Wailea Kai is a private, gated community located in the heart of Wailea, just a short stroll from the world-renowned Keawakapu Beach. This subdivision features 100 single-family homes surrounded by lush tropical landscaping and well-maintained streets. Residents enjoy the privacy of a secure entrance while being part of the Wailea Community Association, which provides access to resort-style amenities and beautifully maintained common areas. Wailea Kai offers an ideal blend of comfort, location, and island living within one of Maui’s most desirable neighborhoods.
Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street f...
Listing courtesy of Hawaii Life (W).
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained...
Listing courtesy of Romvari Realty Ltd.
Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned p...
Listing courtesy of Maui Luxury Real Estate LLC.
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.
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...
Listing courtesy of Kokua Realty LLC.
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a uniqu...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Exquisitely renovated Wailea Kai home in one of the closest lots to world-famous Keawakapu Beach! This unique residence fully embraces its Spanish-inspired design, seamle...
Listing courtesy of Compass-W.
Gorgeous, recently remodeled, light and bright Home with private suite! Offered turnkey and situated in the highly sought-after gated Wailea Kai neighborhood. Privately p...
Listing courtesy of Coldwell Banker Island Prop(S).
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upg...
Listing courtesy of Compass-W.
Discover the pinnacle of modern island living at 124 Waaula Pl, a completely reimagined 3-bedroom, 3.5-bath residence with a den and separate living area, ideally situate...
Listing courtesy of Hawaii Life (W).
Just steps from the golden sands and turquoise waters of Keawakapu Beach, 85 Pukolu Place in Wailea Kai captures the essence of Maui living with a rare blend of luxury, c...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Welcome to this Wailea Kai gated community masterpiece. This charming single-story home offers serene island living at its finest. Enter the private front yard through a ...
Listing courtesy of eXp Realty.
Nestled within the highly sought-after gated community of Wailea Kai, this beautifully appointed 3-bedroom, 3-bath residence with an additional den/office offers the esse...
Listing courtesy of Hawaii Life (W).
This classy & charming home in Wailea Kai was tastefully updated in 2022 and a delight to see! The main living and kitchen area is very light and airy with high open beam...
Listing courtesy of Coldwell Banker Island Prop(S).
Single level living in the highly sought-after “Little Kai” gated neighborhood of Wailea Kai. This 3 bedroom 3.50 bath home has had several updates over the past few yea...
Listing courtesy of Coldwell Banker Island Prop-Ku.
PRICED TO SELL. 21 Waikai is high-quality custom home located in the highly desirable neighborhood of Wailea Kai. The home is now being offered for sale for the first tim...
Listing courtesy of Berkshire Hathaway Maui Prop-L.