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

  • Sandals Inn

    From $1,021.00+ (USD)

    Destination: Montego Bay
    Grande Luxe Oceanview. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Riu Santa Fe

    From $925.00+ (USD)

    Destination: Cabo San Lucas
    Double Garden. All-Inclusive includes all meals, drinks, activities and more.

  • The Westin Golf Resort & Spa, Playa Conchal

    From $1,100.00+ (USD)

    Destination: Guanacaste
    Deluxe Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Reduced rate.

  • Lahaina Shores

    From $595.00+ (USD)

    Destination: Lahaina
    Studio Mountain View.

  • Pacific Resort Rarotonga

    From $1,492.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Pacific Resort Rarotonga in a Standard Studio, one FREE night, a NZ$250 Food & B...

  • 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.

  • South Seas Island Resort

    From $603.00+ (USD)

    Destination: Captiva Island
    One Bedroom Villa. Exclusive 3-day FREE mid-size Hertz car rental. 4th night FREE. Kids 16 & younger stay FREE. Complimentary parking. FREE Wi-Fi.

  • Fiesta Americana Puerto Vallarta All Inclusive & Spa

    From $959.00+ (USD)

    Destination: Puerto Vallarta
    Superior Partial Ocean View Double. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Ocean Coral & Turquesa Hotel

    From $1,024.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Tikehau Pearl Beach Resort

    From $2,760.00+ (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.

  • Four Seasons Resort Lana'i

    From $2,669.00+ (USD)

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

  • Sheraton Fisherman's Wharf

    From $582.00+ (USD)

    Destination: San Francisco
    Traditional King. Exclusive 3-day FREE mid-size Hertz car rental. Reduced rate. Kids 17 & younger stay FREE.

  • Miami Marriott Biscayne Bay Hotel

    From $664.00+ (USD)

    Destination: Miami
    King Guest. Exclusive 3-day FREE mid-size Hertz car rental.

  • Waikiki Resort Hotel

    From $648.00+ (USD)

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

  • Royalton Punta Cana Resort & Casino

    From $1,337.00+ (USD)

    Destination: Punta Cana
    Luxury. All-In Luxury includes all meals, drinks, activities and more. $150 resort credit per room. FREE Wi-Fi.

  • Marquis Los Cabos All Inclusive Resort & Spa

    From $1,273.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Ocean View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate.

  • LEGOLAND Hotel at LEGOLAND California Resort

    From $524.00+ (USD)

    Destination: Carlsbad
    Standard theme. Includes daily buffet breakfast for ALL. Exclusive 3-day FREE mid-size Hertz car rental. Includes early access to the LEGOLAND California Resort. Kids 17 & younger stay FREE.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $627.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,156.00+ (USD)

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

  • Casa Velas

    From $1,038.00+ (USD)

    Destination: Puerto Vallarta
    Master Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. $50 used spa credit per adult per night. Includes unlimited golf rounds. FREE Wi-Fi.

  • Vahine Island - Private Island Resort

    From $3,243.00+ (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.

  • InterContinental Bora Bora Le Moana Resort

    From $3,909.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Le Moana Resort in a Beach Junior Suite Bungalow, two...

  • Sandals Montego Bay

    From $1,524.00+ (USD)

    Destination: Montego Bay
    Ocean Front Penthouse Club Junior Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Le Meridien Tahiti

    From $1,453.00+ (USD)

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

  • Kauai Marriott Resort

    From $830.00+ (USD)

    Destination: Lihue
    Garden View. $50 food & beverage credit per room, per stay. 10% discountat Alexander Day Spa and Salon. One-day complimentary pool cabana per room, per stay. Kids 17 & younger stay FREE.

  • Secrets Cap Cana Resort & Spa

    From $1,357.00+ (USD)

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

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $732.00+ (USD)

    Destination: Waikiki
    Resort View. Kids 17 & younger stay FREE.

  • The Meritage Resort and Spa

    From $489.00+ (USD)

    Destination: Napa Valley
    Standard King. Exclusive 3-day FREE mid-size Hertz car rental. Kids 11 & younger stay FREE.

  • Hyatt Regency Maui Resort and Spa

    From $1,021.00+ (USD)

    Destination: Kaanapali
    Golf Mountain View King. Kids 18 & younger stay FREE.

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,632.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • The Westin La Paloma Resort & Spa

    From $548.00+ (USD)

    Destination: Tucson
    Traditional One Bedroom. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE. Complimentary self parking.


  • Sandos Caracol Eco Resort

    From $741.00+ (USD)

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


  • OHANA Waikiki Malia

    From $557.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Kids 17 & younger stay FREE.


  • InterContinental Bora Bora Le Moana Resort

    From $3,909.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Le Moana Resort in a Beach Junior Suite Bungalow, two...


  • Miami Marriott Biscayne Bay Hotel

    From $664.00+ (USD)

    Destination: Miami
    King Guest. Exclusive 3-day FREE mid-size Hertz car rental.

Plus sign (+) means taxes and fees are additional

 
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