  • The Royal at Atlantis

    From $843.00+ (USD)

    Destination: Paradise Island
    Royal Harbour View. Kids 11 & younger stay FREE. Receive up to $300 in resort credit on stays of 7 nights or longer (Must be booked by 12/20/18).


  • Hyatt Ziva Puerto Vallarta

    From $524.00+ (USD)

    Destination: Puerto Vallarta
    Double. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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