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

  • Hyatt Regency Waikiki Beach Resort and Spa

    From $956.00+ (USD)

    Destination: Waikiki
    Waikiki City View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 18 & younger stay FREE.

  • The Confidante - By Hyatt

    From $582.00+ (USD)

    Destination: Miami Beach
    Standard. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Ask about Kids stay FREE.

  • Sheraton Resort & Spa, Tokoriki Island

    From $2,392.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Sheraton Resort & Spa, Tokoriki Island in an Island Breeze Room, meet & greet with shell...

  • Le Meridien Bora Bora

    From $2,847.00+ (USD)

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

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $3,962.00+ (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...

  • Hilton Waikoloa Village

    From $836.00+ (USD)

    Destination: Kohala Coast
    Hale Ike Palace Tower Resort. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 18 & younger stay FREE.

  • Moana Surfrider, A Westin Resort & Spa

    From $821.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Complimentary lei greeting & Moana Elixir upon arrival.

  • Now Amber Puerto Vallarta

    From $636.00+ (USD)

    Destination: Puerto Vallarta
    Ocean View Junior Suite. Unlimited-Luxury includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi. $200 resort coupon per room.

  • Pacific Resort Aitutaki

    From $2,634.00+ (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 New Zealand operated by A...

  • InterContinental Fiji Golf Resort & Spa

    From $3,477.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at InterContinental Fiji Golf Resort & Spa in a 1 Bedroom 1 King Club Suite, fresh South Pa...

  • W Retreat & Spa, Vieques Island

    From $1,366.00+ (USD)

    Destination: Puerto Rico
    Tropical Oasis Garden View. Kids 17 & younger stay FREE.

  • Sandals Negril Beach Resort & Spa

    From $1,157.00+ (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.

  • Beach Palace

    From $946.00+ (USD)

    Destination: Cancun
    Deluxe Resort View Limited. All-Inclusive includes all meals, drinks,activities and more. $500 resort credit per room. FREE Wi-Fi. Ask about Unlimited Spa & Golf.

  • Sheraton Maui Resort & Spa

    From $742.00+ (USD)

    Destination: Kaanapali
    Resort View. 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.

  • Aston Kaanapali Shores

    From $753.00+ (USD)

    Destination: Kaanapali
    Studio with Kitchen. 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.

  • The Westin New York at Times Square

    From $748.00+ (USD)

    Destination: New York
    Traditional/One-Bed. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. One child 17 & younger stays FREE.

  • Riu Palace Riviera Maya

    From $674.00+ (USD)

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

  • The St. Regis Bora Bora Resort

    From $4,978.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 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...

  • Sheraton Princess Kaiulani

    From $719.00+ (USD)

    Destination: Waikiki
    Partial Ocean View. Kids 17 & younger stay FREE.

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $783.00+ (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. Kids 17 & younger stay FREE.

  • Four Points by Sheraton - French Quarter

    From $342.00+ (USD)

    Destination: New Orleans
    Traditional. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking.

  • Planet Hollywood Resort & Casino

    From $247.00+ (USD)

    Destination: Las Vegas
    Ultra Hip, King Non-Smoking. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Complimentary self-parking. Reduced rate.

  • Tabacon Thermal Resort & Spa

    From $912.00+ (USD)

    Destination: Arenal
    Orchid. Daily buffet breakfast for ALL. Includes unlimited access to Thermal Mineral Springs Resort. Includes welcome cocktail. Exclusive $100 Off per booking. Kids 11 & younger stay FREE.

  • InterContinental Tahiti Resort & Spa

    From $2,114.00+ (USD)

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

  • InterContinental Bora Bora Le Moana Resort

    From $3,093.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, a half bottle of champagne, tea and a tiare flower, roun...

  • Tropica Island Resort

    From $3,152.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tropica Island Resort in a Beachfront Bure, meet & greet with shell lei and inter-island...

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $1,080.00+ (USD)

    Destination: Grand Cayman
    Island View - King. Kids 17 & younger stay FREE.

  • Canaves Oia Hotel

    From $1,795.00+ (USD)

    Destination: Santorini
    Classic Suite. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast. Complimentary bottle of Santorinian wine upon arrival. FREE Wi-Fi.

  • The St. Regis Princeville Resort

    From $1,322.00+ (USD)

    Destination: Princeville
    Mountain/Garden View. 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.

  • Four Seasons Resort Lana'i

    From $2,249.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sanibel Sunset Beach Inn

    From $519.00+ (USD)

    Destination: Sanibel Island
    Garden View. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking.


  • Sandals Grande Antigua Resort & Spa

    From $1,402.00+ (USD)

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


  • Paris Las Vegas

    From $219.00+ (USD)

    Destination: Las Vegas
    Red High Floor King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Reduced rate.


  • Dreams Villamagna Nuevo Vallarta

    From $624.00+ (USD)

    Destination: Puerto Vallarta
    Tropical View Junior Suite. Unlimited-Luxury includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi. $200 resort coupon per room.


  • Manava Beach Resort & Spa รป Moorea

    From $1,841.00+ (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.

Plus sign (+) means taxes and fees are additional

 
Online Agency Travel Websites