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, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.
Courtesy of Coldwell Banker Island Prop-Ku, Stephanie Dutcher RS-77749.
Based on information from the Multiple Listing Service of the Maui Board of REALTORS® Maui Real Estate listings last updated . Information is deemed reliable but not guaranteed. Copyright 2026 by the Realtors® Association of Maui, Inc. MLS Some of the active listings appearing on this site may be listed by other REALTORS®. If you are interested in those active listings, our company may represent you as the buyer’s agent. If the active listing you are interested in is our company’s active listing, you may speak to one of our agents regarding your options for representation.
Contact: Cell: 808-757-6161