
The island of Maui is known for its stunning natural beauty, with crystal clear waters, lush tropical foliage, and sweeping views of the Pacific Ocean. And for those looking to live in the lap of luxury, Wailea is the place to be. This upscale resort community is home to some of the most exclusive and expensive real estate in Hawaii, with properties that command prices of $2 million, $10 million, and even $30 million and up. What sets these properties apart from more modest homes on the island? For starters, their locations are nothing short of spectacular. Many of these luxury homes are situated on pristine oceanfront lots, offering unobstructed views of the ocean and nearby islands. Others are perched on hilltops, offering sweeping panoramic views of the coastline and surrounding mountains.
But it's not just the location that sets these properties apart. The level of luxury and attention to detail in these homes is truly unparalleled. From the moment you step through the front door, you'll be greeted by stunning architecture and impeccable design. High ceilings, expansive windows, and natural materials like stone and wood create a sense of grandeur and sophistication. Of course, it's not just the aesthetics that make these properties so special. They're also equipped with all the modern conveniences and state of the art technology you could ever need. From smart home systems to climate controlled wine cellars, no expense has been spared in creating the ultimate luxury living experience.
But perhaps the most unique feature of these high end properties is the level of privacy they offer. Many of these homes are situated on large lots, ensuring that you'll never have to worry about neighbors or noise. And with top of the line security systems and gated entrances, you can rest easy knowing that you and your loved ones are safe and secure. Of course, with prices starting at $20 million and going up from there, these properties are not for the faint of heart. But for those with the means to afford them, they offer a level of luxury and exclusivity that is truly unparalleled. Whether you're looking for a vacation home, a retirement retreat, or simply a place to call your own, Wailea's luxury real estate market has something for everyone. So if you're ready to live the ultimate luxury lifestyle, Wailea's luxury real estate market is waiting for you.
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier loca...
Listing courtesy of Coldwell Banker Island Prop(S).
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...
Listing courtesy of Discovery Makena Realty LLC.
Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residen...
Listing courtesy of Discovery Makena Realty LLC.
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansiv...
Listing courtesy of Hawaii Life (W).
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...
Listing courtesy of Century 21 Island Homes.
Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/of...
Listing courtesy of Keller Williams Realty Maui-Ka.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed...
Listing courtesy of Engel & Volkers Maui.
The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4...
Listing courtesy of Coldwell Banker Island Prop(S).
Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and fro...
Listing courtesy of Wailea Point Realty, Inc..
Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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