Diamond Head Oahu
Maui Beach, Lanai in background
Hanalei Bay Kauai
Hawaii Big Island

Hawaiian Vacation Packages

from $495
 
Hawai`i 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, natural beauty renews you. Year-round gentle weather surrounds you on every island. With fiery volcanoes and cavorting whales, the Islands are rich with natural wonders. Look around. There's no place on earth like Hawai`i. We warmly invite you to explore these scenic islands for an ideal 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 your Hawaii vacation today!

EXCLUSIVE $100 OFF per booking

  • On minimum 3-night vacation packages
  • Book by 10/28/18 for travel through 6/30/19
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more
Diamond Head, Waikiki, Oahu

Oahu Vacation Deals

Oahu, is home to Honolulu, Hawaii's largest city. From the famous views of Waikiki beach, to the surfer's paradise of North Shore and beyond, Oahu offers an exotic fusion of Asian, Polynesian and western culture giving the island a flavor all its own.

3 nights with air from $495
 
 
Waterfall, Road to Hana, Maui

Maui Vacation Deals

From 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 ofHaleakala. Or just unwind on the beach.

3 nights with air from $699
 
 
Napali Coast Kauai

Kauai Vacation Deals

Known 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.

3 nights with air from $695
 
 
Mt. Kilauea Hawaii National Park

Hawaii Island Vacation Deals

Hawaii - 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.

3 nights with air from $555
 
 
Hawaii - $100 OFF per booking offer: Valid on new bookings made 8/27 - 10/28/18 for travel 8/27/18 - 6/30/19. Minimum 3 nights' hotel accommodation at participating resort and roundtrip transpacific airfare required. Discount is per booking, taken at time of booking and reflected in rates shown.
Rates are based on roundtrip air travel to/from Los Angeles (LAX) for Maui and San Francisco (SFO) for Kauai, Oahu and Island of Hawaii and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 12/3/18.
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.]