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

  • 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.

  • Castle Halii Kai at Waikoloa

    From $602.00+ (USD)

    Destination: Kailua-Kona
    Two Bedroom Garden Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Westin Hapuna Beach Resort

    From $753.00+ (USD)

    Destination: Kohala Coast
    Partial Ocean View. Connecting rooms available upon request. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The Westin New York at Times Square

    From $697.00+ (USD)

    Destination: New York
    Traditional Corner King. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Raiatea Lodge Hotel

    From $2,097.00+ (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.

  • Grand Hyatt Kauai Resort & Spa

    From $1,183.00+ (USD)

    Destination: Poipu
    One King Bed. FREE Wi-Fi. Kids 18 & younger stay FREE. Ask about Honeymoon amenities.

  • Grand Caribe Belize

    From $959.00+ (USD)

    Destination: Ambergris Caye
    One Bedroom Ocean View.

  • Le Meridien Bora Bora

    From $2,868.00+ (USD)

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

  • Breathless Cabo San Lucas Resort & Spa

    From $660.00+ (USD)

    Destination: Cabo San Lucas
    Allure Suite Double Marina View. Adults only. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • The Royal Playa del Carmen

    From $610.00+ (USD)

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

  • Royal Kona Resort

    From $574.00+ (USD)

    Destination: Kailua-Kona
    Standard. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Barcelo San Jose

    From $608.00+ (USD)

    Destination: San Jose
    Superior. Daily breakfast. Kids 12 & younger stay FREE.

  • Renaissance Washington DC Downtown Hotel

    From $581.00+ (USD)

    Destination: Washington, DC
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Riu Palace Macao

    From $638.00+ (USD)

    Destination: Punta Cana
    Junior Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi.

  • Conrad Bora Bora Nui

    From $3,200.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast, a 200 Euro Resort Credit per room, per stay, and a one category upgrade based o...

  • Sandals Royal Barbados

    From $2,003.00+ (USD)

    Destination: Barbados
    Royal Seaside One-Bedroom Ocean Butler Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Sheraton Bijao Beach Resort

    From $765.00+ (USD)

    Destination: Playa Blanca
    Deluxe Garden View. All-Inclusive includes all meals, drinks, snacks, activities and more. FREE Wi-Fi. Ask about reduced rates for Kids 11 & younger.

  • Matachica Resort & Spa

    From $1,120.00+ (USD)

    Destination: Ambergris Caye
    Sea Breeze Suite. Daily breakfast.

  • 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...

  • Four Seasons Resort Lana'i

    From $2,532.00+ (USD)

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

  • Tikehau Pearl Beach Resort

    From $2,540.00+ (USD)

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

  • 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.

  • Tamanu Beach

    From $2,092.00+ (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...

  • Sandals South Coast

    From $1,290.00+ (USD)

    Destination: Savanna La Mar
    Beachfront Grande Luxury Club Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Hard Rock Hotel Cancun

    From $814.00+ (USD)

    Destination: Cancun
    Deluxe Gold King. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $5,437.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Resort & Thalasso Spa in an Emerald Overwater Junior S...

  • Sandals Negril Beach Resort & Spa

    From $979.00+ (USD)

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

  • Renaissance Arlington Capital View

    From $354.00+ (USD)

    Destination: Washington, DC
    King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stays FREE. Ask about FREE airport shuttle service.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,466.00+ (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 Grande Antigua Resort & Spa

    From $1,332.00+ (USD)

    Destination: Antigua
    Mediterranean Club Level Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $635 Instant Booking Bonus.

More

Plus sign (+) means taxes and fees are additional

Packages


  • 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...


  • The Westin Copley Plaza

    From $636.00+ (USD)

    Destination: Boston
    Traditional 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.


  • Waikiki Beach Marriott Resort & Spa

    From $738.00+ (USD)

    Destination: Waikiki
    City View. Connecting rooms available upon request. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.


  • The Westin Boston Waterfront

    From $488.00+ (USD)

    Destination: Boston
    Traditional/1 Bed. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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