6 Hawaii Homes with Unforgettable Outdoor Spaces

Hawaii’s temperate climate allows us the luxury of enjoying outdoor living nearly all year long. And while pandemic-related lockdowns drove most of the world indoors, staying home in Hawai’i meant opting to lounge poolside, or at the very least, turning the lanai into an outdoor office.

As an extension of the home, an inviting, comfortable outdoor living space has become just as important as our indoor space. From treehouse gazebos for the young at heart to cliff-top estates with koi ponds, here are 6 of our favorite outdoor spaces so far in 2021!

Nature-Lovers’ Oasis in Keapana Valley

Kapa’a, Kauai

Listing Agent: Tiffany Spencer R(S) and Ben Welborn R(B)

Tucked away in Keapana Valley, just North of Kapaa, is a hidden oasis that brings adventure home to stay. The 2-bedroom, 2-bath main residence features large lanais that are screened-in, making for an enchanting indoor/outdoor living space. There’s no end to the family fun on this nearly 1-acre property. Outdoor enthusiasts will enjoy fishing for bass in the backyard stream. And kids (or kids at heart!) can choose from riding one of the waterslides into the lazy stream below or gliding down another waterslide into the above-ground pool. Overlooking the pool, the stilted gazebo proves that you’re never too old for a treehouse! For the nature lover, this hideaway boasts access to miles of country roads for biking, running, walking, or horseback riding. Or just stay home and barbeque from your river bluff and take in expansive views of waterfalls and the sun setting into the mountains.

Read all about this enchanted outdoor space here: Hidden Oasis in Kapa’a

Kona Coastline Home at Exclusive Hokulia

Kealakekua, Hawai’i Island

Listing Agent: Carrie Nicholson R(B)

Perfectly positioned on Hokulia’s golf course fairway, just open the pocket sliding doors of this elegant estate home and step onto the spectacular Jack Nicklaus Signature 18-hole golf course. Here at Hokulia’s exclusive residential club community, the avid golfer has a full-service Clubhouse with a golf pro shop, fitness complex, spa, open-air yoga studio, pavilion bar and restaurant, and more at their fingertips. Health-conscious adventurers seeking to enjoy the outdoor life, Island style, can hike gentle trails through the shoreline park, explore the interpretive center, or immerse themselves in Hawaii’s culture through Nawawa Bay’s outrigger canoe program. After a hike or round of golf, cool off with a refreshing swim in the spacious pool and you’ll see why this 1.15 acre property is number 4 on our list of unforgettable outdoor spaces. A spectacular spa tub, contemporary fire pit, and covered BBQ area elevate the outdoor living experience. And the outdoor covered lanai offers views of the famed Kona sunset while you dine alfresco.

Get an exclusive inside look at this fairway-side estate: Coastline Estate in Kealakekua

Hillside Estate in Kukui‘ula

Koloa, Kauai

Listing Agent: Neal Norman R(B)

This estate home was voted Wall Street Journal’s “Home of the Year” for 2018 and with a combined indoor/outdoor living space of more than 7800 sq. ft., it’s easy to see why! Here, you can relax into the seamless indoor/outdoor living experience cultivated by warm woods, luxurious stone floors, and custom lava rock walls. Connect with the outdoors from the moment you awake to the home’s stunning view of the ocean. Start your day sipping island-grown coffee while you stroll leisurely through the estate’s lush gardens. Then head to the private yoga pavilion to cultivate balance with the surrounding mountains as your backdrop, rinsing off after your practice in one of the multiple outdoor showers. Featuring a main pool that seemingly melts into the Pacific, a cold plunge to invigorate, and a hot tub to enjoy at the end of the day, this hillside home makes it easy to nurture your mind and body.

See this gracious outdoor living space here: Estate Home in Kukui‘ula

Oceanfront Estate at Kealii Point

Haiku, Maui

Listing Agent: Josh Jerman R(B)

With scenic views of the surrounding landscape and an open-air design, this next property’s sense of indoor-outdoor living is what landed it on our list of Hawaii’s most unforgettable outdoor spaces. Imagine heading down your palm-tree lined driveway to an almost 6,000 sq. ft. estate with 5 bedrooms, a gym, and ample outdoor living space. At the front gate, a towering tiki statue carved out of a single monkey pod log welcomes you home. Secluded and elegantly positioned at Kealii Point between Uaoa Bay and Pilale Bay, this 73-acre estate provides close to a 1/2 mile of coastline. Just don’t let its modern luxuries fool you – You’ll be far away from the neighbors and close to the outdoors at this oceanfront residence! From the open great room on the main level, you can enjoy the view of green countryside rolling down to the sapphire ocean below. But if you’re after a truly opulent outdoor living experience, you may want to spend some time on the large lanai that spills into a 10-ft deep pool, complete with a spa and waterfall.

Get a closer look at this home’s luxurious outdoor space here: Open-Air Estate in Haiku 

Poipu Oceanview Estate

Honolulu, Oahu

Listing Agent: David Lundstrom R(B)Pat James R(B)

This 8,039 square foot, smart-tech home in the Hawai’i Kai neighborhood boasts an open floor plan that creates a seamless flow from the warm, rich interior to outdoor living at its best. Poipu Oceanview Estate features floor to ceiling Fleetwood doors that completely recess into the walls with the touch of a button, ushering the sunlight in while drawing you out to the pool for a swim. Or perhaps a dip in the spa tub is how you prefer to experience the laid-back luxury of this fully-ensconced property. But it’s the fusion of designer touches and natural elements, like earthy stone floors and a tranquil water wall, that truly make this home an outdoor oasis. It doesn’t hurt that you can drink in the unobstructed beauty of Diamondhead and the Pacific from the privacy of your expansive, covered dining area after working up an appetite swimming laps!

Find out more about this luxurious home’s laid-back style here: Smart-Tech Estate in Honolulu 

The North Shore’s Jewel of Anini

Kilauea, Kauai

Listing Agent: Matt Beall R(B)

This 11,159 sq. ft. house is the largest luxury home available on Kauai, making it last on our list of unforgettable outdoor spaces, but certainly not least! With panoramic ocean views from Hanalei to Kilauea Lighthouse, this sprawling cliff-top estate seems to float on a lush, tropical lagoon. From the grand entry’s waterfall to an exotic, mature koi pond, water features abound here. After lounging on your own sandy beach, watching the water shimmer in the sunlight and waves dance on the horizon, you may not be able to resist jumping into the saltwater pool overlooking Anini Beach. Adjacent to the beach and saltwater pool is an outdoor kitchen, making dining poolside a breeze. When the sun goes down, wind down on the living room’s expansive lanai, where you can marvel at the silhouette of Bali Hai (Makana Mountain) at dusk. Or pop open a bottle from the temperature-controlled wine cellar, pour yourself a glass, and follow a bridge out to watch the koi swimming in the starlight.

Take a virtual tour of this breathtaking estate here: Cliff-Top Estate in Kilauea 

These 6 Hawai’i homes have such unforgettable outdoor spaces, we can’t imagine ever wanting to be inside! If you have questions about maximizing your outdoor living space or are interested in any of these amazing properties, please contact the Listing Agents above or email us at

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