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

  • The Westin Golf Resort & Spa, Playa Conchal

    From $938.00+ (USD)

    Destination: Guanacaste
    Deluxe Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rates. Ask about child rate for Kids 12 & younger.

  • Sandals Royal Caribbean Resort & Private Island

    From $1,038.00+ (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.

  • Casa Marina - A Waldorf Astoria Resort

    From $606.00+ (USD)

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

  • The Venetian

    From $389.00+ (USD)

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

  • Raiatea Lodge Hotel

    From $2,097.00+ (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.

  • OHANA Waikiki Malia

    From $627.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Kids 17 & younger stay FREE.

  • Hotel Monteleone

    From $526.00+ (USD)

    Destination: New Orleans
    Run of House. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Manuia Beach Resort

    From $1,750.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.

  • Yasawa Island Resort & Spa

    From $4,752.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arrival...

  • Sandals Royal Plantation

    From $1,139.00+ (USD)

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

  • Ka'anapali Beach Hotel

    From $738.00+ (USD)

    Destination: Kaanapali
    Pool View. No resort fees.

  • Aulani, Disney Vacation Club Villas

    From $1,441.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. Fourth night FREE. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,503.00+ (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.

  • Matachica Resort & Spa

    From $1,120.00+ (USD)

    Destination: Ambergris Caye
    Sea Breeze Suite. Daily breakfast.

  • Beaches Negril Resort & Spa

    From $1,326.00+ (USD)

    Destination: Negril
    Grande Luxe Beachfront. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

  • Embassy Suites Napa Valley

    From $598.00+ (USD)

    Destination: Napa Valley
    Atrium Suite. Daily breakfast included. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • Waikiki Beach Marriott Resort & Spa

    From $746.00+ (USD)

    Destination: Waikiki
    City View. Reduced rates. Connecting rooms available upon request. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Los Suenos Marriott Ocean & Golf Resort

    From $841.00+ (USD)

    Destination: Herradura
    Rainforest View - King. Daily breakfast. Kids 12 & younger stay FREE.

  • The Westin Maui Resort & Spa

    From $837.00+ (USD)

    Destination: Kaanapali
    Mountain View. Daily breakfast buffet for two. 15% spa discount. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Hotel Le Mahana Huahine

    From $2,152.00+ (USD)

    Destination: Huahine
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Huahine, daily breakfast and 2-course dinner, roundtrip inter-island air on Air Tahiti and roundtrip airport ...

  • Sandals Ochi Beach Resort

    From $1,035.00+ (USD)

    Destination: Ocho Rios
    Riviera Grande Luxe. 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 $3,067.00+ (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...

  • DoubleTree by Hilton Cariari San Jose

    From $563.00+ (USD)

    Destination: San Jose
    Standard. Reduced rates. Daily breakfast. Kids 12 & younger stay FREE.

  • Paradise Point Resort & Spa

    From $499.00+ (USD)

    Destination: San Diego
    Lanai Garden Queen Queen. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Hotel Punta Islita, Autograph Collection

    From $968.00+ (USD)

    Destination: Guanacaste
    Two Bedroom Villa with Pool. Stay 4 nights or more and get one night FREE. Daily breakfast. Kids 12 & younger stay FREE.

  • Crown Beach Resort & Spa

    From $1,726.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$200 Food & Beverage & Spa credit, daily tropical breakfast for all paying guests with c...

  • Sheraton Kauai Resort

    From $702.00+ (USD)

    Destination: Poipu
    Garden View. Reduced rates. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • South Seas Island Resort

    From $461.00+ (USD)

    Destination: Captiva Island
    1 Bedroom Villa. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 16 & younger stay FREE.

  • Grand Wailea

    From $1,119.00+ (USD)

    Destination: Wailea
    Run of House. Daily continental breakfast in Cafe Kula or Grand Dining Room for ages 18 & older. 15% off spa services. Complimentary lei greeting and welcome drink. FREE Wi-Fi.

  • Velas Vallarta

    From $789.00+ (USD)

    Destination: Puerto Vallarta
    Studio. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rates. $30 spa credit per person. $800 in resort credit per room.

More

Plus sign (+) means taxes and fees are additional

Packages


  • OHANA Waikiki Malia

    From $627.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Kids 17 & younger stay FREE.


  • InterContinental Moorea Resort & Spa

    From $1,989.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, a honeymoon gift, a half bottle of champagne, a T-shirt for the groo...


  • Grand Wailea

    From $1,144.00+ (USD)

    Destination: Wailea
    Terrace - King. Complimentary lei greeting and welcome drink. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.


  • Qamea Resort & Spa

    From $3,417.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 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...


  • InterContinental Fiji Golf Resort & Spa

    From $3,731.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at InterContinental Fiji Golf Resort & Spa in a King Suite Lagoon View, daily breakfast, me...

Plus sign (+) means taxes and fees are additional

 
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