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

  • Elbow Beach, Bermuda

    From $1,022.00+ (USD)

    Destination: Bermuda
    Lanai. Ask about Kids stay FREE.

  • InterContinental Moorea Resort & Spa

    From $3,109.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Moorea Resort & Spa in a Garden Pool Junior Suite Bungalow, two...

  • Riu Palace Costa Rica

    From $912.00+ (USD)

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

  • Sandals Royal Plantation

    From $1,213.00+ (USD)

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

  • Hotel Kia Ora Resort & Spa

    From $2,586.00+ (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.

  • The Westin Princeville Ocean Resort Villas

    From $875.00+ (USD)

    Destination: Princeville
    Island View Deluxe Studio. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Vedema, A Luxury Collection Resort

    From $2,311.00+ (USD)

    Destination: Santorini
    Dorian Suite. Includes daily breakfast. 50 Euro credit towards food and beverages. One wine tasting for two. FREE Wi-Fi. Reduced rate.

  • Excellence El Carmen

    From $1,099.00+ (USD)

    Destination: Punta Cana
    Junior Suite Pool View. Adutls Only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Hilton Waikoloa Village

    From $730.00+ (USD)

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

  • 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 Westin New York at Times Square

    From $1,109.00+ (USD)

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

  • Villa del Palmar Beach Resort & Spa

    From $427.00+ (USD)

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

  • Sandos Finisterra Los Cabos

    From $669.00+ (USD)

    Destination: Cabo San Lucas
    Ocean View Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. FREE Wi-Fi. Ask about Honeymoon amenities.

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $787.00+ (USD)

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

  • Hotel du Collectionneur

    From $1,332.00+ (USD)

    Destination: Paris
    Superior. Includes daily buffet breakfast. FREE night.

  • Cambridge Beaches Resort & Spa

    From $1,231.00+ (USD)

    Destination: Bermuda
    Harbour View. Adults Only (13+). Daily breakfast. Reduced rate.

  • 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.

  • Dreams Dominicus La Romana

    From $555.00+ (USD)

    Destination: La Romana
    Deluxe Tropical View King. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room. FREE Wi-Fi.

  • Muri Beach Club Hotel

    From $1,562.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, daily tropical breakfast, and roundtrip airport transfers.

  • Four Seasons Resort Costa Rica at Peninsula Papagayo

    From $1,563.00+ (USD)

    Destination: Guanacaste
    Terraza King. Buy one, get one FREE on Vida Aventura Super Combo activity. Kids 17 & younger stay FREE. Ask about Free night stay.

  • Sandos Playacar Beach Resort

    From $534.00+ (USD)

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

  • The Ritz-Carlton, Kapalua

    From $1,117.00+ (USD)

    Destination: Kahana
    Deluxe. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Wi-Fi. Kids 12 & younger stay FREE.

  • The Ritz-Carlton, Grand Cayman

    From $1,006.00+ (USD)

    Destination: Grand Cayman
    Garden View - King Bed. Exclusive $100 Off per booking. Ask about Kids stay FREE.

  • Monteverde Cloud Forest Lodge

    From $629.00+ (USD)

    Destination: Monteverde
    Standard. Includes daily buffet breakfast for ALL. Buy one, get one FREE on Vida Aventura Super Combo activity.

  • Waikoloa Beach Marriott Resort & Spa

    From $734.00+ (USD)

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

  • Kaanapali Alii

    From $1,098.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Parking.

  • OHANA Waikiki Malia

    From $619.00+ (USD)

    Destination: Waikiki
    Waikiki View King. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! 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.

  • Marriott Puerto Vallarta Resort & Spa

    From $426.00+ (USD)

    Destination: Puerto Vallarta
    Garden View. Reduced rate. Kids stay and eat free off kids menu.

  • Grand Hyatt Playa del Carmen

    From $872.00+ (USD)

    Destination: Cancun
    Grand. Kids 12 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • The Westin St. Francis San Francisco on Union Square

    From $1,079.00+ (USD)

    Destination: San Francisco
    Classic Queen. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.


  • Manuia Beach Resort

    From $1,595.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.


  • 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...


  • Rumours Luxury Villas & Spa

    From $2,431.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, complimentary breakfast delivered to the villa each day with a choice of continent...


  • Sheraton Vancouver Wall Centre

    From $617.00+ (USD)

    Destination: Vancouver
    South Tower Traditional Double. Exclusive $50 Off per booking. FREE Wi-Fi. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

Plus sign (+) means taxes and fees are additional

 
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