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

  • Kiahuna Plantation Resort Kauai by OUTRIGGER

    From $907.00+ (USD)

    Destination: Poipu
    One Bedroom Garden View. Kids 17 & younger stay FREE.

  • H10 Urquinaona Plaza

    From $852.00+ (USD)

    Destination: Barcelona
    Double. Includes daily buffet breakfast. Reduced rate. FREE Wi-Fi.

  • Divi Aruba All Inclusive

    From $1,351.00+ (USD)

    Destination: Aruba
    Garden View. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Ask about Kids stay FREE.

  • The Ritz-Carlton, Aruba

    From $1,193.00+ (USD)

    Destination: Aruba
    Limited View. Includes Welcome drink upon check-in, non-motorized watersports and more. Kids 11 & younger stay FREE.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,791.00+ (USD)

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

  • One&Only Palmilla

    From $2,122.00+ (USD)

    Destination: Cabo San Lucas
    Oceanfront King. Exclusive reduced rates. Includes FREE butler service. FREE Wi-Fi. FREE access to kayaking, snorkeling and stand-up paddle boards. Kids 11 & younger stay FREE.

  • Sunscape Dorado Pacifico Ixtapa

    From $675.00+ (USD)

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

  • Conrad Bora Bora Nui

    From $3,335.00+ (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.

  • DoubleTree Resort by Hilton Hollywood Beach

    From $462.00+ (USD)

    Destination: Hollywood Beach
    Run of House. Reduced rates. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Sandals Montego Bay

    From $1,221.00+ (USD)

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

  • Villa del Palmar Beach Resort

    From $425.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite.

  • Four Seasons Resort Lana'i

    From $1,843.00+ (USD)

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

  • InterContinental Moorea Resort & Spa

    From $1,980.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, roundtrip inter-island transportation and all applicable transfers.

  • Alexandra Resort

    From $1,455.00+ (USD)

    Destination: Providenciales
    Studio Garden View. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,451.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...

  • Le Taha'a Island Resort & Spa

    From $3,833.00+ (USD)

    Destination: Tahaa
    Vacation includes: $600 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...

  • Waikiki Resort Hotel

    From $843.00+ (USD)

    Destination: Waikiki
    Standard. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Grand Bahia Principe Bavaro

    From $645.00+ (USD)

    Destination: Punta Cana
    Junior Suite Superior. All-Inclusive includes all meals, drinks, activities and more.

  • Fairmont Kea Lani, Maui

    From $1,226.00+ (USD)

    Destination: Wailea
    Fairmont Garden View. FREE 3 Day ECONOMY Car! Complimentary welcome drink and lei greeting. Kids 18 & younger stay FREE.

  • Napili Shores Maui BY OUTRIGGER

    From $777.00+ (USD)

    Destination: Napili
    Garden View Studio. FREE parking. Kids 17 & younger stay FREE.

  • Castaway Island, Fiji

    From $3,365.00+ (USD)

    Destination: Fiji
    Vacation includes: $600 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Castaway Island, Fiji in an Island View Bure, meet & greet with shell lei and inter-isla...

  • DoubleTree Resort by Hilton Central Pacific

    From $656.00+ (USD)

    Destination: Puntarenas
    Standard. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking.

  • Dreams Punta Cana Resort & Spa

    From $749.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room.

  • Eden Roc Resort Miami Beach

    From $1,168.00+ (USD)

    Destination: Miami Beach
    Deluxe King Legendary Tower. Reduced rates. Kids 11 & younger stay FREE. Ask about kids eat FREE.

  • Aston Waikiki Beach Hotel

    From $827.00+ (USD)

    Destination: Waikiki
    Standard. Kids 17 & younger stay FREE.

  • Le Meridien Tahiti

    From $2,075.00+ (USD)

    Destination: Papeete
    Vacation includes: $600 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Tahiti in a Deluxe Partial Ocean View Room, and roundtrip airport trans...

  • Sandals South Coast

    From $1,122.00+ (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.

  • Le Taha'a Island Resort & Spa

    From $2,927.00+ (USD)

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

  • Outrigger Waikiki Beach Resort

    From $909.00+ (USD)

    Destination: Waikiki
    City View King. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Tikehau Pearl Beach Resort

    From $3,242.00+ (USD)

    Destination: Tikehau
    Vacation includes: $600 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Tikehau Pearl Beach Resort in an Overwater Bungalow, daily breakfast for two, round...

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Plus sign (+) means taxes and fees are additional

Packages


  • Conrad Bora Bora Nui

    From $3,872.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $600 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Conrad Bora Bora Nui in a Lagoon View Suite, daily breakfast, roundtrip inter...


  • Hotel Parador Resort & Spa

    From $756.00+ (USD)

    Destination: Costa Rica
    Garden Plus. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking.


  • InterContinental Moorea Resort & Spa

    From $2,997.00+ (USD)

    Destination: Moorea
    Vacation includes: $600 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 Pacifico

    From $612.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive reduced rates. FREE Wi-Fi.


  • Sandals Grande Antigua Resort & Spa

    From $1,526.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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