Spend your tropical vacation days soaking up the sun and your evenings taste testing your way through Oahu’s top notch dining scene. From hidden local eateries to fine dining on the oceanfront, there’s something for every foodie on Oahu on your next vacation. Plan to leave the beachwear behind and slip into something more refined for at least one evening out on Oahu. Whether you’re celebrating a special occasion or simply relishing in every moment of the vacation, a night of fine dining on Oahu is a special way to treat that special someone. For a memorable evening out, consider adding one of these top five Oahu fancy restaurants to your dining itinerary!


Dine along the beachfront with the ocean, Diamond Head, and the Waikiki skyline offering breathtaking sights over a four-course dinner menu at Azure. The dress code is resort wear at this fine dining locale, situated within The Royal Hawaiian Resort. While the menu changes with the seasons, you can expect to begin your four-course meal with an asparagus salad, accented with ingredients such as almonds, mint, and ricotta. For the second course, enjoy the creamy poached scallops before moving on to a waygu strip loin garnished with truffled cream corn and pickled garlic. Top the meal off with a slice of honey cake, the perfect sweet end to the evening.

Chef Chai

Snag a table on the outdoor patio or in the modern interior of Chef Chai, which is known for their upscale Asian fusion dishes. From features in Travel & Leisure to his own cooking shows “Dining Out with Chai” and “Chai’s Choices,” Chef Chai is a well-known name on the dining scene. New and innovative uses of spices and ingredients create a fusion of flavors in his signature dishes. A great option for those trying out Chef Chai for the first time is to order from the Tasting Menu, which provides an appetizer, main course, and dessert at a set price. Start your meal with the fresh ahi tartar with avocado mousse in mini waffles cones. Moving on to the main course, the grilled filet mignon is a favorite. Top the evening off with a slice of shredded coconut cheesecake with Tahitian vanilla crème anglaise. The wine list at Chef Chai is extensive, with options to order by the glass or bottle.

Hy’s Steak House

A mainstay in Waikiki, Hy’s Steak House has been serving upscale meals to residents and visitors alike for more than 40 years. The steaks at Hy’s are dry-aged and trimmed onsite before being cooked over Hawaiian kiawe wood, making them some of the very best around. In addition to their fine dining dinners, Hy’s Steak House is also known for the amazing brunch they offer on holidays. The tableside preparation is top-notch at Hy’s, where skilled waiters prepare Caesar salad, warm spinach salad, and flambe desserts such as bananas foster and cherries jubilee all within the intimacy of your table. Start your meal out with an order of oysters rockefeller, prepared with double smoked bacon and caramelized onions. When it comes to entrees, the Oahu fancy restaurant’s name says it all – Hy’s is known for their excellent steaks. Choose among cuts such as delmonico, ribeye, porterhouse, filet mignon, and New York strip, turning it into surf n’ turf with an added lobster tail or king crab legs. Toast to a special occasion with wine by the glass or bottle and be prepared to be wowed with dessert. You can’t go wrong with any of their flambe desserts, but the bananas foster is especially decadent.


The name Roy Yamaguchi is now known the world over, and his fancy restaurants in Oahu can’t be overlooked for a fine dining experience on Oahu. The island boasts three Roy’s locations, including one in Hawaii Kai, Waikiki, and Ko Olina. Known for his Hawaii inspired cuisine, Roy’s is a great place to get a taste of the islands. Opt for the al fresco prix fixe menu, which boasts three courses that are an idea mix of items from the land and sea, as well as a decadent dessert.

53 by the Sea

Situated right along the oceanfront, 53 by the Sea lives up to its name by offering stunning views over the sea as you dine. Soak in views of the famed Waikiki Beach and Diamond Head as you feast on dishes made with fresh local ingredients and locally caught seafood. The gentle tunes of live piano music create an atmospheric backdrop for your meal at 53 by the Sea. Start your meal with an order of crab cakes, served with Japanese pickled vegetable relish and caper aioli. Mains include a selection of items from the land and sea. For the seafood lover, the pan seared ahi steak is a favorite, served with stir fried vegetables, watercress relish, and truffle sauce. Let your conversation linger over drinks with a specialty cocktail or wine by the glass or bottle.

Enjoy the upscale home base of the highly desirable Ko Olina vacation rentals in sunny west Oahu, where you’ll enjoy easy access to Oahu’s best fine dining restaurants! Contact us to learn more today!