2020 Hawaii Vacations

Travelers to Hawaii are required to complete a mandatory Safe Travels online travel and health questionnaire no sooner than 24 hours prior to departure. Travelers must self-quarantine for 14 days or for the duration of their stay, whichever is shorter. Those arriving on and after October 15, 2020 who present proof of a negative NAAT COVID-19 test from a CLIA certified laboratory taken no more than 72-hours in advance of arrival are exempt from quarantine.

The Guaranteed Lowest Hotel Prices for 2020

Grand Wailea, A Waldorf Astoria Resort | Moana Surfrider, A Westin Resort & Spa | Kauai Marriott Resort | Sheraton Maui Resort & Spa

• 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, dining 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 2019 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.
  • Exclusive rate + prices slashed for March 2020 travel
  • $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
 
 
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 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.
2020 Exclusive Rates and Extras at the Grand Wailea: Valid on new bookings for travel 1/4/20 – 12/24/20 in Run of House and Run of Ocean accommodations. Offer requires roundtrip airfare, is subject to availability and blackout dates apply. Resort credit is $15 per paying adult per day, which will be posted to guest incidental account; no cash refund will be given for any unused resort credit. Resort credit may be applied towards food and beverage at any Grand Wailea restaurants including Café Kula, Spa Treatment, Resort Charge, Parking and Grand Wailea retail outlets. Roundtrip transpacific airfare required.
Moana Surfrider, A Westin Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel through 1/3/22 in Historic Banyan, Tower City or Diamond Oceanfront accommodations. Offer applies to a limited number of rooms and is based on availability. Roundtrip transpacific air required. Offers subject to change or cancellation without notice. Age restrictions apply for consumption of beer or wine.
Kauai Marriott Resort Exclusive Offers: Valid on new air-inclusive bookings for select travel through 1/2/22. Requires roundtrip transpacific airfare and Pool View or Ocean View accommodation. Subject to availability. Offer may not be combined with any other offer or promotion. Food & beverage credit valid at Kukui Restaurant on Kalapaki Beach, Aupaka Terrace or Toro Tei Sushi Bar. Credit may not be applied toward room rate, tax, resort fee, parking or any other charges. Unused credits are non-refundable and have no cash value. Spa and salon services must be booked upon arrival. Certain restrictions apply. All offers and programs are subject to change or cancellation without notice. Blackout dates may apply.
*Sheraton Maui Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel 1/4/21 – 1/3/22 in select room categories noted above. Offer applies to a limited number of rooms and is based on availability. Roundtrip transpacific air required. Value of extra person fee waiver is based on two additional guests staying in same room using existing bedding. Offers subject to change or cancellation without notice. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour providers listed.
Sheraton Kona Resort & Spa at Keauhou Bay Package: Requires Mountain View or Ocean View accommodation. Valid on new bookings for travel through 1/4/21.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]