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

  • Waikiki Resort Hotel

    From $741.00+ (USD)

    Destination: Waikiki
    Run of House. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Villa del Palmar Flamingos Beach Resort & Spa

    From $378.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking. Ask about Honeymoon amenities. Stay 7 nights or longer and receive $200 Off per booking.

  • The Fairmont Orchid, Hawaii

    From $824.00+ (USD)

    Destination: Kohala Coast
    Fairmont Garden View. $100 Off per booking! Kids 18 & younger stay FREE.

  • Grotto Bay Beach Resort

    From $1,091.00+ (USD)

    Destination: Bermuda
    Superior Ocean View. Kids 16 & younger stay FREE.

  • Pacific Resort Rarotonga

    From $1,568.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$50 Food & Beverage Credit per room per night, daily tropical ...

  • Conrad Bora Bora Nui

    From $3,348.00+ (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.

  • The Westin Bayshore, Vancouver

    From $751.00+ (USD)

    Destination: Vancouver
    City View Double. Exclusive $50 Off per booking. Kids 12 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Tropica Island Resort

    From $3,367.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tropica Island Resort in a Beachfront Bure, daily breakfast, meet & greet with shell lei...

  • 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.

  • Barcelo Bavaro Palace

    From $770.00+ (USD)

    Destination: Punta Cana
    Superior. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. $1,000 in resort discounts.

  • X'tan Ha Resort

    From $988.00+ (USD)

    Destination: Ambergris Caye
    Pool View Villa. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

  • Four Seasons Resort Lana'i

    From $1,798.00+ (USD)

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

  • Castle Molokai Shores

    From $857.00+ (USD)

    Destination: Molokai
    One Bedroom Ocean View. FREE parking. Kids 17 & younger stay FREE.

  • IBEROSTAR Punta Cana

    From $686.00+ (USD)

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

  • Sandos Playacar Beach Resort

    From $502.00+ (USD)

    Destination: Cancun
    Standard. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Reduced rate for one kid 12 years & younger. Ask about Honeymoon amenities.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,186.00+ (USD)

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

  • Fiesta Americana Condesa Cancun All Inclusive

    From $557.00+ (USD)

    Destination: Cancun
    Premium Garden View - 1 King. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Ask about Honeymoon amenities.

  • Grand Velas Riviera Maya

    From $1,437.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Ask about Honeymoon amenities.

  • Tabacon Thermal Resort & Spa

    From $863.00+ (USD)

    Destination: Arenal
    Orchid. Exclusive $100 Off per booking. Daily breakfast. FREE Wi-Fi. Kids 11 & younger stay FREE.

  • Castaway Island, Fiji

    From $3,438.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 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...

  • Aston Waikiki Sunset

    From $774.00+ (USD)

    Destination: Waikiki
    One Bedroom Standard. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Wynn Las Vegas

    From $478.00+ (USD)

    Destination: Las Vegas
    Deluxe Resort King. Includes $90 resort credit per room.

  • 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...

  • The Westin Palace Madrid

    From $1,025.00+ (USD)

    Destination: Madrid
    Deluxe. $100 Off per booking. Ask about kids 11 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • Warwick Fiji

    From $2,215.00+ (USD)

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

  • Riu Republica

    From $688.00+ (USD)

    Destination: Punta Cana
    Double Courtyard View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate.

  • Thatch Caye

    From $689.00+ (USD)

    Destination: Dangriga
    Oceanfront Cabana. Exclusive $100 Off per booking.

  • Andaz Costa Rica Resort-a concept by Hyatt

    From $815.00+ (USD)

    Destination: Guanacaste
    Double. Exclusive $100 Off per booking. Daily breakfast. FREE Wi-Fi. Kids 11 & younger stay FREE.

  • Riu Palace Costa Rica

    From $801.00+ (USD)

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

  • Los Suenos Marriott Ocean & Golf Resort

    From $717.00+ (USD)

    Destination: Herradura
    Rainforest View - King. Exclusive $100 Off per booking. Daily breakfast. Kids 12 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • 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.


  • Sandals Inn

    From $869.00+ (USD)

    Destination: Montego Bay
    Carlyle Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Ask about Sandals Weddings and up to $135 Booking Bonus.


  • Moon Palace Jamaica

    From $1,111.00+ (USD)

    Destination: Ocho Rios
    Deluxe Ocean View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room. FREE airport transfers.


  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,275.00+ (USD)

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


  • Vahine Island - Private Island Resort

    From $3,259.00+ (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.

Plus sign (+) means taxes and fees are additional

 
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