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.

  • The Westin Los Cabos Resort Villas & Spa

    From $395.00+ (USD)

    Destination: Cabo San Lucas
    Studio Villa. Exclusive $100 Off per booking. Kids 17 & younger stay FREE. Stay 7 nights or longer and receive $200 Off per booking.

  • Waikiki Beach Marriott Resort & Spa

    From $755.00+ (USD)

    Destination: Waikiki
    City View. $100 Off per booking.Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Matachica Resort & Spa

    From $486.00+ (USD)

    Destination: Ambergris Caye
    Sea View Cabana. Daily breakfast.

  • Tahiti Pearl Beach Resort

    From $1,936.00+ (USD)

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

  • Paradise Point Resort & Spa

    From $298.00+ (USD)

    Destination: San Diego
    Lanai Garden. Exclusive $50 Off per booking. Every 3rd night FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • 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.

  • Eden Roc Resort Miami Beach

    From $657.00+ (USD)

    Destination: Miami Beach
    Legendary Deluxe King Bed. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Dreams Sands Cancun Resort & Spa

    From $606.00+ (USD)

    Destination: Cancun
    Deluxe Partial Ocean w/ Balcony King. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • The Ritz-Carlton, Kapalua

    From $1,432.00+ (USD)

    Destination: Kahana
    Deluxe. Ask about up to 5-day FREE Midsize car rental. Includes continental breakfast. Reduced rate. Connecting rooms available upon request. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,665.00+ (USD)

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

  • Palm Grove

    From $1,258.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.

  • The Westin Maui Resort & Spa

    From $629.00+ (USD)

    Destination: Kaanapali
    Mountain View. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Aston Waikiki Sunset

    From $774.00+ (USD)

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

  • W Washington D.C.

    From $1,076.00+ (USD)

    Destination: Washington, DC
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Gran Melia Rome Villa Agrippina

    From $1,676.00+ (USD)

    Destination: Rome
    Premium. $100 Off per booking. FREE breakfast. FREE Wi-Fi. Kids 12 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • 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.

  • The Westin Hilton Head Resort & Spa

    From $749.00+ (USD)

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

  • Hilton Garden Inn Waikiki Beach

    From $817.00+ (USD)

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

  • Hacienda Encantada Resort & Residences

    From $437.00+ (USD)

    Destination: Cabo San Lucas
    Luxury Suite. Exclusive $100 Off per booking. Reduced rate. Kids 12 & younger stay FREE. Stay 7 nights or longer and receive $200 Off per booking.

  • Grotto Bay Beach Resort

    From $1,091.00+ (USD)

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

  • Sheraton New York at Times Square Hotel

    From $868.00+ (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.

  • Kauai Marriott Resort

    From $627.00+ (USD)

    Destination: Lihue
    Pool View. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • H10 London Waterloo

    From $857.00+ (USD)

    Destination: London
    Double. $100 Off per booking. FREE breakfast. FREE Wi-Fi. Ask about 50% discount for kids ages 3-12. Stays of 5 nights or longer receive $150 Off per booking.

  • InterContinental Moorea Resort & Spa

    From $2,525.00+ (USD)

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

  • Yasawa Island Resort & Spa

    From $4,767.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arrival...

  • 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...

  • Riu Santa Fe

    From $457.00+ (USD)

    Destination: Cabo San Lucas
    Double Garden. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $35 spa credit per adult. Up to 2 kids 12 & younger stay FREE.

  • Waikoloa Beach Marriott Resort & Spa

    From $806.00+ (USD)

    Destination: Kohala Coast
    Resort View - Garden/Mountain View. Ask about up to 5-day FREE Midsize car rental. Connecting rooms available upon request. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • W Paris Opera

    From $1,329.00+ (USD)

    Destination: Paris
    Cozy. $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking.

More

Plus sign (+) means taxes and fees are additional

Packages


  • The Venetian

    From $664.00+ (USD)

    Destination: Las Vegas
    Venetian Luxury Suite. FREE parking.


  • The Royal Hawaiian, a Luxury Collection Resort

    From $922.00+ (USD)

    Destination: Waikiki
    Historic. $100 Off per booking. Includes daily breakfast buffet at Surf Lanai Restaurant for up to two people per room. Includes 15% Spa discount. Kids 17 & younger stay FREE.


  • The St. Regis Bora Bora Resort

    From $5,525.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in a Reefside Garden Villa with Pool, one FREE night, dail...


  • Paris Las Vegas

    From $367.00+ (USD)

    Destination: Las Vegas
    Classic King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.


  • Encore at Wynn Las Vegas

    From $347.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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