2020 Hawaii Vacations

The Guaranteed Lowest Hotel Prices for 2020

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

• Enjoy the best deals on Hawaii vacation packages on Oahu, Maui and Kauai
• 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
Grand Wailea Resort Maui

Grand Wailea, A Waldorf Astoria Resort

Voted one of the Best Resorts in Hawaii in the 2018 Condé Nast Readers' Choice Awards, this luxury Hilton beachfront resort offers spacious rooms, 9 pools, 3-story tube slide, spa, fine dining with championship golf nearby.
  • Reduced room rates
  • $15 per person per day resort credit
  • 15% savings on spa treatments
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

This oceanfront resort in the heart of Kaanapali, Maui features recently renovated rooms and suites ideal for honeymoons.
  • Reduced Resort View and Ocean View rates
  • $30 dining credit per day valid at Cliff Dive Grill, Hank's Haute Dogs, Mai Tai Bar, ROCKsalt and Teppanyaki Dan
  • Extra person fee waived - SAVE up to $200 per night
Sheraton Kona Resort & Spa at Keauhou Bay

Sheraton Kona Resort & Spa at Keauhou Bay

This resort is situated on the water's edge on the tranquil Keauhou Bay, a gathering place for manta rays.
  • Exclusive room rates in Mountain and Ocean View categories
  • Daily continental breakfast buffet for two
  • 15% off Ho'ola Spa services
Moana Surfrider, A Westin Resort & Spa

Moana Surfrider, A Westin Resort & Spa

This legendary resort, "The First Lady of Waikiki," combines turn-of the-century Victorian elegance with modern Westin amenities and luxuries.
  • 15% spa discount
  • Daily Beach Club access for up to two people per room - includes fruit and pastries; daily hot item, juice, coffee and espresso from 6am to 10am; light mid-day snack, superfood elixir, juices, coffee and espresso from 10am to 5pm; assorted pupus, non-alcoholic beverages, beer and wine from 5pm to 8pm
Kauai Marriott Resort

Kauai Marriott Resort

Majestic waterfalls, blue lagoons and lush tropical surroundings distinguish this deluxe Hawaiian resort set on beautiful Kalapaki Bay.
  • $50 food and beverage credit per room for stays of 1 - 4 nights or $100 food and beverage credit per room for stays of 5 nights or longer
  • 10% OFF treatments at Alexander Day Spa and Salon
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.]