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

  • Grand Velas Riviera Maya

    From $1,522.00+ (USD)

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

  • Waikiki Beachcomber by Outrigger

    From $915.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • Maitai Rangiroa

    From $2,139.00+ (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.

  • Four Seasons Resort Bora Bora

    From $4,733.00+ (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...

  • The Fairmont Orchid, Hawaii

    From $978.00+ (USD)

    Destination: Kohala Coast
    Fairmont Garden Two Queens. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV.

  • Manava Beach Resort & Spa û Moorea

    From $1,964.00+ (USD)

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

  • InterContinental Tahiti Resort & Spa

    From $2,081.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.

  • Maitai Polynesia Bora Bora

    From $1,964.00+ (USD)

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

  • Dreams Villamagna Nuevo Vallarta

    From $475.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite Tropical w/Jacuzzi Double. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • Dreams Las Mareas Costa Rica

    From $925.00+ (USD)

    Destination: Guanacaste
    Junior Suite Double Tropical View. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 in resort coupons per room. FREE Wi-Fi.

  • Aston Waikiki Sunset

    From $1,001.00+ (USD)

    Destination: Waikiki
    One Bedroom Standard. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • Hotel Le Mahana Huahine

    From $2,152.00+ (USD)

    Destination: Huahine
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Huahine, daily breakfast and 2-course dinner, roundtrip inter-island air on Air Tahiti and roundtrip airport ...

  • Manava Beach Resort & Spa û Moorea

    From $1,964.00+ (USD)

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

  • Sunscape Splash Montego Bay

    From $581.00+ (USD)

    Destination: Montego Bay
    Deluxe King. Unlimited-Fun includes all meals, drinks, snacks, actvities and more. $200 resort coupon per room.

  • Dreams Playa Mujeres Golf & Spa Resort

    From $586.00+ (USD)

    Destination: Cancun
    Junior Suite Garden View King. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking. $200 in resort coupons per room.

  • Beaches Negril Resort & Spa

    From $1,347.00+ (USD)

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

  • W Hollywood

    From $610.00+ (USD)

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

  • San Juan Marriott Resort & Stellaris Casino

    From $590.00+ (USD)

    Destination: San Juan
    City View. FREE Wi-Fi and more. Kids 17 & younger stay FREE.

  • Riu Santa Fe

    From $450.00+ (USD)

    Destination: Cabo San Lucas
    Double Garden. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Reduced rates. Up to 2 Kids 12 & younger stay FREE.

  • Outrigger Fiji Beach Resort

    From $2,120.00+ (USD)

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

  • The Ritz-Carlton, Kapalua

    From $1,468.00+ (USD)

    Destination: Kahana
    Deluxe. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Reduced rate. Ask about kids 5 & younger eat FREE off kids menu.

  • Sheraton Waikiki

    From $928.00+ (USD)

    Destination: Waikiki
    Standard. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • The Westin Maui Resort & Spa

    From $1,018.00+ (USD)

    Destination: Kaanapali
    Mountain View. Kids 17 & younger stay FREE.

  • Sheraton Grand Chicago

    From $648.00+ (USD)

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

  • Waikiki Beach Marriott Resort & Spa

    From $1,024.00+ (USD)

    Destination: Waikiki
    City View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Connecting rooms available upon request.

  • Aitutaki Lagoon Resort & Spa

    From $3,125.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $250 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air Rarotonga , 5 nights acco...

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $937.00+ (USD)

    Destination: Waikiki
    Resort View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Reduced rate. Connecting rooms available upon request.

  • Breathless Punta Cana Resort & Spa

    From $693.00+ (USD)

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

  • Villa del Palmar Flamingos Beach Resort & Spa

    From $491.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking.

  • Manava Suite Resort Tahiti

    From $1,695.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.

More

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Packages


  • The Westin Ka'anapali Ocean Resort Villas

    From $1,049.00+ (USD)

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


  • Fairmont Southampton

    From $909.00+ (USD)

    Destination: Bermuda
    Moderate King. 3rd night FREE. Kids 18 & younger stay FREE.


  • Arenal Kioro Suites & Spa

    From $816.00+ (USD)

    Destination: Arenal
    Suite. Every third night FREE. Daily breakfast. FREE Wi-Fi. Ask about Kids 12 & younger pay for breakfast only.


  • Sheraton New York at Times Square Hotel

    From $624.00+ (USD)

    Destination: New York
    Traditional Queen. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE. Ask about 4th FREE promotion.


  • Grand Fiesta Americana Coral Beach Cancun

    From $461.00+ (USD)

    Destination: Cancun
    Junior Suite Oceanview - King. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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