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Maui Vacation Packages from $595

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FREE Midsize Hertz Car Rental
On 3-night vacation packages at select resorts
Book by 1/11/15 for travel 12/8 - 12/18/14, 1/5 - 6/7 and 8/17 - 10/31/15
FREE Hertz Car Rental Upgrade
On 3-7 night vacation packages at select resorts
Book by 1/11/15 for travel 6/8 - 8/18/15
Pleasant Hawaiian Holidays®
  Kaanapali Ocean Inn
Kids 17 and younger stay FREE!



3 nights with air from $595
  Royal Kahana Maui by Outrigger
Studio. Includes FREE 3-day midsize Hertz car rental, FREE parking, NO resort fees PLUS kids 17 and younger stay FREE!

3 nights with air from $685
  Royal Lahaina Resort
Includes FREE 3-day midsize Hertz car rental PLUS kids 17 and younger stay FREE!


3 nights with air from $715
  Kaanapali Beach Hotel
Includes FREE 3-day midsize Hertz car rental, free nightly hula show, daily interactive Hawaiian cultural activities and free children's activities PLUS kids 17 and younger stay FREE!
3 nights with air from $745
  Aston Kaanapali Shores
Includes FREE 3-day midsize Hertz car rental PLUS kids 17 and younger stay FREE!


3 nights with air from $849
  Makena Beach & Golf Resort
Includes FREE 3-day midsize Hertz car rental, double category upgrade based on availability at time of booking to Ocean View, $150 resort credit per room, per stay, and two free Makena Signature Cocktails at the Pool Bar (once during stay), free internet access in guest rooms and public areas, self parking, local and toll free calls PLUS kids 17 and younger stay FREE.
3 nights with air from $875
  Sheraton Maui Resort & Spa
Includes FREE 3-day midsize Hertz car rental PLUS kids 17 and younger stay FREE!


3 nights with air from $945
  The Westin Maui Resort & Spa
Mountain View. Includes FREE 3-day midsize Hertz car rental, daily continental breakfast for two, a $20 resort credit per room per night, and 15% spa discount PLUS kids 17 and younger stay FREE!
3 nights with air from $1,035
  Honua Kai Resort & Spa
One-Bedroom. Includes FREE 3-day midsize Hertz car rental PLUS kids 17 and younger stay FREE!


3 nights with air from $1,059
  Grand Wailea
Includes FREE 3-day midsize Hertz car rental PLUS kids 17 and younger stay FREE!


3 nights with air from $1,225
  Montage Kapalua Bay
One-Bedroom. Includes FREE 3-day midsize Hertz car rental, 4th night FREE PLUS kids 17 and younger stay FREE!

4 nights with air from $1,765

More Great Deals

  Oahu
  Maui
  Kauai
  Hawaii Island






Rates are based on roundtrip air travel to/from Oakland (OAK) to Maui and are per person, based on double occupancy. Advertised vacation rate(s) valid for departure 2/2/15 for Montage Kapalua Bay, 2/26/15 for Aston Kaanapali Shores, Sheraton Maui Resort & Spa, The Westin Maui Resort & Spa, Ka'anapali, Honua Kai Resort & Spa and Grand Wailea and 5/4/15 for all other properties. 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.

Hot Deals Offers:Valid on new bookings made 12/8/14 - 1/11/15; FREE 3-day midsize car rental valid for travel 12/8 - 12/18/14; 1/5 - 6/7/15 and 8/17 - 10/31/15; FREE 7-day car rental upgrade valid for travel 6/8 - 8/18/15. Offers are per booking and based on double occupancy. Minimum 3-day Hertz car rental, 3 nights' accommodation at a participating Hot Deals hotel and roundtrip transpacific airfare required. All offers subject to change or cancellation without notice. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]


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