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
Hilton Waikoloa Village
From $730.00+ (USD)
Destination: Kohala Coast
Palace Tower Resort View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 18 & younger stay FREE.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.Renaissance Aruba Resort & Casino
From $626.00+ (USD)
Destination: Aruba
Resort. Exclusive $100 Off per booking. FREE Wi-Fi and access to the private island.InterContinental Bora Bora Resort & Thalasso Spa
From $5,600.00+ (USD)
Destination: Bora Bora
Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Resort & Thalasso Spa in an Emerald Overwater Junior S...Villa del Arco Beach Resort & Spa
From $664.00+ (USD)
Destination: Cabo San Lucas
One-Bedroom Garden View. Kids 12 & younger stay FREE.The Westin Princeville Ocean Resort Villas
From $875.00+ (USD)
Destination: Princeville
Island View Deluxe Studio. FREE Wi-Fi. Kids 17 & younger stay FREE.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.Le Meridien Bora Bora
From $3,529.00+ (USD)
Destination: Bora Bora
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, daily breakfast for two, a half bottle of champagne and a gift upon arrival, roundtrip int...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.Sofitel Moorea Ia Ora Beach Resort
From $2,207.00+ (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, ...Waikiki Beachcomber by Outrigger
From $741.00+ (USD)
Destination: Waikiki
Waikiki View King. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 19 & younger stay FREE.Grand Wailea
From $1,197.00+ (USD)
Destination: Wailea
Terrace King. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Complimentary lei greeting. FREE Wi-Fi. Kids 17 & younger stay FREE.Rosewood Tucker's Point
From $1,611.00+ (USD)
Destination: Bermuda
Superior King. Ask about Kids stay FREE.Le Taha'a Island Resort & Spa
From $3,022.00+ (USD)
Destination: Tahaa
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, two FREE nights, daily breakfast, roundtrip inter-island air and airport transfers.Ilikai Hotel & Luxury Suites
From $841.00+ (USD)
Destination: Honolulu
Luxury Mountain View. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Kids 17 & younger stay FREE.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.Melia Caribe Tropical
From $599.00+ (USD)
Destination: Punta Cana
Deluxe. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Up to two Kids 12 & younger stay FREE. Ask about Exclusive Golf privileges.Cambridge Beaches Resort & Spa
From $1,231.00+ (USD)
Destination: Bermuda
Harbour View. Adults Only (13+). Daily breakfast. Reduced rate.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.Sunscape Splash Montego Bay
From $549.00+ (USD)
Destination: Montego Bay
Deluxe King. Unlimited-Fun includes all meals, drinks, snacks, actvities and more. Exclusive $100 Off per booking. $200 resort coupon per room.Marival Residences Luxury Resort Nuevo Vallarta
From $828.00+ (USD)
Destination: Puerto Vallarta
One Bedroom Residence. All-Inclusive includes all meals, drinks, snacks, activities and more. Ask about Honeymoon amenities.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...Sandals Inn
From $759.00+ (USD)
Destination: Montego Bay
Carlyle Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Ask about Sandals Weddings and up to $135 Booking Bonus.InterContinental Fiji Golf Resort & Spa
From $3,727.00+ (USD)
Destination: Fiji
Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at InterContinental Fiji Golf Resort & Spa in a King Suite Lagoon View, daily breakfast, me...LEGOLAND Hotel at LEGOLAND California Resort
From $414.00+ (USD)
Destination: Carlsbad
Standard Theme. Kids 17 & younger stay FREE.Le Meridien Bora Bora
From $3,170.00+ (USD)
Destination: Bora Bora
Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, daily breakfast for two, roundtrip inter-island air on Air Tahiti and roundtrip airport tr...Royalton Blue Waters
From $801.00+ (USD)
Destination: Montego Bay
Luxury Junior Suite. All-In Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $150 resort credit per room. FREE Wi-Fi.Fiji Hideaway Resort & Spa
From $1,916.00+ (USD)
Destination: Fiji
Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Fiji Hideaway Resort & Spa in an Oceanview Bure, two FREE nights and daily breakfast, me...Riu Palace Costa Rica
From $912.00+ (USD)
Destination: Guanacaste
Junior Suite Garden View. All-Inclusive includes all meals, drinks, activities and more. Buy one, get one FREE on Vida Aventura Super Combo activity. Reduced rate. FREE Wi-Fi.The Royal Hawaiian, a Luxury Collection Resort
From $922.00+ (USD)
Destination: Waikiki
Historic. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental! Daily breakfast buffet at Surf Lanai Restaurant for up to two persons per room and a 15% discount on spa treatments.