Diamond Head Oahu
Maui Beach, Lanai in background
Hanalei Bay Kauai
Lava flow off of Hawaii's Big Island

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!

Hawaii Travel & Testing Guidelines

In order to avoid a mandatory 10-day quarantine, travelers to Oahu, Maui and Island of Hawaii must take a COVID-19 test within 72 hours of the final leg of their flight to Hawaii and provide proof of a negative test result prior to boarding. Travelers must complete the State of Hawaii's Safe Travels online travel and health questionnaire and upload proof or a negative COVID-19 test result within 24 hours of flight departure to Hawaii. The test must be an FDA-approved NAAT COVID-19 test taken at an approved testing facility. Children ages 4 years and under are not required to provide a pre-travel test when traveling with parents. Effective December 2, all incoming trans-pacific and inter-county travelers to Kauai will face a mandatory 10-day quarantine.

For travel between the other Hawaiian Islands, another COVID-19 test may be required within 72-hours of arrival to bypass quarantine on Maui, Hawaii Island and Molokai. Inter-island passengers arriving on Oahu are not required to quarantine.  More information on each island's testing requirements is available here. Testing requirements are subject to change. Gov. David Ige has extended the statewide mask mandate, which requires all persons in the State to wear a face covering over their nose and mouth when in public.

Effective January 19, 2021, Maui requires all transpacific and inter-island arriving passengers to have uploaded the AlohaSafe COVID-19 exposure app or the Google-Apple exposure notification (GAEN) system to mobile phones prior to arrival. This rule is in addition to the Hawaii Safe Travels Program Requirements. More details and download links are available here.

The Best Deals for 2021 Vacations
Hotel discounts, FREE breakfast, room upgrades and more

  • Book by 2/28/21 for travel through 12/17/21
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.

 
 
Hawaii's Best Deals for 2021 Vacations: Valid on new bookings made 1/18/21 - 2/28/21 for select travel through 12/17/21. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]