5 Must-See Pools in Paradise

Posted by Staff Writer on Thursday, July 11th, 2019 at 1:47pm

Pool or beach? 

It can be a tough call on Maui, which has some of the best beaches in the world. But as tourists from across the globe flock to the island’s sandy coasts, nothing beats relaxing at a luxurious oasis ⁠— in the privacy and comfort of your own property. 

There’s no reason to ever leave your property when you can take a dip in pools like these, exquisite enough to be found in world’s finest five-star resorts. These are a few of our favorite pools in paradise:

9 Bay Drive | $49 million


A property like this one only comes around once in a lifetime. Nestled on Hawea Point in Kapalua, Maui, this stunning home was designed to seamlessly blend the indoors with the expansive lanai and pool, all while showcasing the tropical flora and panoramic ocean views. 

Encompassing more than 12,000 square feet of indoor-outdoor living space, this home is the epitome of elegant island living. The magnificent great room opens to a sheltered lanai and the pool deck below, all perfectly situated to watch Maui's spectacular sunsets. Entertain guests poolside, or take a dip in the pool under the stars — the opportunities are endless. 

4508 Makena Road | $29.98 million 


Hawaii beachfront living — redefined. On the pool deck of this Makena estate, it feels as if you’re lounging at your own private resort. Dip your toes into the refreshing waters of the iridescent tile pool, all while gazing out to the azure waters of the South Maui coast line. Listen to the sounds of the waves as you soak in the jacuzzi, watching the palm trees sway in the island breeze. 

One of the rarest South Maui offerings ever to come to market, this brand new construction, fully-furnished home offers a quiet getaway on one of the most exclusive beaches on Maui. From the property, stroll to the Wailea Beach Path, and follow it to restaurants, shopping and some of the finest resorts on island.

21 Kaulua Place | $5.25 million


When you don’t feel like strolling through the grassy backyard to the ocean to paddleboard, surf or windsurf, hang back at the pool with a book at this breathtaking Kuau estate. Without the coconut trees swaying in breeze in the distance, it’s almost hard to tell where the infinity-edge pool ends and the Pacific Ocean begins. Offered for the first time, this home hidden on Maui’s north shore, boasts a single level, open floor plan with an expansive covered lanai so you can enjoy every moment outdoors if you so choose.

110 Mehana Road | $3.45 million


There’s nothing better than waking up to the songs of birds while you enjoy a cup of your favorite brew on the lanai, just before taking a swim in a pool with its own own waterfall. Surrounded by tropical plants and natural rock formations, this private oasis offers a retreat to nature in your own backyard. 

Situated on more than 12 acres in the heart of Haiku, this four-bedroom, four-bathroom home embraces the beauty of nature through its many windows and doors, making for ideal indoor-outdoor living. Better yet, it’s only seven minutes from Paia and roughly 20 minutes to Upcountry schools and shopping. 

85 E. Waipio Road | $3.1 million 


Even though they live in Hawaii, Maui residents know that the ocean and pools can often get a little too chilly for comfort in the winter. But that’s not so at this magnificent oceanfront estate, which offers a 41-foot heated pool. Powered by solar energy, the stunning saline pool overlooks Waipio Bay, with views of ships sailing on the horizon and humpback whales breaching during the winter. 

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