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

  • HAWAII THE BIG ISLAND: 4 Seasons Travel , A Hawaii Destination Specialists

  • PLEASANT HOLIDAY VACATIONS

  • X'tan Ha Resort

    From $988.00+ (USD)

    Destination: Ambergris Caye
    Pool View Villa. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

  • Wynn Las Vegas

    From $362.00+ (USD)

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

  • 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.

  • The Westin New York at Times Square

    From $697.00+ (USD)

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

  • The Westin Maui Resort & Spa

    From $1,002.00+ (USD)

    Destination: Kaanapali
    Mountain View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Daily breakfast buffet for two. 15% spa discount.

  • The Westin Chicago River North

    From $794.00+ (USD)

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

  • The Westin Los Cabos Resort Villas & Spa

    From $513.00+ (USD)

    Destination: Cabo San Lucas
    Studio Villa. Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Princeville Ocean Resort Villas

    From $986.00+ (USD)

    Destination: Princeville
    Island View Deluxe Studio. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • W Paris Opera

    From $1,329.00+ (USD)

    Destination: Paris
    Cozy. $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking.

  • 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.

  • Le Meridien New Orleans

    From $363.00+ (USD)

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

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,049.00+ (USD)

    Destination: Kaanapali
    Studio Island View. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Aston Waikiki Sunset

    From $1,001.00+ (USD)

    Destination: Waikiki
    One Bedroom Standard. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • 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.

  • 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.

  • The Westin Paris Vendome

    From $1,471.00+ (USD)

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

  • Walt Disney World Swan

    From $515.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE. Ask about Kids 9 & younger eat FREE.

  • Walt Disney World Dolphin

    From $423.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE. Ask about Kids 9 & younger eat FREE.

  • W Washington D.C.

    From $953.00+ (USD)

    Destination: Washington, DC
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • 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.

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $973.00+ (USD)

    Destination: Grand Cayman
    Island View - King. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • The Westin Boston Waterfront

    From $488.00+ (USD)

    Destination: Boston
    Traditional/1 Bed. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Bayshore, Vancouver

    From $1,053.00+ (USD)

    Destination: Vancouver
    Harbour View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 12 & younger stay FREE.

  • Waikiki Beachcomber by Outrigger

    From $915.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • Washington Marriott Georgetown

    From $483.00+ (USD)

    Destination: Washington, DC
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • The Verandah Resort & Spa

    From $1,126.00+ (USD)

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

  • The Venetian

    From $369.00+ (USD)

    Destination: Las Vegas
    Venetian Luxury Suite. FREE parking.

Resorts

More

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Packages

Resorts

Plus sign (+) means taxes and fees are additional

 
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