Valentine’s Day in the Most Romantic Place on Earth: Five Date Ideas

Photo of a couple at Prince Waikiki with an oceanfront view

Twinkling city lights, breathtaking beaches, and natural wonder all around — there’s always love in Oahu’s fresh, ocean air. On the day dedicated to romance, it’s all about doing something special with that someone special, whatever that means to you. Slow down the pace with a serene spa day, explore new shores together, or dive fork-first into an unforgettable dining experience. Whisk away your one and only for the Valentine’s date of your dreams at Prince Waikiki.

Dine at 100 Sails Restaurant & Bar

Table at 100 sails restaurant & bar with sunset ocean view

Prince Waikiki’s own 100 Sails Restaurant & Bar sets a sensational, candlelit scene for any couple — especially if your love language involves savoring innovative island flavors paired with perfected cocktails. It’s here you’ll find a different kind of dining room, where backdrops of kaleidoscope harbor sunsets, star-spangled skies, and a sleek centerpiece bar frame your feast.

Get dressed in your Aloha best and join us from February 10th to 14th for a special dinner buffet menu featuring an array of elevated indulgences, like rack of lamb, roasted lobster tail, prime rib, made-to-order sushi, and fresh sashimi. From 6:00 to 8:00 pm each evening, the restaurant’s quiet buzz will be replaced by live entertainment from some of Hawaii’s favorite and emerging artists, including Chris Salvador, Danny Carvalho, and Duncan Kamakana.

It’s a picture-perfect setting for sharing a memorable meal and falling in love with new flavors. We’ll save you a table set for two — all you’ll need to bring is your perfect dinner partner.

A Wellness Retreat for Two

Guest getting a message at the spa

When you share a love of lounging, there’s no date more low-key than spending an afternoon at the spa. Settle in side-by-side and melt the everyday away, from jetlag and stiffness to sunburns. Naio Bliss Spa offers treatments inspired by elements of the ‘aina (land) and the kai (ocean) in its serene oasis or in the comfort of your own abode.

When it comes to romantic relaxation, it’s only natural to imagine a couple’s treatment. You’ll be spoiled for choice with eight massage styles, including an extra-gentle pregnancy option for those celebrating a babymoon. Then, treat your skin to a little love with a face or body service. Try our Ka La Recovery Treatment, a cooling coconut milk body wrap designed for soothing sun-kissed skin, or our Muliwai Hydrating Facial, which refreshes the skin with a blend of passionflower, banana, and coconut oil.

Your rituals of relaxation don’t need to end at the spa. Salute the sun with a Vinyasa or Hatha yoga class on the laid-back Muliwai Deck, where a float in our saltwater pool or plunge in the hot tub is just a few lazy steps away.

Stay Together, Play Together

Photo of the Prince Waikiki golf course

Tee up a golf trip for two and treat yourselves to a romantic round at the Hawaii Prince Golf Club, just a 30-minute drive from your private sanctuary at Prince Waikiki.

Featuring three interchangeable nines, this unique course — designed by golf greats Arnold Palmer and Ed Seay — is the only one of its kind in Hawaii. Sitting pretty on the sunny Ewa Plain, you’ll discover 27 manicured greens lined with bunkers, dotted with sparkling lakes, and framed by majestic views of the rain-carved Waianae Mountains. The hilly terrain and prevailing trade winds make for some challenging holes, but your stunning surroundings will make taking your time a breeze.

Elevate your clubhouse experience at Bird of Paradise Restaurant and indulge in some post-round pūpū (Hawaiian appetizers or finger food) platters paired with a cold drink and lush views of the course. Then, all that’s left to do is cart off into the sunset aboard your chariot for two.

Explore New Shores

Nurture your shared love for nature this Valentine’s Day with an aquatic adventure on Oahu’s crystal clear waters. One of the best ways to see the island’s landscape from a different perspective is by kayak, and securing a rental is simple. Hawaii Beach Time, a local equipment rental shop, will deliver a double kayak directly to Prince Waikiki, so you can relax until the moment you’re ready to leave.

Couple holding hands walking on the beach

Prince Waikiki is a launchpad for favorite kayaking spots among visitors and locals alike. Just a five-minute drive away, the famous Waikiki Beach makes a memorable spot to paddle. It also happens to be a top turtle-spotting destination, where you’ll often see these majestic creatures sunning or napping on the sand — something you might feel like doing after a day spent in the sun.

Travel a little further, and you’ll find yourself at Kaneohe Bay, where pristine waters are like a window to the marine life and vast coral reef systems below. Plan your trip for low tide, and you’ll see The Sand Bar — also known as The Sunken Island or Disappearing Island — a football field-sized expanse of sand that creates a turquoise pool in the bay’s center. Love exploring beyond the beaten path? Local tour companies like Godspeed Adventures and Twogood Kayaks offer guided trips to remote islands, canals, rivers, and tidepools.

Bucket-List Adventures

Sometimes, romance is all about soaking in new experiences together, and crossing something special off of your collective bucket list. Oahu is brimming with hidden gems and iconic attractions, and Prince Waikiki is your gateway to them all.

One of these gems is Byodo-In Temple, a scale replica of a temple in Uji, Japan, at the foothills of the Ko’olau Mountains. This serene sanctuary is surrounded by a Japanese garden complex etched with extraordinary detail and planned by famous Kyoto landscaper Kiichi Toemon Sano. Ring the sacred bell, roam the immaculately-manicured temple grounds, and watch the peacocks and black swans float about in the koi pond.

Photo of the beach

For a once-in-a-lifetime long walk on the beach, venture to Waimanalo Beach Park — one of Hawaii’s most awe-inspiring sights. Described by locals as “special” and ranked as one of the top beaches in the country, this serene, three-mile stretch along Oahu’s eastern shoreline is known for its tranquility, unspoiled beauty, and towering, oceanside mountains.

Plan Your Romantic Getaway

Couple getting drinks and enjoying live music at Prince Waikiki

Make your Valentine’s Day an extended stay with our Suite Dreams package. Reserve two consecutive nights, and we’ll take care of the third when you book an Oceanview One Bedroom Suite, Oceanfront One and Two Bedroom Suite, or a Lanai Suite—plus, enjoy a dinner on us at 100 Sails Restaurant & Bar. We can’t wait to welcome you.