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

  • Aston Shores at Waikoloa

    From $785.00+ (USD)

    Destination: Kohala Coast
    One Bedroom. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • Honua Kai Resort & Spa

    From $882.00+ (USD)

    Destination: Lahaina
    One Bedroom Mountain Hard Hat. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • Manava Beach Resort & Spa รป Moorea

    From $1,980.00+ (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.

  • Fiji Hideaway Resort & Spa

    From $2,100.00+ (USD)

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

  • Maitai Polynesia Bora Bora

    From $1,979.00+ (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...

  • INNSIDE New York NoMad

    From $691.00+ (USD)

    Destination: New York
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Sheraton Suites Key West

    From $673.00+ (USD)

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

  • Riu Reggae

    From $696.00+ (USD)

    Destination: Montego Bay
    Double. Adutls Only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Tikehau Pearl Beach Resort

    From $2,870.00+ (USD)

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

  • Le Meridien Bora Bora

    From $3,529.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, daily breakfast for two, a half bottle of champagne and a gift upon arrival, roundtrip int...

  • Moana Surfrider, A Westin Resort & Spa

    From $819.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Complimentary lei greeting & welcome Moana Elixir. 15% Spa discount.

  • The St. Regis Princeville Resort

    From $1,393.00+ (USD)

    Destination: Princeville
    Mountain Garden with Terrace. Kids 17 & younger stay FREE.

  • The Kahala Hotel & Resort

    From $1,042.00+ (USD)

    Destination: Oahu
    Scenic. Complimentary lei greeting. Kids 12 & younger stay FREE.

  • The Westin Grand, Vancouver

    From $977.00+ (USD)

    Destination: Vancouver
    Studio Suite. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Reduced rate. Kids 17 & younger stay FREE.

  • The Westin Bayshore, Vancouver

    From $1,153.00+ (USD)

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

  • Mauna Lani Bay Hotel & Bungalows

    From $850.00+ (USD)

    Destination: Kohala Coast
    Standard. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,055.00+ (USD)

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

  • Lahaina Shores

    From $703.00+ (USD)

    Destination: Lahaina
    Studio Mountain View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental!

  • Sunscape Splash Montego Bay

    From $549.00+ (USD)

    Destination: Montego Bay
    Deluxe King. Unlimited-Fun includes all meals, drinks, snacks, actvities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • Four Seasons Resort Lana'i

    From $1,796.00+ (USD)

    Destination: Lanai
    Garden View. Complimentary Pilialoha's children's program. FREE parking. Kids 18 & younger stay FREE.

  • Le Meridien Bora Bora

    From $3,170.00+ (USD)

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

  • Outrigger Waikiki Beach Resort

    From $879.00+ (USD)

    Destination: Waikiki
    City View King. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • The Westin Golf Resort & Spa, Playa Conchal

    From $1,012.00+ (USD)

    Destination: Guanacaste
    Deluxe Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Buy one, get one FREE on Vida Aventura Super Combo activity. Reduced rate.

  • Outrigger Fiji Beach Resort

    From $2,076.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Outrigger Fiji Beach Resort in a Resort View Room, meet & greet with shell lei and round...

  • Hard Rock Hotel & Casino Punta Cana

    From $894.00+ (USD)

    Destination: Punta Cana
    Caribbean Suite - 1 King Bed. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Ask about Double Limitless Resort Credit and Unlimited Golf.

  • The Cosmopolitan of Las Vegas

    From $432.00+ (USD)

    Destination: Las Vegas
    City View. Kids 17 & younger stay FREE. Reduced rate. Includes complimentary breakfast for two.

  • Dreams Palm Beach Punta Cana

    From $598.00+ (USD)

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

  • Sandos Caracol Eco Resort

    From $519.00+ (USD)

    Destination: Cancun
    Standard. All-Inclusive includes all meals, drinks, snacks, activities and more. Ask about Honeymoon amenities.

  • Sandals Grenada Resort & Spa

    From $1,514.00+ (USD)

    Destination: Grenada
    SouthSeas Premium with Soaking Tub. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $1,000 Instant Booking Bonus.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,460.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 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


  • Starhotels Metropole Rome

    From $1,214.00+ (USD)

    Destination: Rome
    Superior. Includes daily breakfast. FREE night.


  • Fairmont Orchid, Hawai'I

    From $833.00+ (USD)

    Destination: Kohala Coast
    Fairmont Garden View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 18 & younger stay FREE.


  • Marival Residences Luxury Resort Nuevo Vallarta

    From $828.00+ (USD)

    Destination: Puerto Vallarta
    One Bedroom Residence. All-Inclusive includes all meals, drinks, snacks, activities and more. Ask about Honeymoon amenities.


  • Bora Bora Pearl Beach Resort & Spa

    From $2,609.00+ (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.


  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,577.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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