Hawaii
Paradise Found: Your Dream Hawaii Vacation Awaits
Hawaii
Aloha, beaches, paradise
Soak up the sun on Hawaii’s stunning beaches and explore lush island landscapes. Every day feels like a tropical adventure in this Pacific paradise.
Oahu: Catch the buzz of Honolulu, iconic Waikiki Beach, and the historic Pearl Harbor. Maui: Drive the scenic Road to Hana and relax on gorgeous crescent-shaped beaches. Kauai: Discover lush rainforests, dramatic cliffs, and the postcard-worthy Na Pali Coast. Big Island: Experience active volcanoes, black sand beaches, and starry nights atop Mauna Kea. Lanai: Find seclusion on tranquil shores and explore rugged landscapes by 4x4. Molokai: Step into old Hawaii with untouched valleys, cultural history, and peaceful vibes.
Our FAVORITE Things to do
Our Top Hotels
Iconic, vibrant, family-friendly
Hilton Hawaiian Village
Hilton Hawaiian Village is a sprawling beachfront resort in Waikiki, famous for its iconic rainbow tower. Enjoy lush tropical gardens, multiple pools, and a beachfront lagoon—perfect for families and couples alike. With on-site dining, shops, and nightly Hawaiian entertainment, it’s a true island getaway all in one place.
Chic, vibrant, luxurious
Andaz Maui at Wailea
Andaz Maui at Wailea Resort delivers sleek, modern luxury right on Wailea Beach. Five cascading infinity pools and direct beach access make every day feel special. Savor creative farm-to-table cuisine and fresh local flavors at on-site restaurants. Spacious rooms, lush gardens, and vibrant sunsets create a true Maui escape.
Lush, grand, relaxing
Grand Hyatt Kauai Resort
Set within expansive gardens and lagoons, this resort defines island luxury. Swim in multi-level pools, drift along the lazy river, or rejuvenate at the Anara Spa. Savor oceanside dining, world-class golf, and endless sunset views. Spacious rooms with private lanais let you soak up the tropical vibe. It’s a perfect escape for families, couples, and anyone seeking true Hawaiian paradise.
Elegant, tranquil, beachfront
Fairmont Orchid, Hawaii
Nestled along the Kohala Coast, this resort blends luxury with genuine aloha spirit. Stroll lush gardens, relax by the calm lagoon, or unwind at the award-winning spa. Dine oceanside, snorkel with turtles, or play a few rounds of championship golf. Spacious rooms offer peaceful views and island-inspired touches. Perfect for couples, families, and anyone seeking a serene Big Island retreat.

Ready to get packing?
Call us at 312 690-3011
or fill out a vacation request form to get prices

We are a full service Travel Agency
we cater to poker players
but work with everyone
Play Poker Vacations is a full service travel agency catering to both poker enthusiasts and non-poker players alike. Our objective is to create exceptional, memorable, and stress-free vacation experiences. With over four decades of expertise in the travel industry, we have planned trips to every corner of the globe. Whether you seek a cruise or an island get-a-way, we will meticulously curate the ideal vacation tailored to your needs.
Our specialization lies in poker-themed vacations, including our exclusive "Play Poker at Sea" packages and our Mexico & Caribbean packages that feature our private poker room and tournaments just for our guests. Additionally, we excel in independent Europe packages, tropical getaways, destination weddings, and honeymoons. So when you're ready to book your trip call us and you'll be "All-In for a Great Vacation".














