Find Your Real Hawaii!
For over 65 years, Pleasant Hawaiian Holidays has brought lovers, adventurers and sun worshippers to the beaches of Hawaii. Catch a wave on the North Shore. See the Green Flash. Watch the sunrise from the rim of Diamond Head Crater. Like no other place in the world - this is the real Hawaii.
Pleasant Hawaiian Holidays Best Deals
The People. The Place. Maui
From the awe-inspiring Haleakalā National Park to pristine beaches and lush valleys, Maui offers a treasure trove of breathtaking landscapes, rich culture and unforgettable experiences.
With exclusive savings and value-adds at these popular resorts, there’s no better time to visit Maui.
- Roundtrip air
- 5 nights accommodations
- Daily breakfast for two
'Alohilani Resort Waikiki Beach
Why We Love It:- Awe-Inspiring Rooms – The hotel boasts furnished balconies with panoramic ocean, Diamond Head, or city views.
- Proximity to the Beach – Head to Waikiki Beach, just across the street from the hotel, one of the world’s most famous stretches of sand. Relax on its golden sands or catch a wave at this iconic surf spot.
- Great Value: EXCLUSIVE low hotel rates on Diamond Head Ocean View Rooms PLUS $25 per day resort credit.
The Twin Fin
Why We Love It:- The Ocean Calls – Head to Kuhio Beach Park, just across the street from the hotel. Here, a reef creates a calm swimming area for families on one side and a break for surfers on the other.
- A Tranquil Retreat – The hotel is located on the quiet Diamond Head side of Waikiki so you can enjoy peaceful moments just a short walk from the vibrant urban scene of Kalakaua Avenue.
- Room for Everyone – You’ll find accommodation options to suit virtually every need, from comfortable guest rooms perfect for couples and solo travelers, to 3-bedroom suites that offer families the dual benefits of togetherness and space.
- Great Value: EXCLUSIVE low rates, with a guaranteed room upgrade from Partial Ocean View to Ocean View rooms.
The Westin Maui Resort & Spa, Ka’anapali
Why We Love It:- An Oceanfront Paradise: – The resort offers endless opportunities for adventure and rejuvenation in a magical setting, just steps from the beach.
- Kawaiola Aquatic Playground – Set amid lush landscaping, six stunning pools spanning 87,000 square feet offer fun for everyone. Escape to a serene adults-only pool deck with an infinity pool and hot tub. Or join the fun in the family area including a splash zone and a thrilling 270-foot waterslide.
- Signature Wellness Experiences – Enjoy restorative treatments at the Heavenly Spa by Westin™ or participate in an outdoor fitness class affording inspiring views of the ocean.
- Great Value: EXCLUSIVE low rates on Ocean Tower, Aina View and Ocean Tower, Ocean View rooms + FREE amenity bag.
Aston Kaanapali Shores, Maui
Why We Love It:- Best of Both Worlds – Enjoy the comforts and conveniences of a condominium with the amenities of a full-service resort and suites as large as 2,000 square feet.
- Family Spaces – Up to four people can stay in a one-bedroom suite and up to six people in a two-bedroom suite at no additional charge.
- Cultural Activities Included – Experience opportunities to learn hula, lei making and more.
- Great Value: EXCLUSIVE low rates on One Bedroom Ocean View rooms and FREE daily breakfast for two guests per room.
Waikoloa Beach Marriott Resort & Spa, Hawaii Island
Why We Love It:- Aloha Active Travelers – The Island of Hawaii is BIG on opportunities to explore. Hike Kilauea, watch the lava flow at Hawaii Volcanoes National Park, visit the black sands of Punalu‘u Beach and so much more.
- Ample Onsite Opportunities, Too – Embrace the Aloha Spirit with activities such as lei making, hula lessons, ukulele lessons, manta ray viewing, and a tour of the historic fishing village on property.
- Make a Splash – Three sparkling pools offer endless fun in the sun, including a children’s pool, another with a twisting waterslide and a separate infinity pool for tranquil moments.
- Great Value: EXCLUSIVE low rates on Resort View and Ocean View rooms, FREE continental breakfast for two guests in each room, and 10% OFF spa services.