Grand Wailea Winter Sale

Exclusive FREE 3-day mid-size car rental, daily breakfast, 15% off spa treatments

Valid for 3-night stays in January - February 2019
Grand Wailea, A Waldorf Astoria Resort

FREE 3-day midsize car rental

January and February 2019 travel

These incredible prices include 3 luxurious nights at the Grand Wailea, roundtrip airfare, FREE daily breakfast, 15% off spa treatments, and FREE 3-day mid-size car rental.

Need more time in paradise? Our vacations are customizable for any length of stay, conveniently departing from most major US gateways.

Example departure January 14, 2019, return January 17, 2019:

  • From San Franciso (SFO)

  • $939 per person

  • From Los Angeles (LAX)

  • $991 per person

  • From New York (JFK)

  • $1,140 per person

  • From Boston (BOS)

  • $1,122 per person

  • From Chicago (ORD)

  • $1,226 per person

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Grand Wailea, A Waldorf Astoria Resort

Exclusive Rates and Extras

For 2019 travel

**Save on your 5-star Maui vacation with roundtrip airfare, FREE daily breakfast, 15% off spa treatments and exclusive rates, only from Pleasant Holidays..

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Rates are based on roundtrip air travel as listed above, for select travel 1/4 - 2/21/19, and are per person, based on double occupancy. 
* 2019 Exclusive Rates and Extras at the Grand Wailea: Valid on new bookings for travel 1/4/19 - 1/3/20 in select room categories. Savings is based on hotel room rate for a five-night stay compared to highest available rate for comparable Terrace room category. Subject to availability. Daily breakfast is available in Café Kula or the Grand Dining Room. Roundtrip transpacific airfare required.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]