• 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

  • InterContinental Tahiti Resort & Spa

    From $2,458.00+ (USD)

    Destination: Papeete
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Tahiti Resort & Spa in a Panoramic Garden Room, and roundtrip ...

  • The Fairmont Orchid, Hawai'i

    From $881.00+ (USD)

    Destination: Kohala Coast
    Fairmont Garden 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.

  • Conrad Bora Bora Nui

    From $3,094.00+ (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.

  • 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.

  • Dreams Huatulco Resort & Spa

    From $637.00+ (USD)

    Destination: Huatulco
    Deluxe Tropical View Double. Unlimited-Luxury includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi. $200 resort coupon per room.

  • Yasawa Island Resort & Spa

    From $4,462.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, two FREE nights, welcome leis and...

  • Sandals Barbados

    From $1,390.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Sandals South Coast

    From $1,128.00+ (USD)

    Destination: Montego Bay
    Honeymoon Grande Luxe Beachfront. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • The Ritz-Carlton, San Juan

    From $951.00+ (USD)

    Destination: Puerto Rico
    City View King. Ask about $100 resort credit per night, daily American breakfast for two and Kids stay FREE offers.

  • Tamanu Beach

    From $1,840.00+ (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...

  • Hotel Kia Ora Resort & Spa

    From $2,897.00+ (USD)

    Destination: Rangiroa
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Hotel Kia Ora Resort & Spa in a Beach Bungalow with Jacuzzi, daily breakfast, roun...

  • Encore at Wynn Las Vegas

    From $365.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. $100 resort credit. Complimentary self-parking. Ask about $200 resort credit for 5 nights or more.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,029.00+ (USD)

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

  • Manava Beach Resort & Spa û Moorea

    From $1,831.00+ (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.

  • 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.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,587.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,588.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings,roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Hilton Moorea Lagoon Resort & Spa in a Garden Pool Bungalow, daily breakfast, inter-i...

  • Caribe Hilton San Juan

    From $626.00+ (USD)

    Destination: San Juan
    Tower King Bed with Balcony. FREE Wi-Fi, beach activities and more. Kids 18 & younger stay FREE.

  • Koloa Landing Resort at Poipu

    From $867.00+ (USD)

    Destination: Poipu
    Resort View Studio. 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.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,097.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,443.00+ (USD)

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

  • Qamea Resort & Spa

    From $3,005.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights ac...

  • The Westin Maui Resort & Spa

    From $841.00+ (USD)

    Destination: Kaanapali
    Mountain View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Daily breakfast buffet for two. 15% spa discount.

  • The Royal Towers - Atlantis, Paradise Island

    From $834.00+ (USD)

    Destination: Paradise Island
    Royal Tower Terrace View. Kids 11 & younger stay FREE. Ask about the All-Inclusive Experience and Summer travel resort credit up to $300 (Must be booked by 6/30/17).

  • Sandals Royal Plantation, Ocho Rios, Jamaica

    From $1,265.00+ (USD)

    Destination: Ocho Rios
    Orchid Oceanfront Butler Suite. Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%.

  • Trump International Hotel Waikiki Beach Walk

    From $985.00+ (USD)

    Destination: Waikiki
    Superior Studio City View. Includes FREE Wi-Fi. Kids 18 & younger stay FREE.

  • Riu Palace Tropical Bay

    From $872.00+ (USD)

    Destination: Montego Bay
    Junior Suite Garden View. All-Inclusive includes all meals, drinks, activities and more.

  • Le Meridien Bora Bora

    From $2,827.00+ (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...

  • Rumours Luxury Villas & Spa

    From $2,508.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Rumours Luxury Villas & Spa in a Beachside Romance Villa, complimentary breakfas...

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,466.00+ (USD)

    Destination: Exuma
    Beach House Luxury Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

More

Plus sign (+) means taxes and fees are additional

Packages

  • InterContinental Tahiti Resort & Spa

    From $2,458.00+ (USD)

    Destination: Papeete
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Tahiti Resort & Spa in a Panoramic Garden Room, and roundtrip ...

  • The Fairmont Orchid, Hawai'i

    From $881.00+ (USD)

    Destination: Kohala Coast
    Fairmont Garden 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.

  • Conrad Bora Bora Nui

    From $3,094.00+ (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.

  • 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.

  • Dreams Huatulco Resort & Spa

    From $637.00+ (USD)

    Destination: Huatulco
    Deluxe Tropical View Double. Unlimited-Luxury includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi. $200 resort coupon per room.

  • Yasawa Island Resort & Spa

    From $4,462.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, two FREE nights, welcome leis and...

  • Sandals Barbados

    From $1,390.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Sandals South Coast

    From $1,128.00+ (USD)

    Destination: Montego Bay
    Honeymoon Grande Luxe Beachfront. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • The Ritz-Carlton, San Juan

    From $951.00+ (USD)

    Destination: Puerto Rico
    City View King. Ask about $100 resort credit per night, daily American breakfast for two and Kids stay FREE offers.

  • Tamanu Beach

    From $1,840.00+ (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...

  • Hotel Kia Ora Resort & Spa

    From $2,897.00+ (USD)

    Destination: Rangiroa
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Hotel Kia Ora Resort & Spa in a Beach Bungalow with Jacuzzi, daily breakfast, roun...

  • Encore at Wynn Las Vegas

    From $365.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. $100 resort credit. Complimentary self-parking. Ask about $200 resort credit for 5 nights or more.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,029.00+ (USD)

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

  • Manava Beach Resort & Spa û Moorea

    From $1,831.00+ (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.

  • 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.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,587.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,588.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings,roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Hilton Moorea Lagoon Resort & Spa in a Garden Pool Bungalow, daily breakfast, inter-i...

  • Caribe Hilton San Juan

    From $626.00+ (USD)

    Destination: San Juan
    Tower King Bed with Balcony. FREE Wi-Fi, beach activities and more. Kids 18 & younger stay FREE.

  • Koloa Landing Resort at Poipu

    From $867.00+ (USD)

    Destination: Poipu
    Resort View Studio. 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.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,097.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,443.00+ (USD)

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

  • Qamea Resort & Spa

    From $3,005.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights ac...

  • The Westin Maui Resort & Spa

    From $841.00+ (USD)

    Destination: Kaanapali
    Mountain View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Daily breakfast buffet for two. 15% spa discount.

  • The Royal Towers - Atlantis, Paradise Island

    From $834.00+ (USD)

    Destination: Paradise Island
    Royal Tower Terrace View. Kids 11 & younger stay FREE. Ask about the All-Inclusive Experience and Summer travel resort credit up to $300 (Must be booked by 6/30/17).

  • Sandals Royal Plantation, Ocho Rios, Jamaica

    From $1,265.00+ (USD)

    Destination: Ocho Rios
    Orchid Oceanfront Butler Suite. Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%.

  • Trump International Hotel Waikiki Beach Walk

    From $985.00+ (USD)

    Destination: Waikiki
    Superior Studio City View. Includes FREE Wi-Fi. Kids 18 & younger stay FREE.

  • Riu Palace Tropical Bay

    From $872.00+ (USD)

    Destination: Montego Bay
    Junior Suite Garden View. All-Inclusive includes all meals, drinks, activities and more.

  • Le Meridien Bora Bora

    From $2,827.00+ (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...

  • Rumours Luxury Villas & Spa

    From $2,508.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Rumours Luxury Villas & Spa in a Beachside Romance Villa, complimentary breakfas...

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,466.00+ (USD)

    Destination: Exuma
    Beach House Luxury Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Outrigger Reef Waikiki Beach Resort

    From $821.00+ (USD)

    Destination: Waikiki
    Standard. 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.


  • Gran Melia Rome Villa Agrippina

    From $953.00+ (USD)

    Destination: Rome
    Deluxe. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.


  • The St. Regis Bora Bora

    From $3,784.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, and a 25,000xpf resort credit per villa per stay, roundtrip int...

  • Aulani, A Disney Resort & Spa

    From $1,255.00+ (USD)

    Destination: Oahu
    Standard. 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.


  • H10 Villa de la Reina

    From $727.00+ (USD)

    Destination: Madrid
    Double. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. Includes daily buffet breakfast. Welcome drink upon arrival. FREE Wi-Fi. Ask about Honeymoon amenity.

Plus sign (+) means taxes and fees are additional

 
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