2020 Hawaii Vacations

The Guaranteed Lowest Hotel Prices

NEW for 2020: Sheraton Maui Resort & Spa
EXTENDED for 2020: Grand Wailea, A Waldorf Astoria Resort | Moana Surfrider, A Westin Resort & Spa | Kauai Marriott Resort | Sheraton Kona Resort & Spa at Keauhou Bay
2019 Savings: The Royal Hawaiian Waikiki, A Luxury Collection Resort | Moana Surfrider, A Westin Resort & Spa Waikiki Beach | Kauai Marriott Resort | Sheraton Kona Resort & Spa at Keauhou Bay | Grand Wailea Maui, A Waldorf Astoria Resort

• Enjoy the best deals on Hawaii vacation packages on Oahu, Maui, Kauai and the Island of Hawaii
• Exclusive reduced room rates at oceanfront resorts
• Spa discounts, daily breakfast, food & beverage or resort credits
• Kids stay FREE offers
• Private fares to Hawaii on American Airlines, Alaska Airlines, Delta Air Lines, Hawaiian Airlines and United Airlines
• Inter-island flights on Hawaiian Airlines for multi-island itineraries
North Shore waves, Oahu

New! Exclusive Hawaii Savings for 2020

Start planning your next Hawaii getaway now with the guaranteed lowest hotel prices from Pleasant Holidays for 2020 travel. With exclusive savings, discounts and inclusions at the popular resorts you love, it's the right time to book.

 
 
Sunset over Kaanapali Beach, Maui

Exclusive Hawaii Savings for 2019

Low prices and added values at top resorts across the islands of Hawaii mean your perfect fall or winter vacation is closer than ever before.

 
 
Hawaii Exclusive Savings Offers for 2019 and 2020: All offers require inclusion of roundtrip transpacific air and accommodations. Certain restrictions apply. All offers and programs are subject to availability, change or cancellation without notice. Blackout dates may apply.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]