Wailea Kai Real Estate & Homes
Wailea Kai Homes for Sale in Kihei, Maui
Wailea Kai is a neighborhood of single-family homes on the Kihei and Wailea border in South Maui, on streets such as Waiea Place, Waikai Street and Waaula Way, close to Keawakapu Beach and the Wailea resorts. Current Wailea Kai listings appear below and update daily from the Maui MLS. Save a search to get new listings by email as soon as they come on the market.
Wailea Kai at a Glance
| Location | Kihei and Wailea border, South Maui |
| Property types | Single-family homes |
| Typical homes | Three- and four-bedroom homes |
| Recent sales | Recent sales about $1.93 million to $3.08 million |
| For sale now | About 6 listings, about $1.75 million to $2.5 million (October 2026) |
Buying in Wailea Kai
Wailea Kai offers single-family homes near Wailea at prices below the Wailea resort neighborhoods. Compare views, lot size and updates, and check the age of roofs and systems.
More South Maui Resources
- Kihei homes and condos
- Wailea homes for sale
- South Maui neighborhoods
- Maui neighborhoods guide
- Free home valuation
Market figures are MLS list prices of sold and active listings as of October 2026 and change daily. Confirm details for any property with The Maui Property Team at (808) 217-8832.
View All Latest Wailea Kai Homes for Sale
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...
- 3 Beds
- 3 Baths
- 410718 MLS
- ACTIVE Status
- Fee Simple Tenure
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...
- 3 Beds
- 3 Baths
- 410693 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Romvari Realty Ltd.
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...
- 3 Beds
- 3 Baths
- 410251 MLS
- ACTIVE Status
- Fee Simple Tenure
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...
- 4 Beds
- 3 Baths
- 410122 MLS
- ACTIVE Status
- Fee Simple Tenure
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...
- 3 Beds
- 3 Baths
- 408470 MLS
- ACTIVE Status
- Fee Simple Tenure
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...
- 4 Beds
- 4 Baths
- 408345 MLS
- CLOSED Status
- Fee Simple Tenure
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...
- 4 Beds
- 4 Baths
- 408243 MLS
- CLOSED Status
- Fee Simple Tenure
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...
- 4 Beds
- 3 Baths
- 407427 MLS
- ACTIVE Status
- Fee Simple Tenure
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...
- 3 Beds
- 4 Baths
- 407403 MLS
- CLOSED Status
- Fee Simple Tenure
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...
- 5 Beds
- 4 Baths
- 407080 MLS
- CLOSED Status
- Fee Simple Tenure
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 ...
- 3 Beds
- 2 Baths
- 406647 MLS
- CLOSED Status
- Fee Simple Tenure
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...
- 3 Beds
- 3 Baths
- 406009 MLS
- CLOSED Status
- Fee Simple Tenure
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...
- 3 Beds
- 4 Baths
- 398977 MLS
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
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...
- 3 Beds
- 4 Baths
- 400357 MLS
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Berkshire Hathaway Maui Prop-L.