Pleasant Holidays
Pleasant Memories Since 1959

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
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.Aston Islander on the Beach
From $702.00+ (USD)
Destination: Kapaa
Garden View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE parking. Kids 17 & younger stay FREE.Hyatt Regency Maui Resort and Spa
From $899.00+ (USD)
Destination: Kaanapali
Golf Mountain View King. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Wi-Fi. Kids 18 & younger stay FREE.Crown Beach Resort
From $1,622.00+ (USD)
Destination: Rarotonga
Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$200 Food & Beverage & Spa credit, daily tropical breakfast fo...Sandals Grande Antigua Resort & Spa
From $1,517.00+ (USD)
Destination: Antigua
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.Bally's Las Vegas
From $325.00+ (USD)
Destination: Las Vegas
Resort King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.Walt Disney World Dolphin
From $669.00+ (USD)
Destination: Lake Buena Vista
Run of House. Exclusive $50 Off per booking. Kids 17 &younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.Fairmont Kea Lani, Maui
From $1,124.00+ (USD)
Destination: Wailea
Fairmont Garden View King. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Complimentary welcome drink and lei greeting. Kids 18 & younger stay FREESandals Regency La Toc Golf Resort & Spa
From $1,362.00+ (USD)
Destination: St. Lucia
Honeymoon Luxury. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $635 Instant Booking Bonus.Riu Palace Paradise Island
From $811.00+ (USD)
Destination: Paradise Island
Junior Suite Ocean View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. (Must be booked by 4/30/18).Le Meridien Bora Bora
From $3,863.00+ (USD)
Destination: Bora Bora
Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Bora Bora in a Classic Bungalow, daily breakfast, roundtrip inter-isl...The Royal at Atlantis
From $759.00+ (USD)
Destination: Paradise Island
Deluxe Harbour View. Kids 11 & younger stay FREE. Ask about the All-Inclusive Experience.Riu Plaza Panama
From $727.00+ (USD)
Destination: Panama City
Deluxe. Includes daily buffet breakfast for ALL. Kids 11 & younger stay FREE. FREE Wi-Fi.Castaway Island, Fiji
From $3,438.00+ (USD)
Destination: Fiji
Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Castaway Island, Fiji in an Island View Bure, meet & greet with shell lei and inter-isla...Manava Beach Resort & Spa û Moorea
From $1,980.00+ (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.Barcelo Maya Beach & Caribe
From $614.00+ (USD)
Destination: Cancun
Superior. 24-hour All-Inclusive includes all meals, drinks, snacks, activities and more. $1,000 in resort discounts per room.The Ritz-Carlton, Aruba
From $1,190.00+ (USD)
Destination: Aruba
Limited View. Welcome drink, select non-motorized water sports and more. Kids 11 & younger stay FREE.Raiatea Lodge Hotel
From $2,253.00+ (USD)
Destination: Raiatea
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Raiatea, daily breakfast, roundtrip inter-island air on Air Tahiti and roundtrip airport transfers.Majestic Colonial Punta Cana Beach Resort, Golf, Casino & Spa
From $700.00+ (USD)
Destination: Punta Cana
Junior Suite Standard. All-Inclusive includes all meals, drinks, activities and more. Reduced rate.The Reef Atlantis
From $998.00+ (USD)
Destination: Paradise Island
Studio Terrace. Kids 11 & younger stay FREE.Sheraton New York at Times Square Hotel
From $868.00+ (USD)
Destination: New York
Traditional Double Accessible. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.Four Seasons Resort Bora Bora
From $4,816.00+ (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...Manava Beach Resort & Spa û Moorea
From $1,980.00+ (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.Aulani, Disney Vacation Club Villas
From $1,638.00+ (USD)
Destination: Oahu
Two Bedroom Villa. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! FREE Wi-Fi. Kids 17 & younger stay FREE.Sandos Playacar Beach Resort
From $534.00+ (USD)
Destination: Cancun
Standard. All-Inclusive includes all meals, drinks, snacks, activities and more. Ask about Honeymoon amenities.Occidental Tamarindo
From $886.00+ (USD)
Destination: Guanacaste
Superior. All-Inclusive includes all meals, drinks, snacks, activities and more.InterContinental Moorea Resort & Spa
From $2,639.00+ (USD)
Destination: Moorea
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, one 6 dive package per person, roundtrip inter-island transportation...Loews Royal Pacific Resort at Universal Orlando
From $693.00+ (USD)
Destination: Orlando
Standard Queen. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.The St. Regis Bora Bora
From $4,170.00+ (USD)
Destination: Bora Bora
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, roundtrip inter-island air and airport transfers.San Juan Marriott Resort & Stellaris Casino
From $593.00+ (USD)
Destination: San Juan
City View. Reduced rate. Kids 17 & younger stay FREE.