ULTRA-LUXURY WAILEA OCEANFRONT GUIDE
Wailea Point
An ultra-low-density oceanfront community of expansive residences, private garages, broad lanais, and resort-caliber amenities set between Wailea Beach and Polo Beach.
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.
Wailea Point Residences for Sale
Current active, pending, and recently sold listings at Wailea Point.
Wailea Point at a Glance
Wailea Point occupies a category of its own within South Maui real estate. The gated community contains an exceptionally limited collection of expansive residences positioned across approximately 28 acres along the oceanfront bluff between Wailea Beach and Polo Beach.
Unlike Wailea’s typical apartment-style condominiums, Wailea Point consists of large residences within roughly 34 low-rise building clusters. Each home feels more like a private estate, with original interiors generally ranging from approximately 1,359 to 3,850 square feet. Selected legally expanded or combined residences exceed 4,800 square feet, offering unparalleled space on the Wailea coastline. Broad private lanais, detached private garages, and mature tropical landscaping enhance the residential atmosphere.
The community is designed for privacy and extended stays. Nightly and weekly rentals are not permitted, with current rules requiring a minimum rental term commonly reported as 30 days. This preserves a quiet, established environment for full-time owners, seasonal residents, and extended-stay occupants, while offering resort-caliber amenities including two major recreation areas, multiple pools and spas, a fitness center, tennis and pickleball courts, and direct access to the Wailea Beach Path.
The Appeal
What Makes Wailea Point Distinctive
Estate-Scale Condominium Residences
Original homes are unusually large by Maui condominium standards, and selected expanded residences approach the scale of private oceanfront estates, offering multiple living areas and generous guest accommodations.
Dramatic Coastal Position
The prominent point between Wailea Beach and Polo Beach provides dramatic Pacific, island, coastline, and sunset views, setting the community apart from inland or flat shoreline developments.
Residential Privacy
The minimum rental term and absence of nightly turnover distinguish the community from hotel-oriented and short-term-rental properties, ensuring a peaceful, consistent neighborhood feel.
Private Garages and Expansive Lanais
Garages, dedicated storage, large covered lanais, and generous interiors provide exceptional practicality, supporting full-time, seasonal, and lock-and-leave ownership perfectly.
Resort-Caliber Private Amenities
Multiple pools, spas, tennis and pickleball facilities, a fitness center, landscaped paths, pavilions, and barbecue areas offer a luxurious lifestyle without implying hotel service.
Nearby Landmarks
- Wailea Beach
- Polo Beach
- Wailea Beach Path
- Four Seasons Resort Maui
- Fairmont Kea Lani
- The Shops at Wailea
- Wailea Tennis Club
- Wailea Golf Courses
At the Southern End of Central Wailea
Wailea Point occupies an oceanfront bluff directly between Wailea Beach and Polo Beach. The community provides direct connection to the Wailea Beach Path, allowing residents to walk easily to the Four Seasons Resort Maui, Fairmont Kea Lani, Grand Wailea, and The Shops at Wailea.
While the coastal path makes many leisure destinations walkable, hills, heat, road crossings, and individual residence locations affect practicality. Wailea Beach and Polo Beach are public shorelines, offering excellent swimming and snorkeling when conditions allow, but the association does not privately own the beaches.
The location balances immediate proximity to Wailea’s finest dining, spas, and luxury retail with the peaceful seclusion of a gated, low-density residential promontory.
Large Two- and Three-Bedroom Residences
Original homes were generally designed with two or three bedrooms. Similar bedroom counts can conceal major differences in interior size, and selected homes were legally expanded or combined. Large lanais add substantial outdoor living space.
| Configuration | Approx. Interior Sq. Ft. |
|---|---|
| 2 Bedrooms / 2 Bathrooms | From approx. 1,553 |
| 2 Bedrooms / 3 Bathrooms | Approx. 1,743–2,394 |
| 3 Bedrooms / 2 Bathrooms | Approx. 1,359–2,554 |
| 3 Bedrooms / 3 Bathrooms | Approx. 1,732–2,529 |
| 3 Bedrooms / 3.5 Bathrooms | Approx. 2,394–3,666 |
| 4+ Bedrooms / 4+ Bathrooms | Approx. 3,000–4,800+ |
Floor and building configuration influence stairs, ceiling height, and views. Renovation levels vary significantly. Do not assume combined four-, five-, or six-bedroom homes are standard original plans.
When a Condominium Lives Like a Private Estate
Wailea Point features selected legally combined adjoining residences and expanded interiors, creating four-, five-, or six-bedroom configurations where documented. These estate-scale homes often feature multiple living areas, offices, media rooms, guest suites, enlarged kitchens, multiple lanais, and multiple garages, offering an unparalleled level of entertaining space.
These homes may involve multiple legal condominium interests, multiple maintenance assessments, separate tax parcels, and more complex title and financing considerations. Structural modifications require careful review of permits and association approvals.
Resort-Caliber Private Amenities
Pools & Recreation
- Two distinct recreation areas
- Multiple pools (lap, free-form, quiet, family)
- Multiple spas and hot tubs
- Pavilions and lounge seating
- Barbecue and food-prep facilities
Fitness & Sports
- Dedicated fitness center
- Cardio and strength equipment
- Private tennis courts
- Pickleball facilities
Outdoor Living
- Broad covered private lanais
- Private detached garages
- Approximately 28 landscaped acres
- Direct Wailea Beach Path access
Access & Security
- Gated entrance
- Guard or gatehouse operations
- Resident manager and association office
What Buyers Should Understand Before Purchasing
Building Position and Ocean View
Oceanfront relationship, view direction, privacy, wind, afternoon sun, coastal-path activity, neighboring buildings, and recreation proximity deeply affect value.
Floor Plan and Legal Configuration
Original plans, legal bedroom counts, enclosed areas, expansions, combinations, permits, tax parcels, assessments, and association approvals require careful review.
Rental and Occupancy Rules
Minimum rental terms, registration, occupancy, subleasing, guests, pets, parking, and residence-specific rental history shape the community's atmosphere.
Insurance and Reserves
Master insurance, hurricane and wind, water claims, deductibles, reserve funding, loss assessment, and individual HO-6 coverage are critical considerations.
Windows, Doors, and Coastal Exposure
Glazing, seals, corrosion, water intrusion, hardware, sliding systems, railings, and replacement responsibility are vital in an oceanfront environment.
Garages, Parking, Stairs, and Access
Garage rights, dimensions, storage, EV charging, additional stalls, stairs, interior levels, elevators or private lifts, and accessibility vary significantly.
Is Wailea Point the Right Fit?
Potential Advantages
- Ultra-luxury oceanfront setting on roughly 28 landscaped acres
- Approximately 130 residences in low-density building clusters
- Large two- and three-bedroom plans, plus selected expanded homes
- Broad covered lanais and dramatic ocean and island views
- Private garages and gated access
- No nightly rental turnover; 30-day minimum rental structure
- Pools, spas, fitness center, tennis, pickleball, and pavilions
- Direct Wailea Beach Path access
- Fee-simple ownership and strong privacy
Potential Tradeoffs
- Premium acquisition prices and significant association expenses
- No nightly or weekly rentals permitted
- Not every home has direct sand access
- Views, floor plans, stairs, and interior levels vary significantly
- Limited or residence-specific elevator access
- Salt-air maintenance and insurance costs
- Strict exterior and renovation controls
- Combined homes may involve multiple legal units
- Garage rights and dimensions vary
Recent Sales and Market Activity
Recently sold residences at Wailea Point.
Frequently Asked Questions
Selling at Wailea Point
Value and marketing depend heavily on oceanfront position, view direction, Wailea Beach versus Polo Beach outlook, interior square footage, original versus expanded configuration, number of legal condominium interests, garage rights, floor level, and renovation quality. Professional architectural and twilight photography, accurate floor plans, and luxury-market exposure are critical.
Considering a Residence
Considering a Residence at Wailea Point?
Wailea Point offers ultra-low-density oceanfront ownership with expansive residences, broad lanais, private garages, and residential privacy thanks to its 30-day minimum rental structure.
Because legal configuration, view orientation, garage rights, renovation, and building position vary so much, Real Maui Life can help you interpret complex residence differences and make an informed decision.