The first property was built in 1990, the second acquired in 2000. Together, 4640 and 4650 Mākena Road represent one of Maui's rarest property offerings.Courtesy Hawai'i LifeThe Hawaiian word for good fortune is pōmaikaʻi and most would say the exceptionally rare opportunity to purchase two side-by-side oceanfront homes in South Maui is good fortune indeed. A thousand years ago, Polynesian voyagers traveled by dugout canoe, guided by the stars, and that same sense of pōmaikaʻi landed them on the untouched shores of Mākena. Today, this southwestern part of Maui is highly covetable, considerably lower in density than other areas of the island, with an inventory of only 80 or so oceanfront homes. Two of those homes—4640 and 4650 Makena Road—are presently listed at $45 million as a single private compound, the two joined residences providing eight bedrooms sprawling across 7,500 square feet of living space set on 1.26 lush acres. More alluringly, the estate holds 200 feet of ocean frontage, and the homes are perched about 35 feet above a pearly crescent of golden sand beach, easily strolled down to by walking path. The lanai off one of the houses cantilevers over a black lava rock cliff, with Pacific Ocean views reaching to the Molokini crater, the volcanic island of Kahoʻolawe and the West Maui Mountains. Tucked into Maui's lush southwest coast, Mākena has views that stretch to the Molokini crater, the volcanic island of Kahoʻolawe and the West Maui Mountains.Courtesy Hawai'i LifeBeyond the tempting tropical-resort vibes at play, the considerable value here is the fact that Mākena’s coastal regulations no longer allow new residential builds of this kind. Current setback requirements state that structures must be behind the erosion hazard line, which could be 40 to 60 feet or more inland from the shoreline to protect against sea level rise. Additionally, the fact that most other private properties along this shoreline are at low elevation vs. the vantage view offered here at this compound tip the scales.The original residence was built in 1990 by San Francisco venture capitalist Pierre Lamond, who clearly thought ahead about the Hawaiian location he was to build on. Not to be lured in by Maui’s dreamy beauty alone, it seems Lamond was well aware that materials selected needed to endure Mother Nature’s harshest weather: tropical storms, ocean moisture, salt spray and baking UV rays. Pierre Lamond, the compound's original owner, built with foresight, choosing weather-resistant materials that would see the homes well into the future.Courtesy Hawai'i LifeHe chose black glazed roof tiles that go beyond the pleasing contrast against azure skies and the most saturated greens of tropical flora, acing as a protective moisture barrier. Integrated copper downspouts make good sense in coastal architecture as the material’s natural patina resists rust and corrosion. Inside, an island-chic design prevails: 10-foot ceilings, five ensuite bedrooms, white walls, modern furniture and wood accents of warmed sand hues. A great room offers a space to gather in with floor-to-ceiling glass that opens to a breezy, ocean-facing lanai. Elegant interiors nod to Hawaiian heritage without tipping into island cliché. The properties are offered fully furnished.Courtesy Hawai'i LifeIn 2000, Lamond purchased the neighboring property for $10 million and went about remodeling that in the same design to create one cohesive estate, this time with three bedrooms, plus a den and office. This adjoining residence also nods to an elegant Hawaiian heritage, with nary a kitschy tiki-tchotchke in sight. The estate is offered fully furnished, and with its relaxed, timeless décor choices, there is certainly no need to start from scratch. Showtime in the skies at dawn and dusk.Courtesy Hawai'i LifeOutdoors, a shimmering pool awaits, perhaps dipped into before you settle into one of the impressive lanais, with year-round sunsets painting the Mākena skies streaky shades of jacaranda purple, guava, coral and hibiscus. From your own private perch overlooking this sweeping coast you can watch Northern Pacific Humpback whales migrate while you sip a morning cup or evening glass. Inhale the delicate scent of plumeria (frangipani) and be soothed by native birdsong. You get the idea—every relaxing facet of living here is meditative in its own right.Year-round sunsets paint the Mākena skies streaky shades of jacaranda purple, guava, coral and hibiscus.The enclave of Mākena is located on Maui’s southwestern coast, just south of the Wailea resort corridor. Mākena is the warmest, driest area of the island, tucked in the rain shadow of the dormant Haleakalā volcano. Leaving the tranquility and privacy of your estate here is at times essential, and nearby Wailea is where you’ll find exceptional restaurants like Nobu Grand Wailea, Komo at the Four Seasons Resort Maui and the Chef’s Table at Andaz Maui. Five of the eight resorts here have spas often included in ‘best of’ lists, and The Shops at Wailea offer open-air retail therapy, where Gucci, Louis Vuitton and Saint Laurent boutiques rub shoulders with local beach and surfwear independents.Maui’s outdoor activities are the real pull here: coastal walking trails, championship golf courses at Mākena Golf & Beach Club and Wailea Golf Club, tennis at Wailea Golf and Tennis. And Oneloa (Big Beach) sits inside Mākena State Park, one of Hawaii’s largest undeveloped sandy beaches with a powerful shore break. Snorkelers rave about Turtle Town on Mākena Landing and its gentle coral reef, and Maui’s first dog park has opened nearby.Near enough to the resorts and retail of neighboring Wailea, the Mākena residence is nevertheless supremely private.Courtesy Hawai'i LifeBack at the Mākena residence, listing agent Dave W. Richardson sums up just how rare this estate is, saying that in his “45 years of working along the South Maui coastline I’ve never encountered another property like this. A buyer here has the unusual opportunity to work with existing structures and enhance them rather than navigate the regulatory challenges of creating a comparable estate from scratch.”4640 and 4650 Makena Road is listed at $45,000,000 by David W. Richardson of Hawai’i Life, a member of Forbes Global Properties, the invitation-only network of top-tier brokerages worldwide and the exclusive real estate partner of Forbes.