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

  • The Westin Princeville Ocean Resort Villas

    From $955.00+ (USD)

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

  • Fairmont Southampton

    From $662.00+ (USD)

    Destination: Bermuda
    Moderate King. $100 Off per booking. Ask about complimentary Ferry transfers.

  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $885.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Reduced rate.

  • Hotel del Coronado

    From $841.00+ (USD)

    Destination: San Diego
    Victorian No View. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE.

  • Breathless Cabo San Lucas Resort & Spa

    From $837.00+ (USD)

    Destination: Cabo San Lucas
    Xhale Club Marina Suite King. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $400 resort credit per room. FREE Wi-Fi.

  • Sheraton Maui Resort & Spa

    From $769.00+ (USD)

    Destination: Kaanapali
    Resort View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Four Seasons Resort Lana'i

    From $2,204.00+ (USD)

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

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $950.00+ (USD)

    Destination: Grand Cayman
    Island View - King. $100 Off per booking. FREE Wi-Fi, non-motorized watersports and more. Kids 17 & younger stay FREE.

  • Sofitel Legend The Grand Amsterdam

    From $1,315.00+ (USD)

    Destination: Amsterdam
    Superior Queen. Includes daily buffet breakfast. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. One child 12 & younger stays FREE.

  • Sheraton Universal Hotel

    From $460.00+ (USD)

    Destination: Los Angeles
    Traditional King. Exclusive 3-day FREE mid-size Hertz car rental. Kids 17 & younger stay FREE. Complimentary shuttle to Universal Studios & Citywalk.

  • Fiji Hideaway Resort & Spa

    From $1,972.00+ (USD)

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

  • Hard Rock Hotel & Casino Punta Cana

    From $1,094.00+ (USD)

    Destination: Punta Cana
    Caribbean Diamond. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Ask about Limitless Resort Credit and Unlimited Golf.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $722.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. $100 Off Per Booking! Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • The Royal Hawaiian, a Luxury Collection Resort

    From $759.00+ (USD)

    Destination: Waikiki
    Historic. $100 Off Per Booking! Daily breakfast buffet at Surf Lanai Restaurant for up to two persons per room and a 15% discount on spa treatments. Welcome lei greeting and amenity.

  • Grand Velas Riviera Nayarit

    From $1,237.00+ (USD)

    Destination: Puerto Vallarta
    Master Pool Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $50 spa credit per adult.

  • 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.

  • Hotel Molokai

    From $903.00+ (USD)

    Destination: Molokai
    Garden View. Kids 17 & younger stay FREE.

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $691.00+ (USD)

    Destination: Waikiki
    Resort View King Bed. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Manuia Beach Resort

    From $1,546.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, free weekly cultural activities (including Management cocktails, Rarotonga ...

  • Four Seasons Resort Bora Bora

    From $4,619.00+ (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...

  • Frenchman's Reef & Morning Star Marriott Beach Resort

    From $689.00+ (USD)

    Destination: St. Thomas
    Harbor Wing. $100 Off per booking. Kids 12 & 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...

  • Occidental Punta Cana

    From $559.00+ (USD)

    Destination: Punta Cana
    Superior. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,020.00+ (USD)

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

  • Hotel Kia Ora Resort & Spa

    From $2,642.00+ (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.

  • Universal's Cabana Bay Beach Resort

    From $400.00+ (USD)

    Destination: Orlando
    Poolside Queen. Exclusive 3-day FREE mid-size Hertz car rental. Includes early park admission. Complimentary shuttle to three Universal Orlando parks and Citywalk.

  • Hotel Brunelleschi

    From $1,031.00+ (USD)

    Destination: Florence
    Superior Executive. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. 3rd night FREE.

  • Riu Republica

    From $557.00+ (USD)

    Destination: Punta Cana
    Double Courtyard View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi.

  • ME Miami

    From $852.00+ (USD)

    Destination: Miami
    Aura. Exclusive 3-day FREE mid-size Hertz car rental. FREE Wi-Fi.

  • Hideaway at Royalton Riviera Cancun

    From $718.00+ (USD)

    Destination: Cancun
    Luxury Junior Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Reduced rate.

More

Plus sign (+) means taxes and fees are additional

Packages


  • San Juan Marriott Resort & Stellaris Casino

    From $561.00+ (USD)

    Destination: San Juan
    City View. $100 Off per booking. FREE Wi-Fi and more. Kids 17 & younger stay FREE.


  • Outrigger Fiji Beach Resort

    From $1,897.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 5 nights accommodation at Outrigger Fiji Beach Resort in a Superior Resort View Room, one family pass to Outrigger...


  • Castle Hilo Hawaiian Hotel

    From $829.00+ (USD)

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


  • Royale Takitumu

    From $2,008.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, a welcome tropical breakfast basket and welcome drink on arrival, personalized guest orientation on first mo...


  • Sofitel Legend The Grand Amsterdam

    From $1,315.00+ (USD)

    Destination: Amsterdam
    Superior Queen. Includes daily buffet breakfast. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. One child 12 & younger stays FREE.

Plus sign (+) means taxes and fees are additional

 
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