Outrigger canoe near Diamond Head, Oahu
Paddle boarding off Maui beach
Woman ziplining in Kauai rainforest
Woman eating by waterfall, Big Island Hawaii

Hawaii Vacation Packages

 
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 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!

#LetHawaiiHappen

Six Hawaiian Islands. Six unique experiences. From crystal blue waters to stunning green cliffs
and black sand beaches, Hawaii's wealth of natural beauty is the breathtaking backdrop for
unforgettable experiences that reward those who delve a little deeper - into vibrant cultures full of
welcoming aloha, a thriving food scene and thrilling outdoor adventures.
There's so much more to Hawaii than what you've heard about. #LetHawaiiHappen
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Fall & Winter Sale
FREE 3-Day Midsize Hertz Car Rental
  • Minimum 3-night vacation packages
  • Book by 5/3/20 for travel through 12/14/20
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
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 of Haleakala. Or just unwind on the beach.

 
 
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.

 
 
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.

 
 
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.

 
 
Molokai Island Hawaii

Molokai Vacation Deals

Natural, unspoiled and rustic, Moloka‘i remains true to its island roots. Where visitors can experience old-style Hawai‘i and feel the Hawaiian culture and aloha spirit permeate from the central town of Kaunakakai to revered Hālawa Valley and sacred Kalaupapa. Trek through Hālawa Valley.

 
 
Manele Golf Course overlooking cliff, Lanai

Lanai Vacation Deals

Embrace serenity on the island where not one single traffic light can be found. Where luxury and privacy are a way of life. As the smallest inhabited island, Lāna'i offers an escape from it all. Indulge in world-class amenities and championship golf, or spend the morning exploring local shops in Lāna'i City.

 
 
Hawaii - 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.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]