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 $732.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Complimentary lei greeting & welcome Moana Elixir. 15% Spa discount. Daily Beach Club access for two including breakfast and evening pupus. Kids 17 & younger stay FREE.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $627.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • Raiatea Lodge Hotel

    From $2,166.00+ (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.

  • Four Seasons Resort Bora Bora

    From $5,742.00+ (USD)

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

  • Palm Grove

    From $1,423.00+ (USD)

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

  • Tikehau Pearl Beach Resort

    From $2,620.00+ (USD)

    Destination: Tikehau
    Vacation includes: $150 per booking Savings, roundtrip airfare on Air Tahiti Nui, 5 nights accommodation at Tikehau Pearl Beach Resort in an Overwater Bungalow, complimentary upgrade to the n...

  • Vahine Island - Private Island Resort

    From $3,087.00+ (USD)

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

  • Kaanapali Beach Hotel

    From $660.00+ (USD)

    Destination: Kaanapali
    Garden View.

  • Outrigger Fiji Beach Resort

    From $1,997.00+ (USD)

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

  • Bora Bora Pearl Beach Resort & Spa

    From $2,707.00+ (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 South Coast

    From $1,078.00+ (USD)

    Destination: Montego Bay
    Beachfront Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Royal Sonesta New Orleans

    From $805.00+ (USD)

    Destination: New Orleans
    Deluxe King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • Real InterContinental San Jose - Costa Rica

    From $657.00+ (USD)

    Destination: Costa Rica
    Deluxe. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • Aston Kaanapali Shores

    From $893.00+ (USD)

    Destination: Kaanapali
    Studio with Kitchen. Kids 17 & younger stay FREE.

  • Sandals Negril Beach Resort & Spa

    From $1,174.00+ (USD)

    Destination: Negril
    Caribbean Luxury Honeymoon. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Grand Velas Los Cabos

    From $2,060.00+ (USD)

    Destination: Cabo San Lucas
    Ambassador Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. Includes a $50 spa credit per adult, per night. FREE Wi-Fi.

  • Sunscape Dorado Pacifico Ixtapa

    From $783.00+ (USD)

    Destination: Ixtapa and Zihuatanejo
    Deluxe Partial Ocean View. Unlimited-Fun includes all meals, drinks, snacks, activities and more. $200 resort coupon per room. FREE Wi-Fi.

  • El Cid Castilla Beach Hotel

    From $766.00+ (USD)

    Destination: Mazatlan
    Pool View. Ask about kids stay FREE.

  • Fairmont Kea Lani, Maui

    From $1,228.00+ (USD)

    Destination: Wailea
    Pool Side. Complimentary welcome drink and lei greeting. Kids 18 & younger stay FREE.

  • Aulani, Disney Vacation Club Villas

    From $1,678.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Qamea Resort & Spa

    From $2,954.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 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, 5 nights ac...

  • Generations Riviera Maya, a Gourmet Inclusive Resort, by Karisma

    From $1,990.00+ (USD)

    Destination: Cancun
    Ocean Front Luxury Jacuzzi Suite. Gourmet Inclusive includes all meals, drinks, snacks, activities and more. FREE Wi-Fi.

  • Holiday Inn Resort Waikiki Beachcomber

    From $658.00+ (USD)

    Destination: Waikiki
    Limited View. Kids 19 & younger stay FREE.

  • JW Marriott Guanacaste Resort & Spa

    From $814.00+ (USD)

    Destination: Guanacaste
    Deluxe Garden View Run of House. Includes daily buffet breakfast. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

  • The St. Regis Bora Bora

    From $4,382.00+ (USD)

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

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,470.00+ (USD)

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

  • Tamarindo Diria Beach Resort

    From $646.00+ (USD)

    Destination: Tamarindo
    Superior. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. FREE Wi-Fi.

  • ME Miami

    From $619.00+ (USD)

    Destination: Miami
    Aura. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. FREE Wi-Fi.

  • Dreams Las Mareas Costa Rica

    From $923.00+ (USD)

    Destination: Guanacaste
    Junior Suite Mountain View Double. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • Caesars Palace

    From $638.00+ (USD)

    Destination: Las Vegas
    Octavius Premium One King No Smoking. 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


  • Breathless Punta Cana Resort & Spa

    From $817.00+ (USD)

    Destination: Punta Cana
    Allure Junior Suite Tropical King. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room. FREE Wi-Fi.


  • Yasawa Island Resort & Spa

    From $3,853.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 6 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, one complimentary bottle of champ...


  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $627.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.


  • Bora Bora Pearl Beach Resort & Spa

    From $2,707.00+ (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.


  • Royal Sonesta New Orleans

    From $805.00+ (USD)

    Destination: New Orleans
    Deluxe King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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