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 Universal Hotel

    From $490.00+ (USD)

    Destination: Los Angeles
    Traditional King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • Si Como No, Spa & Wildlife Refuge

    From $852.00+ (USD)

    Destination: Puntarenas
    Superior. Includes buffet breakfast for ALL. Complimentary shuttle service to the beach and National Park. FREE entrance to Wildlife Refuge Butterfly Gardens. FREE Wi-Fi.

  • Sheraton Maui Resort & Spa

    From $738.00+ (USD)

    Destination: Kaanapali
    Resort View. Best Offers from Marriott Hawaii! Kids 17 & younger stay FREE.

  • Four Seasons Resort Lana'i

    From $2,249.00+ (USD)

    Destination: Lanai
    Garden View. Includes Pilialoha's children's program. FREE self and valet parking. Kids 18 & younger stay FREE.

  • Sunset at the Palms

    From $841.00+ (USD)

    Destination: Negril
    All Inclusive Treetop Deluxe. Adults Only. All-Inclusive includes all meals, drinks, activities and more. VIP arrival service provided by Club Mobay. FREE Wi-Fi.

  • Tabacon Thermal Resort & Spa

    From $1,162.00+ (USD)

    Destination: Arenal
    Orchid. Includes daily buffet breakfast for ALL. FREE Wi-Fi.

  • Aston Waikiki Beach Hotel

    From $603.00+ (USD)

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

  • Sandals Montego Bay

    From $1,180.00+ (USD)

    Destination: Montego Bay
    Caribbean Luxury. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Le Meridien Bora Bora

    From $2,907.00+ (USD)

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

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $1,149.00+ (USD)

    Destination: Grand Cayman
    Island View - King. FREE Wi-Fi, non-motorized watersports and more. Kids 17 & younger stay FREE.

  • Grand Velas Los Cabos

    From $1,951.00+ (USD)

    Destination: Cabo San Lucas
    Ambassador Suite. Beyond All Compare includes all meals, drinks, activities and more. FREE Wi-Fi. $200 air credit per room.

  • Yasawa Island Resort & Spa

    From $3,618.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 6 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, one complimentary bottle of champ...

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,198.00+ (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.

  • JW Marriott Scottsdale Camelback Inn Resort & Spa

    From $658.00+ (USD)

    Destination: Phoenix
    Standard. Stays of 5 nights or longer receive exclusive $100 Off per booking. 4th night FREE. Kids 17 & younger stay FREE. Complimentary parking.

  • Melia Nassau Beach All Inclusive

    From $815.00+ (USD)

    Destination: Cable Beach
    Classic Island View. All-Inclusive includes all meals, drinks, activities and more. Welcome gift. FREE Wi-Fi.

  • X'tan Ha Resort

    From $901.00+ (USD)

    Destination: Ambergris Caye
    Pool View Villa. Kids 12 & younger stay FREE.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,026.00+ (USD)

    Destination: Kaanapali
    Studio Island View. Best Offers from Marriott Hawaii! Includes FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Matachica Resort & Spa

    From $1,008.00+ (USD)

    Destination: Ambergris Caye
    Sea Breeze Bungalow. Includes continental breakfast.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $5,166.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Resort & Thalasso Spa in an Emerald Overwater Junior S...

  • The Brando

    From $6,797.00+ (USD)

    Destination: Society Islands
    Vacation includes: Roundtrip airfare on from Papeete on Air Tetiaroa, and 3 nights accommodation in Tetiaroa with all meals (deluxe items available at an additional charge), 24-hour d...

  • Pacific Resort Rarotonga

    From $1,617.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$250 Food & Beverage Credit per room per stay, daily tropical breakfast, and roundtrip a...

  • Wynn Las Vegas

    From $411.00+ (USD)

    Destination: Las Vegas
    Deluxe Resort King. Complimentary parking.

  • JW Marriott Desert Springs Resort & Spa

    From $531.00+ (USD)

    Destination: Palm Desert
    Standard. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. 4th night FREE. Includes a $50 resort credit per room.

  • The Westin Playa Bonita

    From $662.00+ (USD)

    Destination: Playa Bonita
    Deluxe Green View. Includes daily buffet breakfast for ALL. Reduced rate.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,744.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Bora Bora Marara Beach Resort in an Superior Garden Bungalow, daily break...

  • Casa Dorada Los Cabos Resort & Spa

    From $976.00+ (USD)

    Destination: Cabo San Lucas
    One Bedroom Suite. Includes a welcome bottle of tequila. Complimentary daily breakfast for adults. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • Flamingo Beach Resort & Spa

    From $865.00+ (USD)

    Destination: Guanacaste
    Standard. FREE Wi-Fi. Ask about honeymoon amenity.

  • Moana Surfrider, A Westin Resort & Spa

    From $745.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Best Offers from Marriott Hawaii! Includes complimentary lei greeting & Moana Elixir upon arrival. 15% Spa discount.

  • Bucuti & Tara Beach Resort

    From $1,293.00+ (USD)

    Destination: Aruba
    Standard. Adults Only. Includes daily breakfast and FREE Wi-Fi.

  • Conrad Bora Bora Nui

    From $3,190.00+ (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.

More

Plus sign (+) means taxes and fees are additional

Packages


  • H10 London Waterloo

    From $849.00+ (USD)

    Destination: London
    Double. Includes daily buffet breakfast. FREE Wi-Fi. Reduced rate.


  • Le Meridien Bora Bora

    From $2,907.00+ (USD)

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


  • Le Meridien Bora Bora

    From $2,907.00+ (USD)

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


  • Generations Riviera Maya, a Gourmet Inclusive Resort, by Karisma

    From $1,852.00+ (USD)

    Destination: Cancun
    Ocean Front Luxury Jacuzzi Suite. All-Inclusive includes all meals, drinks, activities and more. $1000 resort credit per room. Ask complimentary upgrade. FREE Wi-Fi.


  • Sheraton Buganvilias Resort & Convention Center

    From $445.00+ (USD)

    Destination: Puerto Vallarta
    Garden View. Reduced rate. Ask about All-Inclusive available.

Plus sign (+) means taxes and fees are additional

 
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