Hawaii Fall & Winter Travel Sale

Up to 4 days midsize car rental

Book Now for select travel 8/15/16 – 3/31/17

Book Online or Call 800-742-9244

Hotel

Lahaina Shores Beach Resort

This unique resort set along Kaanapali Beach offers natural beauty, traditional Hawaiian ambiance and attentive service.

  • FREE Mid-size Hertz Car rental
  • Select Departures 10/1 - 12/5/16
  • San Jose

    3 nights with air and car from $549 - $595


    San Francisco

    3 nights with air and car from $595 - $639


    San Diego

    3 nights with air and car from $615 - $665


    Seattle

    3 nights with air and car from $615 - $669


    Los Angeles

    3 nights with air and car from $639 - $675


 
 

Maui

 
Hotel

Aston Kaanapali Shores

This deluxe condominium resort combines the comfort and convenience of a condominium with hotel-caliber services.

  • FREE Mid-size Hertz Car rental
  • San Jose

    3 nights with air and car from $695


    Los Angeles

    3 nights with air and car from $755


    San Diego

    3 nights with air and car from $755


    Seattle

    3 nights with air and car from $785


 
 
Hotel

Wailea Beach Marriott Resort & Spa

Set along the sun-drenched Kohala Coast, this contemporary resort is the ideal getaway for couples and families.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Jose

    3 nights with air and car from $865


    Los Angeles

    3 nights with air and car from $925


    San Diego

    3 nights with air and car from $925


    Seattle

    3 nights with air and car from $955


 
 

Oahu

 
Hotel

OHANA Waikiki Malia

This upgraded hotel is conveniently located on Kuhio Avenue, just a short stroll to many of Waikiki's most popular attractions.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Jose

    3 nights with air and car from $625


    Los Angeles

    3 nights with air and car from $659


    San Diego

    3 nights with air and car from $685


    Seattle

    3 nights with air and car from $695


 
 
Hotel

DoubleTree by Hilton™ Alana - Waikiki

This intimate boutique hotel is set at the gateway to Waikiki, just a short walk from the beach, and offers suites and tastefully appointed rooms.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Jose

    3 nights with air and car from $725


    Los Angeles

    3 nights with air and car from $755


    San Diego

    3 nights with air and car from $779


    Seattle

    3 nights with air and car from $789


 
 
Hotel

Sheraton Waikiki

Located on the best stretch of Waikiki beach, this trendy, sophisticated resort ushers in a new level of style to the Waikiki scene.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Jose

    3 nights with air and car from $875


    Los Angeles

    3 nights with air and car from $905


    San Diego

    3 nights with air and car from $929


    Seattle

    3 nights with air and car from $939


 
 

Kauai

 
Hotel

Plantation Hale Suites

This hotel near Coconut MarketPlace offers the convenience of full kitchens as well as a host of on-site activities.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Diego

    3 nights with air and car from $629


    San Jose

    3 nights with air and car from $639


    Seattle

    3 nights with air and car from $669


    Los Angeles

    3 nights with air and car from $795


 
 
Hotel

Hilton Garden Inn Kauai

This beachfront resort next to the scenic Wailua River features renovated rooms, suites, and two-room cottages and Kaua`i's only protected swimming beach.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Diego

    3 nights with air and car from $715


    San Jose

    3 nights with air and car from $725


    Seattle

    3 nights with air and car from $749


    Los Angeles

    3 nights with air and car from $875


 
 
Hotel

Sheraton Kauai Resort

Ideally situated on Poipu Beach, this resort is renowned for its unspoiled white sand, brilliant sunshine and breathtaking sunsets.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • San Diego

    3 nights with air and car from $785


    San Jose

    3 nights with air and car from $795


    Seattle

    3 nights with air and car from $819


    Los Angeles

    3 nights with air and car from $945


 
 

Hawaii Island

 
Hotel

Royal Kona Resort

This oceanfront resort offers remodeled rooms, a private beach cove and swimming lagoon, just a short walk from historic Kailua-Kona.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • Seattle

    3 nights with air and car from $755


    San Jose

    3 nights with air and car from $779


    San Diego

    3 nights with air and car from $789


    Los Angeles

    3 nights with air and car from $859


 
 
Hotel

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.

  • FREE Mid-size Hertz Car rental
  • Kids 17 and younger stay FREE
  • Seattle

    3 nights with air and car from $755


    San Jose

    3 nights with air and car from $779


    San Diego

    3 nights with air and car from $789


    Los Angeles

    3 nights with air and car from $859


 
 
Hotel

Mauna Kea Beach Hotel

This legendary resort is a landmark of luxury, a graceful fusion of modern features and fabulous style, on the Big Island's magnificent Kohala Coast.

  • Beachfront
  • Includes FREE 4-day Mid-size Hertz Car rental
  • One time $300 resort credit
  • Complimentary round of golf for two at Mauna Kea Golf Course or one Luau for two at Mauna Kea Oceanfront Luau
  • Kids 17 and younger stay FREE
  • Seattle

    5 nights with air and car from $1,935


    San Jose

    5 nights with air and car from $1,959


    San Diego

    5 nights with air and car from $1,969


    Los Angeles

    5 nights with air and car from $2,039


 
 
Rates are based on roundtrip air travel as stated above and are per person, based on double occupancy. Advertised vacation rate(s) valid for select departures 10/1 - 12/5/16 for the Lahaina Shores Beach Resort; 10/3 - 10/17/16, 10/31 -12/5/16 for Aston Kaanapali Shores; 10/10/16, 10/24-11/14/16, 11/28-12/5/16 for the Wailea Beach Marriott Resort & Spa; 10/3 – 12/5/16 for the Ohana Waikiki Malia, DoubleTree by Hilton Alana Waikiki, Hilton Garden Inn, Wailua Bay; 10/24-11/14/16 for the Sheraton Waikiki; 10/17-12/5/16 for the Plantation Hale Suites; 11/7–12/5/16 for the Sheraton Kauai Resort; 10/10–12/5/16 for the Royal Kona Resort and Sheraton Kona Resort; 10/6-10/13/16, 10/27-11/10/16, 12/1-12/8/16 for the Mauna Kea Beach Hotel 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.

Free Car Offer: Valid on new bookings made 9/14 - 10/2/16. Maximum 4-day free midsize car rental for travel 9/14/16-3/31/17. Minimum 3-night stay at a participating hotel and roundtrip transpacific air required. Certain restrictions apply. Offer subject to change without notice. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]