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

  • Harrah's New Orleans

    From $469.00+ (USD)

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

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,230.00+ (USD)

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

  • Conrad Bora Bora Nui

    From $3,119.00+ (USD)

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

  • The Ritz-Carlton, St. Thomas

    From $1,149.00+ (USD)

    Destination: St. Thomas
    Resort View - King Bed. Ask about Kids stay FREE.

  • Montage Kapalua Bay

    From $1,619.00+ (USD)

    Destination: Kahana
    One Bedroom Garden View. Kids 12 & younger stay FREE.

  • Le Meridien Bora Bora

    From $3,533.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Bora Bora in a Classic Motu Bungalow, one FREE night, daily breakfast...

  • Hard Rock Hotel Cancun

    From $924.00+ (USD)

    Destination: Cancun
    Deluxe Gold Pure King. All-Inclusive includes all meals, drinks,activities and more.$500 Limitless Resort Credit per room. FREE Wi-Fi. Ask about Unlimited Golf.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $3,962.00+ (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...

  • Ramon's Village Resort

    From $743.00+ (USD)

    Destination: Ambergris Caye
    Belizean Princess. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

  • Maitai Polynesia Bora Bora

    From $1,930.00+ (USD)

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

  • Grand Naniloa Hotel Hilo - a DoubleTree by Hilton

    From $789.00+ (USD)

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

  • Hotel Molokai

    From $936.00+ (USD)

    Destination: Molokai
    Garden View. Kids 17 & younger stay FREE.

  • St. Kitts Marriott Resort & The Royal Beach Casino

    From $1,022.00+ (USD)

    Destination: St. Kitts
    Garden View. Kids 12 & younger stay FREE.

  • Paradise Taveuni

    From $3,091.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights ac...

  • Outrigger Reef Waikiki Beach Resort

    From $821.00+ (USD)

    Destination: Waikiki
    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.

  • Hyatt Ziva Rose Hall

    From $952.00+ (USD)

    Destination: Montego Bay
    King. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Hyatt Gold Passport Point Members are eligible to earn 1,000 points per paid night.

  • Hyatt Zilara Rose Hall

    From $967.00+ (USD)

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

  • Riu Palace St. Martin

    From $953.00+ (USD)

    Destination: St. Martin
    Junior Suite Courtyard View. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Up to two Kids 5 & younger stay FREE.

  • JW Marriott Guanacaste Resort & Spa

    From $760.00+ (USD)

    Destination: Guanacaste
    Deluxe Garden View Run of House. Includes daily buffet breakfast. Reduced rate. Exclusive $100 Off per booking.

  • InterContinental Moorea Resort & Spa

    From $2,347.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights and daily breakfast, roundtrip inter-island transportation and all applicable transfer...

  • Halekulani

    From $1,324.00+ (USD)

    Destination: Waikiki
    Garden Courtyard View King. Includes welcome fruit bowl and Halekulani chocolates. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Sunset Resort Rarotonga

    From $1,179.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Sunset Resort Rarotonga in a Poolside/Garden Studio, daily tropical breakfast, o...

  • Outrigger Waikiki Beach Resort

    From $882.00+ (USD)

    Destination: Waikiki
    City View. 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.

  • DoubleTree by Hilton Alana - Waikiki Beach

    From $730.00+ (USD)

    Destination: Waikiki
    City Mountain View. Includes Doubletree signature chocolate chip cookie upon arrival. Kids 17 & younger stay FREE.

  • GAIA Hotel & Reserve

    From $788.00+ (USD)

    Destination: Costa Rica
    Jungle View Studio. Includes daily a la carte breakfast. One 20 minute mini spa treatment per adult. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,443.00+ (USD)

    Destination: St. Lucia
    Emerald Oceanfront. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $635 Instant Booking Bonus.

  • Castaway Island, Fiji

    From $3,457.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Castaway Island, Fiji in an Ocean View Bure, meet & greet with shell lei and inter-islan...

  • Hyatt Regency Montreal

    From $659.00+ (USD)

    Destination: Montreal
    View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE. FREE Wi-Fi.

  • Andaz Maui at Wailea Resort

    From $1,106.00+ (USD)

    Destination: Wailea
    Mauka View King. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. FREE Wi-Fi. Kids 18 & younger stay FREE.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,384.00+ (USD)

    Destination: Moorea
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

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Packages


  • Bora Bora Pearl Beach Resort & Spa

    From $2,934.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Bora Bora Pearl Beach Resort & Spa in a Garden Pool Villa, daily breakfast, round...


  • The St. Regis Bahia Beach Resort

    From $1,292.00+ (USD)

    Destination: Rio Grande
    Superior. Welcome drink, FREE Wi-Fi and more. Kids 17 & younger stay FREE.


  • Dreams Dominicus La Romana

    From $731.00+ (USD)

    Destination: La Romana
    Deluxe Tropical View King. Unlimited-Luxury includes all meals, drinks, activities and more. $200 in resort coupons per room.


  • The Westin Mission Hills Resort Villas

    From $456.00+ (USD)

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


  • Savoy

    From $1,062.00+ (USD)

    Destination: Rome
    Classic. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast.

Plus sign (+) means taxes and fees are additional

 
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