• Pleasant Holidays

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

  • Fairmont Kea Lani, Maui

    From $1,027.00+ (USD)

    Destination: Wailea
    Kids 18 & younger stay FREE. Book 5 nights and get a FREE two-category upgrade on midsize car rentals.

  • San Juan Marriott Resort & Stellaris Casino

    From $630.00+ (USD)

    Destination: San Juan
    FREE Wi-Fi, Welcome Drinks at check-in and more. Kids 17 & younger stay FREE. Ask about Kids eat FREE.

  • Costa Rica Marriott

    From $547.00+ (USD)

    Destination: San Jose
    Includes EXCLUSIVE $100 savings per booking. Daily buffet breakfast for ALL. Kids 16 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $2,712.00+ (USD)

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

  • Hilton Moorea Lagoon Resort & Spa

    From $2,307.00+ (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.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,159.00+ (USD)

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

  • The Venetian

    From $341.00+ (USD)

    Destination: Las Vegas
    Venetian Luxury Suite. Complimentary valet and self-parking.

  • Hyatt Ziva Puerto Vallarta

    From $509.00+ (USD)

    Destination: Puerto Vallarta
    All-Inclusive includes all meals, drinks, activities and more. 1,000 Hyatt Gold Passport Points per night. Complimentary Wi-Fi.

  • W Washington D.C.

    From $1,071.00+ (USD)

    Destination: Washington, DC
    $50 off 3 night stay.

  • The Cosmopolitan of Las Vegas

    From $383.00+ (USD)

    Destination: Las Vegas
    $50 off 3 night stay. Kids 17 & younger stay FREE.

  • Castaway Island, Fiji

    From $2,509.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodations, meet & greet with shell lei and inter-island transportation.

  • Myconian Utopia Resort

    From $2,251.00+ (USD)

    Destination: Mykonos
    Complimentary roundtrip transfers. Daily breakfast. Complimentary Wi-Fi.

  • Riu Palace Riviera Maya

    From $646.00+ (USD)

    Destination: Cancun
    Junior Suite. $35 spa credit per adult on Renova Combination massage of 80 minutes. Complimentary Wi-Fi.

  • Gran Porto Resort

    From $490.00+ (USD)

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

  • OHANA Waikiki Malia

    From $637.00+ (USD)

    Destination: Waikiki
    Kids 17 & younger stay FREE. Book 5 nights and get a FREE two-category upgrade on midsize car rentals.

  • Le Taha'a Island Resort & Spa

    From $3,277.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (3 course meal, 1 ...

  • Tahiti Pearl Beach Resort

    From $1,835.00+ (USD)

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

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,716.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Unlimited Golf. Up to $1,000 Instant Air Credit.

  • The Palazzo

    From $316.00+ (USD)

    Destination: Las Vegas
    Palazzo Luxury Suite. $50 off 3 night stay. Complimentary valet and self-parking.

  • Castle Molokai Shores

    From $834.00+ (USD)

    Destination: Molokai
    One-Bedroom Ocean View. Kids 17 & younger stay FREE.

  • Tabacon Grand Spa Thermal Resort

    From $626.00+ (USD)

    Destination: Arenal
    3rd night FREE. Includes EXCLUSIVE $100 savings per booking. Complimentary Wi-Fi. Unlimited access to Thermal Mineral Springs Resort. Ask about Bed & Breakfast.

  • Hard Rock Hotel Vallarta

    From $695.00+ (USD)

    Destination: Puerto Vallarta
    All-Inclusive includes all meals, drinks, activities and more. $1,000 Double Limitless Resort Credit.

  • Le Taha'a Island Resort & Spa

    From $3,277.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (3 course meal, 1 ...

  • Royale Takitumu

    From $1,890.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodations in Rarotonga, a welcome tropical breakfast basket and welcome drink on arrival, personalized guest orientati...

  • Andaz Maui at Wailea Resort

    From $1,157.00+ (USD)

    Destination: Wailea
    Includes FREE Wi-Fi. Kids 18 & younger stay FREE. Book 5 nights and get a FREE two-category upgrade on midsize car rentals.

  • Hotel Molokai

    From $829.00+ (USD)

    Destination: Molokai
    Kids 17 & younger stay FREE.

  • Halekulani

    From $1,341.00+ (USD)

    Destination: Waikiki
    Kids 17 & younger stay FREE.

  • Mawamba Lodge

    From $680.00+ (USD)

    Destination: Tortuguero
    Includes EXCLUSIVE $100 off per booking. Includes one night hotel in San Jose with transportation to and from the lodge. All meals, select tours & activities and more.

  • Paradisus Cancun

    From $818.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. $200 instant air credit. Kids 12 & younger stay and eat FREE.

  • Lae Nani Resort Kauai by Outrigger

    From $900.00+ (USD)

    Destination: Kapaa
    Two-Bedroom Oceanfront. Includes FREE parking. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages

  • Fairmont Kea Lani, Maui

    From $1,027.00+ (USD)

    Destination: Wailea
    Kids 18 & younger stay FREE. Book 5 nights and get a FREE two-category upgrade on midsize car rentals.

  • San Juan Marriott Resort & Stellaris Casino

    From $630.00+ (USD)

    Destination: San Juan
    FREE Wi-Fi, Welcome Drinks at check-in and more. Kids 17 & younger stay FREE. Ask about Kids eat FREE.

  • Costa Rica Marriott

    From $547.00+ (USD)

    Destination: San Jose
    Includes EXCLUSIVE $100 savings per booking. Daily buffet breakfast for ALL. Kids 16 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $2,712.00+ (USD)

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

  • Hilton Moorea Lagoon Resort & Spa

    From $2,307.00+ (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.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,159.00+ (USD)

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

  • The Venetian

    From $341.00+ (USD)

    Destination: Las Vegas
    Venetian Luxury Suite. Complimentary valet and self-parking.

  • Hyatt Ziva Puerto Vallarta

    From $509.00+ (USD)

    Destination: Puerto Vallarta
    All-Inclusive includes all meals, drinks, activities and more. 1,000 Hyatt Gold Passport Points per night. Complimentary Wi-Fi.

  • W Washington D.C.

    From $1,071.00+ (USD)

    Destination: Washington, DC
    $50 off 3 night stay.

  • The Cosmopolitan of Las Vegas

    From $383.00+ (USD)

    Destination: Las Vegas
    $50 off 3 night stay. Kids 17 & younger stay FREE.

  • Castaway Island, Fiji

    From $2,509.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodations, meet & greet with shell lei and inter-island transportation.

  • Myconian Utopia Resort

    From $2,251.00+ (USD)

    Destination: Mykonos
    Complimentary roundtrip transfers. Daily breakfast. Complimentary Wi-Fi.

  • Riu Palace Riviera Maya

    From $646.00+ (USD)

    Destination: Cancun
    Junior Suite. $35 spa credit per adult on Renova Combination massage of 80 minutes. Complimentary Wi-Fi.

  • Gran Porto Resort

    From $490.00+ (USD)

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

  • OHANA Waikiki Malia

    From $637.00+ (USD)

    Destination: Waikiki
    Kids 17 & younger stay FREE. Book 5 nights and get a FREE two-category upgrade on midsize car rentals.

  • Le Taha'a Island Resort & Spa

    From $3,277.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (3 course meal, 1 ...

  • Tahiti Pearl Beach Resort

    From $1,835.00+ (USD)

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

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,716.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Unlimited Golf. Up to $1,000 Instant Air Credit.

  • The Palazzo

    From $316.00+ (USD)

    Destination: Las Vegas
    Palazzo Luxury Suite. $50 off 3 night stay. Complimentary valet and self-parking.

  • Castle Molokai Shores

    From $834.00+ (USD)

    Destination: Molokai
    One-Bedroom Ocean View. Kids 17 & younger stay FREE.

  • Tabacon Grand Spa Thermal Resort

    From $626.00+ (USD)

    Destination: Arenal
    3rd night FREE. Includes EXCLUSIVE $100 savings per booking. Complimentary Wi-Fi. Unlimited access to Thermal Mineral Springs Resort. Ask about Bed & Breakfast.

  • Hard Rock Hotel Vallarta

    From $695.00+ (USD)

    Destination: Puerto Vallarta
    All-Inclusive includes all meals, drinks, activities and more. $1,000 Double Limitless Resort Credit.

  • Le Taha'a Island Resort & Spa

    From $3,277.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (3 course meal, 1 ...

  • Royale Takitumu

    From $1,890.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodations in Rarotonga, a welcome tropical breakfast basket and welcome drink on arrival, personalized guest orientati...

  • Andaz Maui at Wailea Resort

    From $1,157.00+ (USD)

    Destination: Wailea
    Includes FREE Wi-Fi. Kids 18 & younger stay FREE. Book 5 nights and get a FREE two-category upgrade on midsize car rentals.

  • Hotel Molokai

    From $829.00+ (USD)

    Destination: Molokai
    Kids 17 & younger stay FREE.

  • Halekulani

    From $1,341.00+ (USD)

    Destination: Waikiki
    Kids 17 & younger stay FREE.

  • Mawamba Lodge

    From $680.00+ (USD)

    Destination: Tortuguero
    Includes EXCLUSIVE $100 off per booking. Includes one night hotel in San Jose with transportation to and from the lodge. All meals, select tours & activities and more.

  • Paradisus Cancun

    From $818.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. $200 instant air credit. Kids 12 & younger stay and eat FREE.

  • Lae Nani Resort Kauai by Outrigger

    From $900.00+ (USD)

    Destination: Kapaa
    Two-Bedroom Oceanfront. Includes FREE parking. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Manchebo Beach Resort & Spa

    From $973.00+ (USD)

    Destination: Aruba
    Deluxe Garden View. Complimentary Welcome Drink. FREE Wi-Fi. Kids 11 & younger stay FREE.


  • The Athenian Callirhoe

    From $1,294.00+ (USD)

    Destination: Athens
    Reduced rates. Daily American buffet breakfast. Complimentary Wi-Fi. One child 9 & younger stays FREE.


  • Le Meridien Tahiti

    From $1,827.00+ (USD)

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


  • Warwick Fiji Resort & Spa

    From $1,579.00+ (USD)

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


  • Jewel Dunn's River Beach Resort & Spa

    From $1,085.00+ (USD)

    Destination: Ocho Rios
    Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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