Real Maui Life Logo
    Keala O Wailea
    Keala O Wailea

    Wailea Condominium Guide

    Keala O Wailea

    A gated residential condominium community set above the Wailea coast, combining newer construction, spacious single-level residences, expansive lanais, private parking and elevated views with convenient access to Wailea’s beaches, golf, dining and shopping.

    55 Wailea Gateway Place, Wailea, Maui
    DistrictWailea/Makena
    Water FrontageNone
    Vacation RentableNo
    Pets AllowedYes*
    TenureFee Simple
    Units70
    Year Built2018-2019

    Pet Policy Notice: Condominium pet rules change frequently. While this complex has historically allowed pets, current association rules (including size, weight, and breed restrictions) must be independently verified.

    Back to Maui Condo GuideCondo Guide

    Keala O Wailea Condos for Sale

    Explore currently available residences at Keala O Wailea.

    A Newer Kind of Wailea Condominium Living

    Many of Wailea’s best-known condominium communities were developed during earlier phases of the resort’s growth, while Keala O Wailea represents a more recent residential interpretation. Positioned above the Wailea coast near the northern entrance to the resort area and adjacent to the Wailea Gateway Center, the community is inland and elevated rather than beachfront.

    Its appeal lies in the combination of residential privacy, ocean-oriented views, modern architecture, spacious interiors, large lanais, gated access, private parking, shared recreation, and convenient access to the rest of Wailea. With only 70 residences, it maintains a more intimate scale than many larger resort condominium properties.

    The buyer profile is often different from those focused primarily on vacation-rental income. Keala O Wailea is generally better suited to buyers seeking a second home, a seasonal residence, a primary Maui residence, a long-term residential holding, or a modern lock-and-leave property, rather than functioning as a nightly rental resort.

    The Appeal

    What Makes Keala O Wailea Different

    Modern Wailea Construction

    Keala O Wailea was completed decades after many of Wailea’s original condominium properties. Its open layouts, larger glass openings, contemporary kitchens, central cooling systems and modern building standards can appeal to buyers who want a residence that feels current without beginning with a major renovation.

    Elevated Coastal Outlooks

    The community occupies a naturally sloping site above the Wailea coast. Many residences look across the resort toward the ocean, neighboring islands or West Maui Mountains, although the strength and direction of the view depend on building, floor, orientation and landscaping.

    Residential, Not Resort-Rental Focused

    Keala O Wailea is designed around residential ownership rather than frequent visitor turnover. That distinction creates a different atmosphere from Wailea communities where short-term vacation use is a central part of the ownership model.

    Private Parking Options

    Garages and carports are an important differentiator in Wailea, where many condominium properties rely primarily on open assigned parking. Buyers should verify the exact parking configuration, location, dimensions and storage rights attached to each residence.

    Convenient Upper-Wailea Location

    Wailea Gateway Center sits immediately nearby, while the Shops at Wailea, Wailea Town Center, golf courses, resort restaurants and public beach-access points are all within a short drive. The location prioritizes convenience without placing the community inside the busiest beachfront resort corridor.

    Keala O Wailea Exterior

    Nearby Landmarks

    • Wailea Gateway Center
    • The Shops at Wailea
    • Wailea Town Center
    • Wailea Golf Club
    • Wailea Beach
    • Ulua Beach
    • Mokapu Beach
    • Keawakapu Beach

    From New Development to Established Community

    Keala O Wailea was introduced during the mid-2010s as one of Wailea’s newest multifamily residential developments. Planned as 70 residences distributed among seven three-story buildings, construction and delivery occurred in phases, with occupancy beginning around 2017 and the completed community generally associated with the 2017–2018 period.

    The original vision emphasized contemporary Hawaiian-inspired architecture, single-level residences, strong indoor-outdoor connection, elevated coastal views, energy-conscious construction, central shared recreation, private parking, and a low-density residential character.

    Contemporary Design with a Hawaiian Sense of Place

    The low-rise three-story buildings feature horizontal rooflines, deep overhangs, covered lanais, natural-toned exterior materials, and tropical landscaping. Broad window and door openings foster indoor-outdoor living, while building placement was intended to respond to the slope. Modern kitchens and baths, central air conditioning, high ceilings in applicable plans, elevator access for applicable residences, and attached or detached parking structures round out the practical details.

    Original residences were offered with multiple coordinated interior palettes—Makai, Keala, and Mauka—which were original developer finish concepts. Today, many residences contain owner-selected upgrades, replacement flooring, updated appliances, custom lighting, modified cabinetry, window treatments, furnishings, and lanai improvements approved by the association.

    Understanding the Site Plan

    The seven residential buildings follow the community’s sloping upper-Wailea terrain. Buyers should evaluate building number, floor, unit stack, ocean orientation, morning versus afternoon sun, golf-course or mountain orientation, proximity to the entrance and Wailea Gateway Center, proximity to the pool, spa and pavilion, road exposure, parking location, garage or carport location, elevator access, walking distance to amenities, landscape screening, neighboring rooflines, and privacy from adjacent buildings.

    Preferred placement depends entirely on the buyer. Those prioritizing views may favor upper-floor residences with broader western sightlines, while those prioritizing easy entry may prefer ground-level homes or residences near parking. Pool frequenters may value proximity to the recreation area, whereas those seeking greater quiet may prioritize distance from the entry or community facilities.

    Designed with Efficiency in Mind

    The project incorporated energy-conscious construction, which may include energy-efficient appliances, high-efficiency cooling systems, water-conscious fixtures, solar orientation, natural ventilation, low-emitting materials, efficient lighting, and landscape water management. Actual energy use depends on residence size, cooling preferences, occupancy, exposure, appliance choices, and individual owner behavior.

    Keala O Wailea Buildings

    Residence Numbering

    Residence numbers alone do not communicate view quality, parking convenience or elevator access. Buyers should review the site plan and physically evaluate the route between the residence, parking and community amenities.

    Two- and Three-Bedroom Residences

    Keala O Wailea features two-bedroom and three-bedroom residences, including top-floor penthouse-style layouts with larger interiors.

    PlanBedroomsBathroomsApprox. Interior Sq. Ft.
    Verified 2-Bedroom221,241 - 1,248
    Verified 3-Bedroom321,380 - 1,460
    Top-Floor Penthouse32.51,715

    Two-Bedroom Residences

    Featuring an open kitchen, dining and living area connected to the covered lanai, primary suite, guest bedroom, and interior laundry. Two-bedroom residences can vary in exact square footage, end-unit versus interior position, window placement, lanai exposure, parking type, view corridor, and elevator access.

    Three-Bedroom Residences

    Offering additional guest or office flexibility, bedroom separation, and larger household suitability. These plans provide excellent work-from-Maui potential, storage, entertaining space, and a strong lanai relationship.

    Larger Top-Floor Layouts

    Each residential building was originally planned with fewer residences on the upper level. These feature approximately 1,700-plus square feet, three bedrooms, larger covered lanais, broader view exposure, and greater separation from neighboring residences.

    Resort-Inspired Amenities Designed for Everyday Living

    Pools & Wellness

    • Resort-style swimming pool
    • Spa
    • Fitness center
    • Landscaped walking paths

    Outdoor Living

    • Covered pavilion
    • Outdoor kitchen or entertainment area
    • Barbecue area
    • Professionally maintained tropical landscaping
    • Common green spaces

    Access & Convenience

    • Gated entry
    • Elevators
    • Resident mail area
    • Guest parking
    Keala O Wailea Pool

    Note: Amenity availability, hours, rules, fitness-room access, and guest privileges are controlled by the association and may change.

    Complete Property Details

    General Information

    Condominium NameKeala O Wailea
    Address55 Wailea Gateway Place
    CityKihei
    AreaWailea
    ZIP Code96753
    TenureFee Simple
    Primary ViewOcean, Mountain, Garden
    Community TypeGated residential condominium
    ConstructionModern
    Initial Year Built2017–2018
    Number of Buildings7
    Building HeightThree stories
    ElevatorsYes (in applicable buildings)
    Number of Units70

    Pet Information

    Pets AllowedYes*

    Pets allowed subject to association restrictions. Service animals, assistance animals, and legally protected accommodations are governed by applicable law.

    Rental & Occupancy

    Vacation Rentals AllowedNo
    Long-Term Rentals AllowedYes (subject to rules)
    ZoningA-1 Apartment

    Keala O Wailea is generally positioned as a residential community rather than a transient-vacation-rental property.

    Commonly Found Features

    • • Open-concept living areas
    • • Large sliding glass doors
    • • Covered lanais
    • • Contemporary cabinetry
    • • Stone or solid-surface counters
    • • Stainless-steel appliances
    • • Central air conditioning
    • • Walk-in showers
    • • Interior laundry
    • • Private entries

    Interior finishes, appliances, air-conditioning systems, furnishing packages, renovations, and lanai configurations vary because residences are individually owned.

    Association and Ownership

    Maintenance fees typically cover reserve funding, exterior maintenance, roofs, painting, landscaping, insurance, pool maintenance, fitness center, pavilion, roads, lighting, elevators, waste collection, and common-area utilities.

    Owners should verify responsibility for interior finishes, drywall, cabinets, windows, sliding doors, HVAC equipment, water heaters, appliances, lanai surfaces, insurance, and remodel approvals.

    What Buyers Should Review Before Purchasing

    Building Selection

    Building location affects views, privacy and convenience. Buyers should evaluate proximity to the entrance, Wailea Gateway Center, pool, spa, pavilion, road exposure, parking location, and neighboring rooflines.

    Floor Selection

    Ground-level homes may offer easier access, while top-floor residences provide greater separation above and generally larger layouts. Elevator access and location should be reviewed carefully.

    View Verification

    Never purchase based solely on listing photography. The strength and direction of the view depend on building, floor, orientation, and landscaping.

    Parking

    Garages and carports are an important differentiator. Buyers should verify the exact parking configuration, location, dimensions, storage rights, and EV-charging availability attached to each residence.

    HOA Documents

    Read current governing documents carefully to understand pet policies, rental restrictions, parking, storage, maintenance responsibilities, and association fees.

    Future Expenses

    Review reserve studies, insurance, and planned maintenance projects where available to understand long-term ownership costs.

    Is Keala O Wailea the Right Fit?

    Potential Advantages

    • • Modern construction
    • • Contemporary floor plans
    • • Spacious lanais
    • • Gated community
    • • Pool and fitness amenities
    • • Larger residences
    • • Residential atmosphere
    • • Lock-and-leave ownership
    • • Elevated views
    • • Convenient Wailea location
    • • Garages or carports
    • • Lower renovation needs than many older communities

    Considerations

    • • Inland rather than beachfront
    • • Driving generally required for beach access
    • • Limited inventory
    • • Higher purchase prices
    • • HOA fees
    • • View quality varies
    • • Parking differs by residence
    • • Elevator location varies
    • • Some residences are closer to Wailea Parkway or commercial activity

    What It Feels Like to Live at Keala O Wailea

    Morning begins with trade winds moving through the lanai and coffee overlooking the Wailea coastline. A quick drive or walk to nearby coffee shops at Wailea Gateway Center offers easy convenience.

    Afternoons might be spent at the fitness center, pool, or spa, or taking advantage of nearby golf and shopping. The spacious residences are excellent for working remotely.

    Evenings involve dinner in Wailea, catching the sunset from the lanai, and enjoying the quiet residential atmosphere. Many owners appreciate living just outside the busiest resort corridor while remaining only minutes from beaches.

    Nearby Beaches

    • Wailea Beach: A short drive for swimming, walking, and sunset views.
    • Ulua Beach: Great for snorkeling and family-friendly swimming.
    • Mokapu Beach: Connected to Ulua, offering a smaller resort beach experience.
    • Keawakapu Beach: A long sandy shoreline perfect for morning walks.
    • Polo Beach: Southern Wailea beach with public access.

    Shopping, Dining & Golf

    Wailea Gateway Center is immediately nearby, offering coffee, groceries, restaurants, and daily services. The Shops at Wailea and Wailea Village provide additional fine dining, casual dining, and luxury retail options.

    Nearby access to Wailea Blue, Wailea Gold, and Wailea Emerald golf courses provides excellent options for golfers.

    Buyer Profile

    Keala O Wailea appeals to primary residents, second-home owners, retirees, remote professionals, long-term Maui homeowners, empty nesters, and seasonal residents. Buyers often choose Keala instead of older Wailea communities requiring renovation, vacation-rental communities, or large resort condominium projects.

    Recent Sales

    Individual residence characteristics can create meaningful pricing differences. Values vary based on building position, floor level, view orientation, parking configuration, and layout.

    Frequently Asked Questions

    Selling at Keala O Wailea

    Marketing a residence at Keala O Wailea requires highlighting its modern construction, specific view orientation, building location, interior updates, garage configuration, and outdoor living spaces. Professional photography and accurate floor-plan marketing are essential to attract buyers looking for a premium residential experience.

    REQUEST YOUR PROPERTY REVIEW
    Keala O Wailea Lifestyle

    Considering a Residence

    Thinking About Buying at Keala O Wailea?

    Keala O Wailea offers modern construction, residential ownership, elevated views, contemporary floor plans, and a low-density community in a convenient Wailea location.

    With limited resale opportunities, it's important to understand the nuances of each residence. Real Maui Life can help you compare building positions, floor levels, views, parking, and how Keala O Wailea fits your ownership goals.

    Speak With a Wailea Expert

    Information has been compiled from condominium governing documents, association information, Maui County records, MLS data, and other reliable local sources believed accurate but not guaranteed. Buyers should independently verify all information before making purchasing decisions.