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

  • The Westin Playa Bonita

    From $774.00+ (USD)

    Destination: Playa Bonita
    Kids 12 & younger stay FREE.

  • The Westin Ka'anapali Ocean Resort Villas

    From $957.00+ (USD)

    Destination: Kaanapali
    Includes FREE high speed internet access. Kids 17 & younger stay FREE.

  • Parco dei Principi Grand Hotel & Spa

    From $1,431.00+ (USD)

    Destination: Rome
    4th night FREE. Includes daily buffet breakfast. Ask about Honeymoon amenity.

  • Hotel Napoleon Champs Elysees Paris

    From $1,295.00+ (USD)

    Destination: Paris
    Reduced rate. Includes daily buffet breakfast for ALL. Ask about Kids stay FREE.

  • Dreams Las Mareas Costa Rica

    From $942.00+ (USD)

    Destination: Guanacaste
    Mountain View Junior Suite. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room.

  • Moana Surfrider, A Westin Resort & Spa

    From $753.00+ (USD)

    Destination: Waikiki
    Banyan City. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Complimentary lei greeting & Moana Elixir upon arrival. 15% Spa discount.

  • Seven Stars Resort & Spa

    From $1,207.00+ (USD)

    Destination: Providenciales
    Garden View Junior Suite. Exclusive $100 Off per booking. Welcome Cocktail upon arrival. Daily continental breakfast, non-motorized watersports and more. FREE Wi-Fi.

  • The Fairmont Orchid, Hawai'i

    From $864.00+ (USD)

    Destination: Kohala Coast
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 18 & younger stay FREE

  • Sea Change Villas

    From $1,619.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Sea Change Villas in a 1 Bedroom Lagoon View Villa, a complimentary 50MB WiFi vo...

  • Sheraton Princess Kaiulani

    From $651.00+ (USD)

    Destination: Waikiki
    Partial Ocean View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Riu Palace Costa Rica

    From $879.00+ (USD)

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

  • Sunset Resort Rarotonga

    From $1,279.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Sunset Resort Rarotonga in a Poolside/Garden Studio, daily tropical breakfast, a...

  • Finest Playa Mujeres by Excellence Group

    From $1,187.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking.

  • Mystique, A Luxury Collection Hotel

    From $2,276.00+ (USD)

    Destination: Santorini
    Vibrant Suite. Reduced rate. Daily a la carte breakfast with champagne for ALL. A liquor and welcome platter upon arrival. FREE Wi-Fi. Ask about wine tasting for 2.

  • Hilton Garden Inn Kauai Wailua Bay

    From $656.00+ (USD)

    Destination: Kapaa
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. FREE parking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $795.00+ (USD)

    Destination: Waikiki
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Sandos Cancun Luxury Resort

    From $643.00+ (USD)

    Destination: Cancun
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Ask about Honeymoon amenities.

  • Aulani, A Disney Resort & Spa

    From $1,291.00+ (USD)

    Destination: Oahu
    Island Gardens View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Crowne Plaza Hollywood Beach

    From $420.00+ (USD)

    Destination: Hollywood Beach
    4th night FREE. Kids 17 & younger stay FREE. FREE Wi-Fi.

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,574.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Manava Beach Resort & Spa รป Moorea

    From $2,193.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Manava Beach Resort & Spa, Moorea in a Garden View Duplex Room, daily breakfast, int...

  • OHANA Waikiki Malia

    From $577.00+ (USD)

    Destination: Waikiki
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Rumours Luxury Villas & Spa

    From $2,552.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Rumours Luxury Villas & Spa in a Beachside Romance Villa, complimentary breakfas...

  • Encore at Wynn Las Vegas

    From $483.00+ (USD)

    Destination: Las Vegas
    Resort Suite. Complimentary self-parking.

  • Dreams Los Cabos Suites Golf Resort & Spa

    From $764.00+ (USD)

    Destination: Cabo San Lucas
    Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Ask about Honeymoon amenities.

  • Sunscape Puerto Vallarta Resort & Spa

    From $468.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Ocean View. Unlimited-Fun includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,083.00+ (USD)

    Destination: Waikiki
    Studio Ocean View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Includes complimentary welcome beverage and amenity. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Grand Wailea

    From $880.00+ (USD)

    Destination: Wailea
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Complimentary welcome drink and lei greeting upon arrival. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Hotel Molokai

    From $924.00+ (USD)

    Destination: Molokai
    Kids 17 & younger stay FREE.

  • Tikehau Pearl Beach Resort

    From $2,385.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • Aston Waikiki Beach Hotel

    From $657.00+ (USD)

    Destination: Waikiki
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.


  • Outrigger Fiji Beach Resort

    From $1,642.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Outrigger Fiji Beach Resort in a Deluxe Ocean View Room, meet & greet with shell lei and...


  • Outrigger Waikiki Beach Resort

    From $789.00+ (USD)

    Destination: Waikiki
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.


  • Andaz Peninsula Papagayo Resort, Costa Rica

    From $1,203.00+ (USD)

    Destination: Guanacaste
    Includes daily breakfast for two PLUS additional guests ages 12 & up. Includes resort fee. Kids 11 & younger stay FREE. FREE Wi-Fi.


  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,083.00+ (USD)

    Destination: Waikiki
    Studio Ocean View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Includes complimentary welcome beverage and amenity. FREE Wi-Fi. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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