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

  • Sanctuary Cap Cana - All Inclusive by Playa Hotels & Resorts

    From $938.00+ (USD)

    Destination: Punta Cana
    Ocean View Junior Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more.

  • Aston Kaanapali Shores

    From $782.00+ (USD)

    Destination: Kaanapali
    Studio with Kitchen. $100 Off per booking. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Sunset Resort Rarotonga

    From $1,261.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, complimentary late check out based on availability at time of chec...

  • W Washington D.C.

    From $1,076.00+ (USD)

    Destination: Washington, DC
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Muri Beach Club Hotel

    From $1,614.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, daily tropical breakfast, and roundtrip airport transfers.

  • Gran Melia Rome Villa Agrippina

    From $1,676.00+ (USD)

    Destination: Rome
    Premium. $100 Off per booking. FREE breakfast. FREE Wi-Fi. Kids 12 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • Maitai Rangiroa

    From $2,139.00+ (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.

  • Hyatt Paris Madeleine

    From $1,355.00+ (USD)

    Destination: Paris
    Queen. $100 Off per booking. FREE Wi-Fi. Ask about Honeymoon amenities. Stays of 5 nights or longer receive $150 Off per booking.

  • Sandals Inn

    From $853.00+ (USD)

    Destination: Montego Bay
    Carlyle Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Ask about Sandals Weddings and up to $135 Booking Bonus.

  • ME Miami

    From $660.00+ (USD)

    Destination: Miami
    Style Suite. FREE Wi-Fi.

  • Villa del Palmar Beach Resort & Spa

    From $433.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Standard. Kids 12 & younger stay FREE. Ask about Honeymoon amenities.

  • Sheraton Suites Key West

    From $530.00+ (USD)

    Destination: Key West
    King Suite. Exclusive $50 Off per booking. FREE parking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Thistle Hyde Park

    From $955.00+ (USD)

    Destination: London
    Standard. Includes daily buffet breakfast. FREE Wi-Fi.

  • Aqua Oasis

    From $644.00+ (USD)

    Destination: Waikiki
    Hotel. $100 Off per booking. Kids 17 & younger stay FREE.

  • Castle Molokai Shores

    From $857.00+ (USD)

    Destination: Molokai
    One Bedroom Ocean View. FREE parking. Kids 17 & younger stay FREE.

  • Walt Disney World Swan

    From $669.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,362.00+ (USD)

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

  • Sheraton Princess Kaiulani

    From $689.00+ (USD)

    Destination: Waikiki
    Kaiulani. $100 Off per booking. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The Westin Bayshore, Vancouver

    From $751.00+ (USD)

    Destination: Vancouver
    City View Double. Exclusive $50 Off per booking. Kids 12 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Prince Waikiki

    From $804.00+ (USD)

    Destination: Waikiki
    Ocean View. $100 Off per booking.Kids 17 & younger stay FREE.

  • Occidental Tamarindo

    From $826.00+ (USD)

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

  • Le Meridien Tahiti

    From $1,893.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Tahiti, and roundtrip transfers.

  • The Westin Hilton Head Resort & Spa

    From $749.00+ (USD)

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

  • The Westin Los Cabos Resort Villas & Spa

    From $395.00+ (USD)

    Destination: Cabo San Lucas
    Studio Villa. Exclusive $100 Off per booking. Kids 17 & younger stay FREE. Stay 7 nights or longer and receive $200 Off per booking.

  • Qamea Resort & Spa

    From $3,397.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 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...

  • Sheraton Waikiki

    From $793.00+ (USD)

    Destination: Waikiki
    Standard. $100 Off per booking. Kids 12 & younger eat free off kids menu. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,572.00+ (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.

  • Outrigger Reef Waikiki Beach Resort

    From $782.00+ (USD)

    Destination: Waikiki
    City View King . $100 Off per booking. Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,343.00+ (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...

  • The Coral at Atlantis

    From $786.00+ (USD)

    Destination: Paradise Island
    Deluxe King Terrace View. Kids 11 & younger stay FREE. Receive up to $225 in resort credit on stays of 7 nights or longer (Must be booked by 5/31/18).

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sandals Regency La Toc Golf Resort & Spa

    From $1,362.00+ (USD)

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


  • Sheraton Kauai Resort

    From $907.00+ (USD)

    Destination: Poipu
    Garden View. Complimentary self-parking. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.


  • Sunscape Cove Montego Bay

    From $756.00+ (USD)

    Destination: Montego Bay
    Club Garden View King. Unlimited-Fun includes all meals, drinks, snacks, activities and more. $400 resort coupon per room.


  • OHANA Waikiki Malia

    From $636.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. $100 Off per booking. Kids 17 & younger stay FREE.


  • Aston at the Maui Banyan

    From $714.00+ (USD)

    Destination: Kihei
    Standard Hotel. Complimentary parking. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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