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
Plantation Hale from $632.00+ (USD)
Destination: Kapaa
One Bedroom Garden View. $100 Off Per Booking! Kids 17 & younger stay FREE.
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.
Hilton Moorea Lagoon Resort & Spa from $2,387.00+ (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.
Nautilus Resort from $1,790.00+ (USD)
Destination: Rarotonga
Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Nautilus Resort in a Garden Are, daily breakfast, a fruit platter on arrival, a...
Pacific Resort Rarotonga from $1,492.00+ (USD)
Destination: Rarotonga
Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Pacific Resort Rarotonga in a Standard Studio, one FREE night, a NZ$250 Food & B...
Royal Kahana Maui BY OUTRIGGER from $546.00+ (USD)
Destination: Kahana
Studio Garden View. $100 Off Per Booking! FREE parking. FREE Wi-Fi. Kids 18 & younger stay FREE.
Riu Palace Riviera Maya from $703.00+ (USD)
Destination: Cancun
Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.
Maitai Rangiroa from $2,699.00+ (USD)
Destination: Rangiroa
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Rangiroa, daily breakfast, one 6-tank dive package per person, roundtrip inter-island air on Air Tahiti and ...
Le Taha'a Island Resort & Spa from $4,002.00+ (USD)
Destination: Tahaa
Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, two FREE nights, daily bre...
Cozumel Palace from $1,126.00+ (USD)
Destination: Cozumel
Ocean View Suite. All-inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room. FREE Wi-Fi.
Sofitel Bora Bora Marara Beach Resort from $2,455.00+ (USD)
Destination: Bora Bora
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...
Sandals Negril Beach Resort & Spa from $1,065.00+ (USD)
Destination: Negril
Caribbean Premium. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.
Bora Bora Pearl Beach Resort & Spa from $2,574.00+ (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.
Sandos Finisterra Los Cabos from $598.00+ (USD)
Destination: Cabo San Lucas
Ocean View Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Exclusive $100 Off per booking.
Sandals Barbados from $1,640.00+ (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.
The Westin Denarau Island Resort & Spa from $2,300.00+ (USD)
Destination: Fiji
Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at The Westin Denarau Island Resort & Spa in an Ocean Breeze Room, daily breakfast, meet & ...
InterContinental Tahiti Resort & Spa from $2,188.00+ (USD)
Destination: Papeete
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.
Monteverde Cloud Forest Lodge from $871.00+ (USD)
Destination: Monteverde
Standard. Includes daily buffet breakfast.
Hyatt Ziva Cancun from $971.00+ (USD)
Destination: Cancun
Ocean View Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.
Zoetry Agua Punta Cana from $1,083.00+ (USD)
Destination: Punta Cana
Junior Suite Garden View. Endless Privileges includes all meals, drinks, activities and more. $100 Off per booking. $200 in resort coupons per room. 20 minute per person massage.
Crusoe's Retreat from $1,661.00+ (USD)
Destination: Fiji
Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodation, one FREE night, daily tropical breakfast, meet & greet with shell lei and roundtrip airport transfers.
Le Meridien Bora Bora from $3,734.00+ (USD)
Destination: Bora Bora
Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Bora Bora in a Classic Motu Bungalow, one FREE night, daily breakfast...
Hyatt Regency Waikiki Beach Resort and Spa from $767.00+ (USD)
Destination: Waikiki
Waikiki City View. Kids 18 & younger stay FREE.
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.
Le Meridien Bora Bora from $2,935.00+ (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...
Mana Island Resort from $2,169.00+ (USD)
Destination: Fiji
Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Mana Island Resort in an Island Bure, one FREE night, meet & greet with shell lei and in...
The Westin La Paloma Resort & Spa from $408.00+ (USD)
Destination: Tucson
Traditional One Bedroom. Exclusive 3-day FREE mid-size Hertz car rental. Reduced rate. Kids 17 & younger stay FREE. Complimentary self parking.
InterContinental Bora Bora Le Moana Resort from $3,220.00+ (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...
Hyatt Ziva Rose Hall from $773.00+ (USD)
Destination: Montego Bay
King. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Hyatt Gold Passport Point Members are eligible to earn 1,000 points per paid night.
Riu Palace Aruba from $1,091.00+ (USD)
Destination: Aruba
Junior Suite Partial Ocean. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.
Packages
Plantation Hale from $632.00+ (USD)
Destination: Kapaa
One Bedroom Garden View. $100 Off Per Booking! Kids 17 & younger stay FREE.
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.
Hilton Moorea Lagoon Resort & Spa from $2,387.00+ (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.
Nautilus Resort from $1,790.00+ (USD)
Destination: Rarotonga
Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Nautilus Resort in a Garden Are, daily breakfast, a fruit platter on arrival, a...
Pacific Resort Rarotonga from $1,492.00+ (USD)
Destination: Rarotonga
Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Pacific Resort Rarotonga in a Standard Studio, one FREE night, a NZ$250 Food & B...
Royal Kahana Maui BY OUTRIGGER from $546.00+ (USD)
Destination: Kahana
Studio Garden View. $100 Off Per Booking! FREE parking. FREE Wi-Fi. Kids 18 & younger stay FREE.
Riu Palace Riviera Maya from $703.00+ (USD)
Destination: Cancun
Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.
Maitai Rangiroa from $2,699.00+ (USD)
Destination: Rangiroa
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Rangiroa, daily breakfast, one 6-tank dive package per person, roundtrip inter-island air on Air Tahiti and ...
Le Taha'a Island Resort & Spa from $4,002.00+ (USD)
Destination: Tahaa
Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, two FREE nights, daily bre...
Cozumel Palace from $1,126.00+ (USD)
Destination: Cozumel
Ocean View Suite. All-inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room. FREE Wi-Fi.
Sofitel Bora Bora Marara Beach Resort from $2,455.00+ (USD)
Destination: Bora Bora
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...
Sandals Negril Beach Resort & Spa from $1,065.00+ (USD)
Destination: Negril
Caribbean Premium. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.
Bora Bora Pearl Beach Resort & Spa from $2,574.00+ (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.
Sandos Finisterra Los Cabos from $598.00+ (USD)
Destination: Cabo San Lucas
Ocean View Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Exclusive $100 Off per booking.
Sandals Barbados from $1,640.00+ (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.
The Westin Denarau Island Resort & Spa from $2,300.00+ (USD)
Destination: Fiji
Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at The Westin Denarau Island Resort & Spa in an Ocean Breeze Room, daily breakfast, meet & ...
InterContinental Tahiti Resort & Spa from $2,188.00+ (USD)
Destination: Papeete
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.
Monteverde Cloud Forest Lodge from $871.00+ (USD)
Destination: Monteverde
Standard. Includes daily buffet breakfast.
Hyatt Ziva Cancun from $971.00+ (USD)
Destination: Cancun
Ocean View Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.
Zoetry Agua Punta Cana from $1,083.00+ (USD)
Destination: Punta Cana
Junior Suite Garden View. Endless Privileges includes all meals, drinks, activities and more. $100 Off per booking. $200 in resort coupons per room. 20 minute per person massage.
Crusoe's Retreat from $1,661.00+ (USD)
Destination: Fiji
Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodation, one FREE night, daily tropical breakfast, meet & greet with shell lei and roundtrip airport transfers.
Le Meridien Bora Bora from $3,734.00+ (USD)
Destination: Bora Bora
Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Bora Bora in a Classic Motu Bungalow, one FREE night, daily breakfast...
Hyatt Regency Waikiki Beach Resort and Spa from $767.00+ (USD)
Destination: Waikiki
Waikiki City View. Kids 18 & younger stay FREE.
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.
Le Meridien Bora Bora from $2,935.00+ (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...
Mana Island Resort from $2,169.00+ (USD)
Destination: Fiji
Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Mana Island Resort in an Island Bure, one FREE night, meet & greet with shell lei and in...
The Westin La Paloma Resort & Spa from $408.00+ (USD)
Destination: Tucson
Traditional One Bedroom. Exclusive 3-day FREE mid-size Hertz car rental. Reduced rate. Kids 17 & younger stay FREE. Complimentary self parking.
InterContinental Bora Bora Le Moana Resort from $3,220.00+ (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...
Hyatt Ziva Rose Hall from $773.00+ (USD)
Destination: Montego Bay
King. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Hyatt Gold Passport Point Members are eligible to earn 1,000 points per paid night.
Riu Palace Aruba from $1,091.00+ (USD)
Destination: Aruba
Junior Suite Partial Ocean. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.
Packages


Sandals Regency La Toc Golf Resort & Spa
From $1,402.00+ (USD)

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


Starhotels Metropole Rome
From $728.00+ (USD)

Destination: Rome
Superior. 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. Kids 11 & younger stay FREE.


Sandals Ochi Beach Resort
From $914.00+ (USD)

Destination: Ocho Rios
Riviera Bamboo Grove Luxury. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.


Conrad Bora Bora Nui
From $3,223.00+ (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.


Castle Molokai Shores
From $862.00+ (USD)

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