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

  • Fairmont Southampton

    From $662.00+ (USD)

    Destination: Bermuda
    Moderate King. $100 Off per booking. Ask about complimentary Ferry transfers.

  • Mauna Kea Beach Hotel

    From $1,123.00+ (USD)

    Destination: Kohala Coast
    Golf Vista View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Bucuti & Tara Beach Resort

    From $1,159.00+ (USD)

    Destination: Aruba
    Standard. Adults Only. Includes daily breakfast and FREE Wi-Fi.

  • Conrad Bora Bora Nui

    From $3,223.00+ (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.

  • Sheraton Maui Resort & Spa

    From $769.00+ (USD)

    Destination: Kaanapali
    Resort View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Hyatt Zilara Rose Hall

    From $969.00+ (USD)

    Destination: Montego Bay
    Ocean View Junior Suite King. Adults Only. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi.

  • Aitutaki Lagoon Resort & Spa

    From $3,033.00+ (USD)

    Destination: Aitutaki
    Vacation includes: Roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by Air Rarotonga , 5 nights ac...

  • Plantation Hale

    From $632.00+ (USD)

    Destination: Kapaa
    One Bedroom Garden View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Four Seasons Resort Bora Bora

    From $4,619.00+ (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...

  • Sofitel Fiji Resort & Spa

    From $2,047.00+ (USD)

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

  • St. James's Club Morgan Bay

    From $1,046.00+ (USD)

    Destination: St. Lucia
    Garden View. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,574.00+ (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.

  • Four Seasons Resort Lana'i

    From $2,204.00+ (USD)

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

  • JW Marriott Marco Island Beach Resort

    From $644.00+ (USD)

    Destination: Marco Island
    Tropical Resort View. Exclusive 3-day FREE mid-size Hertz car rental.

  • Manuia Beach Resort

    From $1,546.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, free weekly cultural activities (including Management cocktails, Rarotonga ...

  • Secrets Papagayo Costa Rica

    From $1,276.00+ (USD)

    Destination: Guanacaste
    Bungalow Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room.

  • Finest Playa Mujeres by Excellence Group

    From $1,355.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • The Confidante - By Hyatt

    From $1,132.00+ (USD)

    Destination: Miami Beach
    Standard King. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE.

  • Hilton Aruba Caribbean Resort & Casino

    From $672.00+ (USD)

    Destination: Aruba
    Double. Kids 17 & younger stay FREE.

  • Tabacon Thermal Resort & Spa

    From $1,217.00+ (USD)

    Destination: Arenal
    Orchid. Includes daily buffet breakfast for ALL. FREE Wi-Fi. Complimentary valet parking.

  • The Ritz-Carlton, Aruba

    From $994.00+ (USD)

    Destination: Aruba
    Limited View. $100 Off per booking. Kids 11 & younger stay FREE.

  • Hyatt Ziva Puerto Vallarta

    From $615.00+ (USD)

    Destination: Puerto Vallarta
    Ocean View Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Beaches Negril Resort & Spa

    From $1,320.00+ (USD)

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

  • Hilton Moorea Lagoon Resort & Spa

    From $2,387.00+ (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.

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,437.00+ (USD)

    Destination: Exuma
    Beach House Luxury Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Prince de Galles

    From $1,416.00+ (USD)

    Destination: Paris
    Art Deco. Includes daily breakfast. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • InterContinental Tahiti Resort & Spa

    From $2,689.00+ (USD)

    Destination: Papeete
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Tahiti Resort & Spa in a Panoramic Garden Room, and roundtrip ...

  • Bolongo Bay Beach Resort

    From $757.00+ (USD)

    Destination: St. Thomas
    Value. $100 Off per booking. FREE Wi-Fi and more.

  • Excellence Riviera Cancun

    From $1,235.00+ (USD)

    Destination: Cancun
    Junior Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking.

  • Cap Maison Resort & Spa

    From $1,341.00+ (USD)

    Destination: St. Lucia
    Garden View. $100 Off per booking. Full breakfast daily.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Paradisus Palma Real

    From $807.00+ (USD)

    Destination: Punta Cana
    Paradisus Junior Suite. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Ask about complimentary shuttle service.


  • Hyatt Centric Key West Resort & Spa

    From $690.00+ (USD)

    Destination: Key West
    Deluxe king. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE. FREE Wi-Fi.


  • Hilton Moorea Lagoon Resort & Spa

    From $2,387.00+ (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.


  • Plantation Hale

    From $632.00+ (USD)

    Destination: Kapaa
    One Bedroom Garden View. $100 Off Per Booking! Kids 17 & younger stay FREE.


  • InterContinental Moorea Resort & Spa

    From $2,447.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, one 6 dive package per person, roundtrip inter-island transportation...

Plus sign (+) means taxes and fees are additional

 
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