• 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

  • X'tan Ha Resort

    From $1,173.00+ (USD)

    Destination: Ambergris Caye
    Pool View Villa. Kids 12 & younger stay FREE.

  • Villa La Estancia Beach Resort & Spa

    From $1,035.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Superior. Kids 12 & younger stay FREE.

  • Lahaina Shores

    From $703.00+ (USD)

    Destination: Lahaina
    Studio Mountain View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental!

  • Kaanapali Alii

    From $1,098.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Parking.

  • Qamea Resort & Spa

    From $3,397.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 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...

  • Conrad Bora Bora Nui

    From $3,394.00+ (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.

  • Elbow Beach, Bermuda

    From $1,022.00+ (USD)

    Destination: Bermuda
    Lanai. Ask about Kids stay FREE.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,408.00+ (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 Moorea Lagoon Resort & Spa

    From $2,494.00+ (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.

  • Sandals Barbados

    From $1,192.00+ (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.

  • INNSIDE New York NoMad

    From $811.00+ (USD)

    Destination: New York
    Guest. Exclusive $50 Off per booking. FREE Wi-Fi. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Aston Shores at Waikoloa

    From $785.00+ (USD)

    Destination: Kohala Coast
    One Bedroom. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • Mauna Lani Bay Hotel & Bungalows

    From $850.00+ (USD)

    Destination: Kohala Coast
    Standard. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • InterContinental Moorea Resort & Spa

    From $3,109.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Moorea Resort & Spa in a Garden Pool Junior Suite Bungalow, two...

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,460.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

  • Starhotels Metropole Rome

    From $1,214.00+ (USD)

    Destination: Rome
    Superior. Includes daily breakfast. FREE night.

  • Sofitel Fiji Resort & Spa

    From $2,191.00+ (USD)

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

  • Grand Solmar Land's End Resort & Spa

    From $859.00+ (USD)

    Destination: Cabo San Lucas
    Grand Studio Suite. Reduced rate. Includes continental breakfast. 10% massage discount.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $617.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • The Cove Atlantis

    From $1,113.00+ (USD)

    Destination: Paradise Island
    Ocean Suite. Exclusive $100 Off per booking. Kids 11 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $4,010.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Conrad Bora Bora Nui in a Lagoon View Suite, daily breakfast, roundtrip inter...

  • Fairmont Sonoma Mission Inn & Spa

    From $841.00+ (USD)

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

  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,450.00+ (USD)

    Destination: Waikiki
    One Bedroom Deluxe Suite Ocean View. $50 resort credit. Complimentary welcome beverage and amenity. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Castle Molokai Shores

    From $870.00+ (USD)

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

  • Grand Velas Los Cabos

    From $1,631.00+ (USD)

    Destination: Cabo San Lucas
    Ambassador Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. $50 spa credit. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Caesars Palace

    From $402.00+ (USD)

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

  • The Westin Princeville Ocean Resort Villas

    From $875.00+ (USD)

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

  • Moon Palace Jamaica

    From $1,107.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE airport transfers. $500 resort credit per booking.

  • Sandals Royal Caribbean Resort & Private Island

    From $989.00+ (USD)

    Destination: Montego Bay
    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.

  • Beaches Turks & Caicos Resort Villages & Spa

    From $1,338.00+ (USD)

    Destination: Providenciales
    Caribbean Deluxe - Double beds. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $355 Instant Booking Bonus.

More

Plus sign (+) means taxes and fees are additional

Packages

  • X'tan Ha Resort

    From $1,173.00+ (USD)

    Destination: Ambergris Caye
    Pool View Villa. Kids 12 & younger stay FREE.

  • Villa La Estancia Beach Resort & Spa

    From $1,035.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Superior. Kids 12 & younger stay FREE.

  • Lahaina Shores

    From $703.00+ (USD)

    Destination: Lahaina
    Studio Mountain View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental!

  • Kaanapali Alii

    From $1,098.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Parking.

  • Qamea Resort & Spa

    From $3,397.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 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...

  • Conrad Bora Bora Nui

    From $3,394.00+ (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.

  • Elbow Beach, Bermuda

    From $1,022.00+ (USD)

    Destination: Bermuda
    Lanai. Ask about Kids stay FREE.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,408.00+ (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 Moorea Lagoon Resort & Spa

    From $2,494.00+ (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.

  • Sandals Barbados

    From $1,192.00+ (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.

  • INNSIDE New York NoMad

    From $811.00+ (USD)

    Destination: New York
    Guest. Exclusive $50 Off per booking. FREE Wi-Fi. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Aston Shores at Waikoloa

    From $785.00+ (USD)

    Destination: Kohala Coast
    One Bedroom. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • Mauna Lani Bay Hotel & Bungalows

    From $850.00+ (USD)

    Destination: Kohala Coast
    Standard. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.

  • InterContinental Moorea Resort & Spa

    From $3,109.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Moorea Resort & Spa in a Garden Pool Junior Suite Bungalow, two...

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,460.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

  • Starhotels Metropole Rome

    From $1,214.00+ (USD)

    Destination: Rome
    Superior. Includes daily breakfast. FREE night.

  • Sofitel Fiji Resort & Spa

    From $2,191.00+ (USD)

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

  • Grand Solmar Land's End Resort & Spa

    From $859.00+ (USD)

    Destination: Cabo San Lucas
    Grand Studio Suite. Reduced rate. Includes continental breakfast. 10% massage discount.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $617.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • The Cove Atlantis

    From $1,113.00+ (USD)

    Destination: Paradise Island
    Ocean Suite. Exclusive $100 Off per booking. Kids 11 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $4,010.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Conrad Bora Bora Nui in a Lagoon View Suite, daily breakfast, roundtrip inter...

  • Fairmont Sonoma Mission Inn & Spa

    From $841.00+ (USD)

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

  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,450.00+ (USD)

    Destination: Waikiki
    One Bedroom Deluxe Suite Ocean View. $50 resort credit. Complimentary welcome beverage and amenity. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Castle Molokai Shores

    From $870.00+ (USD)

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

  • Grand Velas Los Cabos

    From $1,631.00+ (USD)

    Destination: Cabo San Lucas
    Ambassador Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. $50 spa credit. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Caesars Palace

    From $402.00+ (USD)

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

  • The Westin Princeville Ocean Resort Villas

    From $875.00+ (USD)

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

  • Moon Palace Jamaica

    From $1,107.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE airport transfers. $500 resort credit per booking.

  • Sandals Royal Caribbean Resort & Private Island

    From $989.00+ (USD)

    Destination: Montego Bay
    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.

  • Beaches Turks & Caicos Resort Villages & Spa

    From $1,338.00+ (USD)

    Destination: Providenciales
    Caribbean Deluxe - Double beds. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $355 Instant Booking Bonus.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Tesoro Los Cabos

    From $429.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe City View. Includes daily breakfast.

  • Aulani, A Disney Resort & Spa

    From $1,416.00+ (USD)

    Destination: Oahu
    Island Gardens View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.


  • Hilton Moorea Lagoon Resort & Spa

    From $2,859.00+ (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...


  • Nautilus Resort

    From $2,007.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, daily breakfast, a fruit platter on arrival, and roundtrip airport transfers.


  • Hermitage Bay

    From $2,315.00+ (USD)

    Destination: Antigua
    Garden Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE round trip airport transfers. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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