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

  • Royal Kahana Maui BY OUTRIGGER

    From $546.00+ (USD)

    Destination: Kahana
    Studio Garden View. $100 Off Per Booking! FREE parking. FREE Wi-Fi. Kids 18 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $3,223.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,387.00+ (USD)

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

  • Now Larimar Punta Cana

    From $621.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View King. Unlimited-Luxury includes all meals, drinks, activities and more. $100 Off per booking. $200 in resort coupons per room.

  • Sofitel Legend The Grand Amsterdam

    From $1,315.00+ (USD)

    Destination: Amsterdam
    Superior Queen. Includes daily buffet breakfast. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. One child 12 & younger stays FREE.

  • Hard Rock Hotel & Casino Punta Cana

    From $1,094.00+ (USD)

    Destination: Punta Cana
    Caribbean Diamond. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Ask about Limitless Resort Credit and Unlimited Golf.

  • Royal Lahaina Resort

    From $661.00+ (USD)

    Destination: Kaanapali
    Run of House. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Sandals Inn

    From $742.00+ (USD)

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

  • Grand Velas Riviera Maya

    From $1,515.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Aqua Ohia Waikiki

    From $584.00+ (USD)

    Destination: Waikiki
    Hotel. Kids 17 & younger stay FREE.

  • Outrigger Reef Waikiki Beach Resort

    From $695.00+ (USD)

    Destination: Waikiki
    Standard. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Hilton Waikoloa Village

    From $835.00+ (USD)

    Destination: Kohala Coast
    Hale Ike Palace Tower Resort. $100 Off Per Booking! Kids 18 & younger stay FREE.

  • Palm Beach Marriott Singer Island Beach Resort & Spa

    From $540.00+ (USD)

    Destination: Palm Beach
    One Bedroom Resort View. Exclusive 3-day FREE mid-size Hertz car rental. 4th night FREE.

  • DoubleTree by Hilton Cariari San Jose

    From $562.00+ (USD)

    Destination: San Jose
    Standard. Includes buffet breakfast. Kids 12 & younger stay FREE. Complimentary self parking.

  • InterContinental Moorea Resort & Spa

    From $2,447.00+ (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...

  • JW Marriott Guanacaste Resort & Spa

    From $1,192.00+ (USD)

    Destination: Guanacaste
    Deluxe Garden View Run of House. Includes daily buffet breakfast. Kids 12 & younger stay FREE. Complimentary self parking.

  • Sandals Halcyon Beach Resort & Spa

    From $1,474.00+ (USD)

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

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,101.00+ (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.

  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,082.00+ (USD)

    Destination: Waikiki
    Studio Ocean View. $100 Off Per Booking! Complimentary welcome beverage. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Tokoriki Island Resort

    From $4,411.00+ (USD)

    Destination: Fiji
    Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tokoriki Island Resort in a Sunset Pool Villa, a FJ$250 resort credit per bure, a big B...

  • Hotel Molokai

    From $903.00+ (USD)

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

  • Bora Bora Pearl Beach Resort & Spa

    From $2,574.00+ (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.

  • Castaway Island, Fiji

    From $3,263.00+ (USD)

    Destination: Fiji
    Vacation includes: $300 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...

  • Ko'a Kea Hotel & Resort

    From $1,211.00+ (USD)

    Destination: Poipu
    Garden View King. Kids 18 & younger stay FREE.

  • Outrigger Waikiki Beach Resort

    From $844.00+ (USD)

    Destination: Waikiki
    City View Double. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Occidental Tamarindo

    From $1,096.00+ (USD)

    Destination: Guanacaste
    Superior. All-Inclusive includes all meals, drinks, activities and more.

  • Hyatt Regency Mission Bay Spa & Marina

    From $334.00+ (USD)

    Destination: San Diego
    Garden King. Exclusive 3-day FREE mid-size Hertz car rental. Kids 15 & younger stay FREE.

  • Fiji Hideaway Resort & Spa

    From $1,520.00+ (USD)

    Destination: Fiji
    Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Fiji Hideaway Resort & Spa in a Frangipani Bure, two FREE nights, daily breakfast, meet ...

  • Crown Beach Resort & Spa

    From $1,723.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Crown Beach Resort & Spa in a One Bedroom Villa, daily tropical buffet breakfast...

  • Secrets Silversands Riviera Cancun

    From $788.00+ (USD)

    Destination: Cancun
    Junior Suite Pool View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $200 resort credit per room.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Courtyard by Marriott Fort Lauderdale Beach

    From $456.00+ (USD)

    Destination: Fort Lauderdale
    Standard. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE. FREE Wi-Fi.


  • Mukul Beach, Golf & Spa Resort

    From $1,238.00+ (USD)

    Destination: Nicaragua
    Golf and Mountain View Bohio. Includes breakfast for ALL. FREE Wi-Fi. Ask about complimentary roundtrip ground transfers. Kids 12 & younger stay FREE with 2 adults.


  • Hotel Kia Ora Resort & Spa

    From $2,642.00+ (USD)

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


  • The Confidante - By Hyatt

    From $1,132.00+ (USD)

    Destination: Miami Beach
    Standard King. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE.


  • Grotto Bay Beach Resort

    From $690.00+ (USD)

    Destination: Bermuda
    Superior Ocean View. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. Up to two Kids 16 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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