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

  • 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.

  • Wailea Beach Resort - Marriott, Maui

    From $1,116.00+ (USD)

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

  • Aulani, Disney Vacation Club Villas

    From $1,638.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Sandals Grande Antigua Resort & Spa

    From $1,521.00+ (USD)

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

  • The St. Regis Bora Bora Resort

    From $5,525.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in a Reefside Garden Villa with Pool, one FREE night, dail...

  • Hilton Moorea Lagoon Resort & Spa

    From $2,494.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,494.00+ (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.

  • Velas Vallarta

    From $725.00+ (USD)

    Destination: Puerto Vallarta
    Studio. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • 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.

  • Grand Velas Riviera Maya

    From $1,456.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. $50 spa credit & $85 golf credit. Kids 12 & younger stay FREE.

  • Barcelo Puerto Vallarta

    From $541.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Suite. 24-hour All-Inclusive includes all meals, drinks, snacks, activities and more. $500 in resort discounts 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.

  • The Residences at Waikiki Beach Tower

    From $1,372.00+ (USD)

    Destination: Waikiki
    One Bedroom Deluxe Oceanfront. FREE parking. Kids 17 & younger stay FREE.

  • Raiatea Lodge Hotel

    From $2,253.00+ (USD)

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

  • Newstead Belmont Hills Golf Resort & Spa

    From $960.00+ (USD)

    Destination: Bermuda
    Deluxe. Reduced rate. One round of golf per person at Belmont Hills.

  • The Westin Playa Bonita

    From $795.00+ (USD)

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

  • 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.

  • Playacar Palace

    From $1,056.00+ (USD)

    Destination: Cancun
    Deluxe Resort View Limited. All-Inclusive includes all meals, drinks, snacks, activities and more. $500 resort credit per room. FREE Wi-Fi. Kids 17 & younger stay and eat FREE.

  • Round Hill Hotel and Villas

    From $999.00+ (USD)

    Destination: Montego Bay
    Ocean View. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Le Taha'a Island Resort & Spa

    From $3,971.00+ (USD)

    Destination: Tahaa
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, daily breakfast for two, r...

  • Coco Beach Resort

    From $1,075.00+ (USD)

    Destination: Ambergris Caye
    Hotel. Includes complimentary water sports. Kids 12 & younger stay FREE.

  • Hotel SAVOY

    From $1,371.00+ (USD)

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

  • 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.

  • Kauai Marriott Resort

    From $761.00+ (USD)

    Destination: Lihue
    Garden View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Garden View. $50 food & beverage credit per room, per stay. 10% discount at Alexander Day Spa and Salon.

  • Villa del Palmar Beach Resort & Spa

    From $427.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Standard. Kids 12 & younger stay FREE.

  • Hyatt Ziva Los Cabos

    From $728.00+ (USD)

    Destination: Cabo San Lucas
    Ziva Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. FREE Wi-Fi.

  • The St. Regis Princeville Resort

    From $1,393.00+ (USD)

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

  • 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.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,285.00+ (USD)

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

  • Encore at Wynn Las Vegas

    From $621.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Starhotels Michelangelo Rome

    From $1,214.00+ (USD)

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


  • 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.


  • Sandals Barbados

    From $1,192.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.


  • Renaissance Aruba Resort & Casino

    From $626.00+ (USD)

    Destination: Aruba
    Resort. Exclusive $100 Off per booking. FREE Wi-Fi and access to the private island.


  • Waikiki Resort Hotel

    From $691.00+ (USD)

    Destination: Waikiki
    Run of House. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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