Save big with our Hawaii Exclusive Vacation Sale

Make this Hawaii vacation one to remember with exclusive deals that you cannot book anywhere else at select hotels and resorts on the four most popular islands. On Oahu, surf the big waves of North Shore and honor the memory of heroes at Pearl Harbor. Enjoy your stay in a luxurious suite at Ilikai Hotel […]

Have twice the fun in Maui at Lahaina Shores Beach Resort, Maui

Maui has earned a well-deserved reputation for romance and adventure. From the lush waterfalls of the Iao Valley to the beautiful beaches of Ka‘anapali and Wailea to the unforgettable Road to Hāna, you’ll find opportunity to explore at every turn. Lahaina Shores Beach Resort provides the perfect home base for a great Maui vacation. Offering […]

Exclusive Vacation Sale: Insider deals to Hawaii

Trust the Hawaii experts and receive exclusive deals from Pleasant Holidays that you simply cannot book anywhere else! Our Hawaii insiders have tracked down the best deals on each of four islands to offer you savings and added values for an exceptional Hawaii vacation experience. OAHU Ilikai Hotel & Luxury Suites 10% OFF the lowest […]

FREE Car Rental or Upgrade with Hawaii Vacations

Freedom comes standard with Hawaii vacations from Pleasant Holidays. Enjoy the freedom to see the islands’ must-see sights: Pearl Harbor on Oahu, the Road to Hana on Maui, Hawaii Volcanoes National Park on Hawaii Island and Kauai’s Waimea Canyon, to name a few. Receive a FREE 5-day midsize Hertz car rental for travel 3/1 – […]

Say Aloha to Your Next Vacation

Collette invites you to see the beautiful volcanic archipelago located in the Central Pacific. Hawaii is known for its rugged cliffs, waterfalls, and of course it’s tropical foliage and beaches with gold, red, black, and even green sand! Get ready to let the spirit of “Aloha” be your guide as you immerse yourself in the […]

Explore the Islands in Style on your Next Hawaii Vacation

The Hawaiian Islands are perfect for exploring with natural beauty in all its various forms on display around every corner. Unique volcanic landscapes, lush inland valleys and breathtaking coastlines are but a sample of what’s in store. Pleasant Holidays makes it easy to discover Hawaii’s natural wonders by offering a FREE 5-day Midsize Hertz Car […]

Escape the Winter Chill with Hawaii Vacation Savings from Pleasant Holidays!

Pleasant Holidays’ Hawaii Winter Travel Vacation Sale makes it easy and affordable to escape the snow and cold with a warm getaway to the sun-filled Hawaiian Islands. The perfect spot for family travel or a romantic couple’s getaway, Hawaii is the ideal blend of sun and sand, fine dining and adventure, nature and cultural experiences. […]

Island hopping in Hawaii on Un-Cruise Adventures’ Hawaiian Seascapes Cruise

Explore the hidden treasures of Hawaii aboard an intimate vessel crewed by local experts with flexible itineraries designed to allow for random encounters with nature’s majesty. On this island-hopping luxury yacht expedition, sail along Hawaii’s leeward coasts visiting Hawaii Island, Maui, Lanai and Molokai. View marine species and endangered animals; experience traditional Hawaiian culture, meeting […]

Don’t Miss Your Chance to Save Big on a Hawaii Vacation this Fall

Join us in either October or November on our Hawaii Four-Island tour, and we will take $350 per person off your roundtrip airfare when you book your air through YMT*. Relax in Oahu and explore the rich history and tradition of the islands in Honolulu. An included tour of Pearl Harbor and leisure time to […]

EXTRA! Breaking Deals: Hawaii 7-Day Sale

Each week the experts at Pleasant Holidays offer an all-new trio of Hawaii vacation deals so fresh and fabulous, they are only available for seven short days. Featuring three resorts and three islands, you’ll find reduced rates and added values that let you have the vacation you want at a price you’ll love. Check out […]