Big Island Deals
FREE midsize car rental for up to 5 days
For Maui, Kauai and Hawaii Island travel
Minimum 3-night vacation packages
Book by 6/3/18 for travel 6/7 - 8/12/18

$100 OFF per booking
Minimum 3-night vacation packages
Book by 6/3/18 for travel through 12/14/18
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

Island of Hawaii Vacation Packages

 from $609

Sheraton Kona Resort and Spa at Keauhou Bay

Sheraton Kona Resort and Spa at Keauhou Bay  

Mountain View. $100 OFF per booking. Includes daily continental breakfast at Rays on the Bay for up to two guests per room. Includes 15% off Ho'ola Spa services. Ask about honeymoon amenities. Kids 17 and younger stay FREE.

 

3 nights with air from $609

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Hilton Waikoloa Village®

Hilton Waikoloa Village  

Palace Tower Resort View. $100 OFF per booking. Kids 18 and younger stay FREE.

 

3 nights with air from $695

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Fairmont Orchid, Hawai'i

The Fairmont Orchid, Hawai'i  

Fairmont Garden View. $100 OFF per booking! Kids 18 and younger stay FREE.

 

3 nights with air from $825

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Mauna Lani Bay Hotel and Bungalows

Mauna Lani Bay Hotel and Bungalows  

Garden View. $100 OFF per booking. FREE lei greeting and welcome drink upon arrival. Kids 17 and younger stay FREE.

 

3 nights with air from $919

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Rates are based on roundtrip air travel to/from San Francisco (SFO) and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 9/24/18.
Hawaii - FREE midsize car rental offer: Valid on new bookings made 5/16 - 6/3/18 for travel 6/7 - 8/12/18. Requires hotel accommodations at any hotel, resort or condo in Pleasant Holidays' Maui, Kauai and Island of Hawaii portfolio and minimum 3-day Hertz car rental; does not apply to car only or air/car packages. Bookings receive FREE up to 5-day midsize car rental or value of midsize car rental to apply to upgraded car types. Age restrictions may apply for car rental.
Hawaii - EXCLUSIVE $100 OFF per booking Offer: Valid on new bookings made 4/30 - 6/3/18 for travel 4/30 - 12/14/18. Minimum 3 nights' hotel accommodation at participating resort and roundtrip airfare required. Discount is per booking, taken at time of booking and reflected in rates shown.
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.]