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

  • Sheraton Maui Resort & Spa

    From $742.00+ (USD)

    Destination: Kaanapali
    Resort 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.

  • Blue Palace, A Luxury Collection Resort & Spa

    From $1,346.00+ (USD)

    Destination: Crete
    Superior Bungalow Sea View. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast.

  • Beach Palace

    From $977.00+ (USD)

    Destination: Cancun
    Deluxe Resort View Limited. All-Inclusive includes all meals, drinks,activities and more. $500 resort credit per room. FREE Wi-Fi. Ask about Unlimited Spa & Golf.

  • Sandals Montego Bay

    From $1,137.00+ (USD)

    Destination: Montego Bay
    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.

  • InterContinental Bora Bora Le Moana Resort

    From $2,715.00+ (USD)

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

  • Bora Bora Pearl Beach Resort & Spa

    From $2,507.00+ (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.

  • Costa Rica Marriott

    From $760.00+ (USD)

    Destination: San Jose
    Deluxe. Includes daily breakfast for ALL. Kids 16 & younger stay FREE. Exclusive $100 Off per booking.

  • Beach Palace

    From $946.00+ (USD)

    Destination: Cancun
    Deluxe Resort View Limited. All-Inclusive includes all meals, drinks,activities and more. $500 resort credit per room. FREE Wi-Fi. Ask about Unlimited Spa & Golf.

  • Tropica Island Resort

    From $3,152.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tropica Island Resort in a Beachfront Bure, meet & greet with shell lei and inter-island...

  • Maitai Lapita Village Huahine

    From $2,104.00+ (USD)

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

  • Royal Sonesta New Orleans

    From $431.00+ (USD)

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

  • Grand Cayman Marriott Beach Resort

    From $1,090.00+ (USD)

    Destination: Grand Cayman
    Deluxe. Welcome drink upon arrival. FREE Wi-Fi, non-motorized water sports and more. Kids 16 & younger stay FREE.

  • H10 Villa de la Reina

    From $727.00+ (USD)

    Destination: Madrid
    Double. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. Includes daily buffet breakfast. Welcome drink upon arrival. FREE Wi-Fi. Ask about Honeymoon amenity.

  • DoubleTree by Hilton Cariari San Jose

    From $519.00+ (USD)

    Destination: San Jose
    Standard Two Double. Kids 11 & younger stay FREE. Exclusive $100 Off per booking.

  • Sheraton Kauai Resort

    From $805.00+ (USD)

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

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,029.00+ (USD)

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

  • Tamanu Beach

    From $1,854.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $250 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by A...

  • Sheraton Grand at Wild Horse Pass

    From $300.00+ (USD)

    Destination: Phoenix
    Traditional. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE. Complimentary self-parking.

  • Gand Hyatt Playa del Carmen

    From $624.00+ (USD)

    Destination: Cancun
    Grand Queen. Kids 12 & younger stay FREE.

  • Melia Paris Champs-Elysees

    From $903.00+ (USD)

    Destination: Paris
    Melia Shower. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. FREE Wi-Fi.

  • Moana Surfrider, A Westin Resort & Spa

    From $821.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Complimentary lei greeting & Moana Elixir upon arrival.

  • Fiji Hideaway Resort & Spa

    From $1,953.00+ (USD)

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

  • Sandals Royal Plantation, Ocho Rios, Jamaica

    From $1,265.00+ (USD)

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

  • Tabacon Thermal Resort & Spa

    From $912.00+ (USD)

    Destination: Arenal
    Orchid. Daily buffet breakfast for ALL. Includes unlimited access to Thermal Mineral Springs Resort. Includes welcome cocktail. Exclusive $100 Off per booking. Kids 11 & younger stay FREE.

  • Grand Fiesta Americana Coral Beach Cancun

    From $641.00+ (USD)

    Destination: Cancun
    Junior Suite Ocean View King. Includes reduced rate. Kids 12 & younger stay and eat FREE. Ask about FREE massage.

  • Parco dei Principi Grand Hotel & Spa

    From $1,233.00+ (USD)

    Destination: Rome
    Superior. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. Daily buffet breakfast.

  • Hotel Kia Ora Resort & Spa

    From $2,966.00+ (USD)

    Destination: Rangiroa
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Hotel Kia Ora Resort & Spa in a Beach Bungalow with Jacuzzi, daily breakfast, roun...

  • Manava Beach Resort & Spa รป Moorea

    From $1,841.00+ (USD)

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

  • Kaanapali Alii

    From $1,159.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. Includes FREE parking.

  • Hilton Key Largo Resort

    From $626.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • DoubleTree by Hilton Cariari San Jose

    From $519.00+ (USD)

    Destination: San Jose
    Standard Two Double. Kids 11 & younger stay FREE. Exclusive $100 Off per booking.


  • 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.


  • 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.


  • Maitai Rangiroa

    From $2,215.00+ (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.


  • Sandos Cancun Luxury Resort

    From $866.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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