Set within the prestigious Wailea Resort, Wailea Kialoa is one of South Maui’s most desirable gated neighborhoods. Designed with a collection of almost 100 custom-built homes on spacious lots, this neighborhood is known for its quiet streets, manicured landscaping, and central positioning between Wailea’s beaches, golf courses, and resort amenities. Located in between the Wailea Kai and Wailea Pualani Estates neighborhood, Wailea Kialoa has an intimate, established feel that appeals to those seeking both community and privacy.
Unlike resort-front neighborhoods, Wailea Kialoa was designed as a purely residential community, offering tranquility while remaining close to the action. Streets are quiet, landscaped with tropical foliage, and lined with one-of-a-kind homes that reflect Maui’s diversity in architectural design. Many residences feature pools, outdoor lanais, and seamless indoor-outdoor living spaces designed to take advantage of South Maui’s year-round sunshine.
Location: Central Wailea Resort, South Maui
Developed: Late 1980s – present day
Number of Homes: Approximately 97 custom residences on 102 lots
Lot Sizes: Generally 9,000 – 12,000 sq. ft. ( Some double lots over 20,000 sq. ft.)
Home Sizes: Ranging from ~2,000 to 5,000+ sq. ft.
Architecture: Custom designs with Mediterranean, contemporary, and Hawaiian influences
Views: Ocean, mountain, and golf course vistas depending on lot
Amenities:
Private gated entry with 24-hour security
Wide, landscaped streets
Walking distance or short drive to beaches, golf, dining, and shopping
Part of the Wailea Community Association with access to resort privileges
Living at Wailea Kialoa means being minutes from everything that defines the Wailea lifestyle. Ulua, Mokapu, and Keawakapu beaches are all nearby, offering swimming, snorkeling, and sunset walks. Wailea Golf Club’s Blue, Gold, and Emerald Courses are just up the road, while The Shops at Wailea provides boutique shopping, art galleries, and restaurants like Lineage and Koast.
World-class hotels—including the Grand Wailea, Andaz Maui, and Four Seasons—are close enough for a spa day or dining out, yet far enough to keep the neighborhood calm and private.
The Location
Owners value being tucked into a private gated community, while still being only minutes away from Wailea’s beaches, dining, and golf.
The Lifestyle
Many residents are second-home owners who love the ease of arriving to a safe, established neighborhood where everything they need—beach, golf, shops, and dining—is within arm’s reach.
The Homes
Wailea Kialoa’s custom-built residences offer individuality and privacy. Many homes feature ocean views, open floor plans, and spacious lanais designed to take full advantage of Maui’s outdoor living.
The Peace and Privacy
Residents often highlight how quiet the neighborhood feels, with cul-de-sacs and lush landscaping creating a sense of retreat that’s rare in a resort community.
For those looking to make Wailea their home—or second home—Wailea Kialoa offers something truly special. With its intimate size, variety of architectural styles, and proximity to the best of Wailea, this neighborhood stands out as one of the most secure and convenient residential enclaves in South Maui.
If you’re seeking privacy without sacrificing location, Wailea Kialoa is an excellent fit.
If you are considering making a change with your Wailea Kialoa property, presenting your home with the right strategy and exposure is essential. As a Coldwell Banker Global Luxury specialist, I provide a concierge-level approach tailored to showcase the unique features of your residence. From professional staging, high-end photography, and cinematic video tours to targeted digital marketing and an international reach, your home will be positioned to attract the right buyers locally and globally.
My white-glove service means every detail is handled with care, from preparing your property for the market to negotiating with precision and discretion. With Coldwell Banker’s trusted reputation and my hands-on dedication, your listing receives the attention and professionalism it deserves.
With its gated privacy, custom homes, and central Wailea location, Wailea Kialoa offers a great mix of security, style, and convenience. For those who value a true neighborhood feel without sacrificing proximity to beaches, golf, and resort amenities, this community represents one of South Maui’s most desirable addresses.
If Wailea Kialoa has sparked your interest, let’s connect. Whether you’re envisioning your next move or exploring the possibilities of second-home ownership, I’d be honored to guide you with expertise, discretion, and a personal approach tailored to your goals.
3750 Wailea Alanui #A-37 Wailea, HI 96753
3750 Wailea Alanui #A-37 Wailea, HI 96753