Deal Overview

EXCLUSIVE 3-Day FREE mid-size car rental

New Reduced Rates with Pleasant Holiday on Hawaii Vacations!

Expires: May 03, 2020

Deal Highlights

  • Reduced Rates on Select Hawaii Resorts
  • EXCLUSIVE 3-Day FREE mid-size car rental
  • Up to 15% off spa services on select packages

The BEST Deals in Hawaii!

Hawaii is hiking sculpted cliffs or diving amidst coral reefs in the afternoon and dining to slack-key guitar at sunset. The fresh, floral air energizes you. The warm, tranquil waters refresh you. The breathtaking beauty renews you. Year-round gentle weather surrounds you on every island. With soft breezes, towering cliffs and cavorting whales, the Islands are rich with natural wonders. Look around. There's no place on earth like Hawaii. We warmly invite you to explore these scenic islands for an idyllic travel experience.

Enjoy the aloha spirit with Hawaiian vacation packages and travel deals to the world's greatest Polynesian playground. Hawaii offers unique culture, resort accommodations and a variety of vacation activities. From Waikiki to Kona experience warm waters, white sand beaches, majestic volcanoes, golf, hiking and more! Book a single island Hawaii vacation or multi island package today!

All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more. PLUS, HURRY AND BOOK NOW and receive Reduced rates, FREE rental car, kids stay FREE and more!


Just pick your island and discover Hawaii

Big Island | 3 nights with air from $625

Grand Wailea, A Waldorf Astoria ResortHawaii - commonly called the Big Island - is the largest island in the Hawaiian chain. Geographically it's the most diverse. From scenic beaches and rainforests to majestic volcanoes and snow-capped mountains, the Island of Hawaii is truly an Island of Adventure. Book your Hawaii travel package today.

  • FREE 3-Day Midsize Hertz Car Rental
  • Daily continental breakfast buffet for two
  • 15% off spa services on Select Resorts
  • Inclusive Golf at Select Resorts


Maui | 3 nights with air from $715

Majestic waterfalls, blue lagoons and lush tropical surroundings distinguish this deluxe Kauai Marriott ResortFrom the Lahaina harbor to the shores of Big Beach in Makena, Maui is excitingly diverse. Watch a humpback whale breach the sea. Tee off at a championship golf course. Drive the 53-mile jungly road to Hana or traverse the moonlike volcanic crater of Haleakala. Or just unwind on the beach.

  • FREE 3-Day Midsize Hertz Car Rental
  • Daily Resort Credit of $15 per person at select resorts
  • 15% Spa discount at select resorts


Kauai | 3 nights with air from $589

Sheraton Kona Resort and Spa at Keauhou BayKnown as the "Garden Isle" due to its lush tropical rain-forests and abundant flowers, Kauai is the oldest Island in the Hawaiian archipelago. It's exotic landscapes range from the stunning beaches of Princeville to breathtaking Waimea Canyon and has provided locations for such films as Blue Hawaii, Raiders of the Lost Ark, and Jurassic Park.

  • FREE 3-Day Midsize Hertz Car Rental
  • $50 food & beverage credit at select resorts
  • 10% Spa discount at Select Resorts


Call TODAY to book one of these AMAZING Hawaii Vacation Deals!

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Terms & Conditions

Hot Deals FREE 3-Day Hertz Car Rental offer: Valid on new bookings made 03/02/2020 - 05/03/2020 for travel 03/02/2020 - 12/14/2020. Minimum 3 nights’ hotel accommodation at participating resort and roundtrip airfare required. Bookings receive FREE a 3-day midsize car rental; additional car rental days may be added at additional rate. Value of 3-day midsize car rental may be applied to upgraded car classes, but may not be redeemed for cash or discounted off the vacation package price. Age restrictions may apply for car rental. Rates are based on roundtrip air travel from Los Oakland (OAK) to Oahu, San Jose (SJC) to Maui, Kauai and Island of Hawaii, and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 11/2/20. 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.]