Big Island Deals
FREE up to 5-day midsize Hertz car rental or
FREE one-category Hertz car rental upgrade
Minimum 3-night vacation packages
Book by 4/29/18 for travel 2/26 - 6/8/18 and 8/13 - 12/14/18 (FREE car rental)
Book by 4/29/18 for travel 6/9 - 8/12/18 (FREE car rental upgrade)
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

Island of Hawaii Vacation Packages

 from $585

Royal Kona Resort

Royal Kona Resort  

Standard. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Kids 17 and younger stay FREE.

 

3 nights with air from $585

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Castle Halii Kai at Waikoloa

 

Two Bedroom Garden Villa. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! FREE Wi-Fi. Kids 17 and younger stay FREE.

 

3 nights with air from $609

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Sheraton Kona Resort and Spa at Keauhou Bay

Sheraton Kona Resort and Spa at Keauhou Bay  

Mountain View. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 and younger stay FREE.

 

3 nights with air from $619

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Hilton Waikoloa Village®

Hilton Waikoloa Village  

Palace Tower Resort View. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Kids 18 and younger stay FREE.

 

3 nights with air from $735

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Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa  

Resort View. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Kids 17 and younger stay FREE.

 

3 nights with air from $735

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Aston Shores at Waikoloa

 

One Bedroom. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Kids 17 and younger stay FREE.

 

3 nights with air from $785

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Fairmont Orchid, Hawai'i

The Fairmont Orchid, Hawai'i  

Fairmont Garden View. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Kids 18 and younger stay FREE.

 

3 nights with air from $835

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Hapuna Beach Prince Hotel

 

Partial Ocean View. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! Kids 17 and younger stay FREE.

 

3 nights with air from $845

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Mauna Lani Bay Hotel and Bungalows

Mauna Lani Bay Hotel and Bungalows  

Garden View. Includes EXCLUSIVE up to 5-day FREE mid-size car rental! FREE lei greeting and welcome drink upon arrival. Kids 17 and younger stay FREE.

 

3 nights with air from $929

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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 5/14/18 for Mauna Lani Bay Hotel & Bungalows, 5/28/18 for Fairmont Orchid, Hawai'i and Hapuna Beach Prince Hotel and 5/21/18 for all other properties.
Hawaii - FREE up to 5-Day Hertz Car Rental or Car Rental Upgrade Offer: Valid on new bookings made 2/26 - 4/29/18 for travel 2/26 - 12/14/18. Minimum 3 nights' hotel accommodation at participating resort and roundtrip airfare required. Bookings receive FREE up to 5-day midsize car rental for travel 2/26 - 6/8/18 and 8/13 - 12/14/18. FREE car rental is valid for the duration of stay at a participating hotel or resort, or 5 days, whichever is less. Bookings receive a FREE one-category rental car upgrade for travel 6/9 - 8/12/18. Age restrictions may apply for car rental.
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.]