Hilton Worldwide

3 nights with round-trip air from $655

USA

New York Hilton Midtown

The stylish New York Hilton Midtown is within walking distance of many of the city's iconic landmarks including Times Square, Radio City Music Hall, Central Park and The Museum of Modern Art (MOMA).
  • Kids 18 and younger stay FREE

The Waldorf Astoria New York

Discover luxury, grandeur and unrivalled service at the iconic Waldorf Astoria New York, located on Park Avenue in midtown Manhattan.

Conrad New York

Conrad New York is the pinnacle of luxury in the heart of Lower Manhattan, and offers modern suites with striking views of the Hudson River.
  • Deluxe Suite King
  • FREE daily breakfast
  • FREE Wi-Fi
  • Kids 17 and younger stay FREE

Hilton Times Square

Soaring 44 stories above Times Square, this modern hotel offers guests convenient access to Broadway theaters and endless entertainment.
  • Kids 17 and younger stay FREE

Hawaii

Hilton Waikoloa Village®

This 62-acre oceanfront resort is nestled amid swaying palms overlooking the glistening waters of Waiulua Bay. The resort blends contemporary facilities with graceful Hawaiian culture.
  • Ocean Tower Resort View
  • Kids 18 and younger stay FREE
  • EXCLUSIVE 5-Day FREE midsize Hertz car rental
  • 5 nights with air from $1,005

  • Book Now

Hilton Hawaiian Village® Waikiki Beach Resort

Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls and an array of shops and restaurants are all part of the "Village" experience at this expansive resort.
  • Guaranteed double upgrade to Ocean View Room
  • EXCLUSIVE 5-Day FREE midsize Hertz car rental
  • Resort fee waived
  • Kids 17 and younger stay FREE
  • 5 nights with air from $1,045

  • Book Now

Grand Wailea, A Waldorf Astoria Resort

Situated on 40 acres of tropical gardens, and opening onto Maui's beautiful Wailea Beach, this resort offers elegant accommodations and a breathtaking ambiance.
  • Kids 17 and younger stay FREE
  • EXCLUSIVE 5-Day FREE midsize Hertz car rental
  • 5 nights with air from $1,429

  • Book Now

Tahiti

Hilton Moorea Lagoon Resort & Spa

This resort boasts a picturesque location, and features luxurious beach and overwater bungalows with private terraces and glass floor viewing panels.
  • Daily breakfast
  • Inter-island transportation
  • All applicable transfers
  • 5 nights with air from $2,299

  • Call 800-742-9244


Hilton Bora Bora Nui Resort & Spa

Nestled in a sacred cove of white sand and majestic lava rock, this resort is the perfect tropical playground.
  • Daily breakfast
  • Inter-island transportation
  • All applicable transfers
  • 5 nights with air from $2,969

  • Call 800-742-9244


Europe

London Hilton on Park Lane

This hotel, set in fashionable Mayfair overlooking Hyde Park, affords stunning views of London from all its guest rooms.
  • Daily breakfast for ALL
  • Kids 9 and younger stay FREE
  • 3 nights with air from $2,635

  • Book Now

Rates are based on roundtrip air travel from Chicago (ORD) to New York; San Francisco (SFO) to Oahu and Maui; Seattle (SEA) to Hawaii Island San Francisco (SFO) to Waikiki and Maui; Los Angeles (LAX) to Tahiti; New York (JFK) to London and are per person based on double occupancy. Advertised vacation rate(s) are valid for departures 6/29/16 to New York Hilton Midtown; 07/11/16 to Hilton Times Square; 7/3/15 to all other New York properties; 8/25/16 to Waikiki; 5/26/16 to all Hawaii Island and Maui; Tuesday, Wednesday, Friday, Sunday departures, 11/4 – 12/13/16 to Hilton Moorea Lagoon Resort & Spa; Tuesday, Wednesday, Friday, Sunday departures, 4/13 – 5/31/16 to Hilton Bora Bora Nui Resort & Spa; 8/01/16 to London.
Hawaii - EXCLUSIVE $100 OFF Hawaii Offer: Valid on new bookings made 8/28 - 10/29/17 for select travel 8/28 - 6/30/18. Roundtrip airfare and minimum 3-night hotel accommodations at participating property required. Savings is $100 per booking and taken at time of booking. Certain restrictions and blackout dates may apply.
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.]