
Wailea Residential Golf-Condo Guide
Wailea Fairway Villas
An elevated residential community of two- and three-bedroom condominiums overlooking the Wailea Blue Golf Course, with ocean, sunset, mountain, and garden views.
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 Fairway Villas Condos for Sale
Explore available residences at 3950 Kalai Waa Street.
Wailea Fairway Villas at a Glance
Wailea Fairway Villas is an elevated residential condominium community set along the Wailea Blue Golf Course. Its 118 two- and three-bedroom residences combine broad ocean and golf-course views, private lanais, mature landscaping, and a calm residential atmosphere without short-term vacation-rental turnover.
Completed in 1998, the community is newer than many of Wailea’s original condominium properties. Spread across approximately 12.37 landscaped acres, its 24 low-rise buildings offer practical residential floor plans, while the pool, spa, fitness center, recreation facilities, and barbecue area create a comfortable amenity setting for owners and long-term residents.
The property is not beachfront, but its elevated location can provide sweeping views toward the Pacific, outer islands, West Maui Mountains, Haleakalā, and year-round sunsets. The community’s 24 buildings are commonly identified by letters, and position within the grounds significantly affects view, privacy, sun, wind, parking, pool proximity, and golf-course exposure. Its location also places residents close to Wailea golf, shopping, dining, resorts, and South Maui beaches.
The Appeal
What Makes Wailea Fairway Villas Distinctive
Residential Wailea Atmosphere
The absence of short-term vacation rentals gives the community a calmer and more predictable rhythm, ideal for those seeking a true residential environment.
Ocean and Fairway Views
Its elevated position creates western ocean and sunset views, eastern Haleakalā views, and immediate relationships with the Wailea Blue Golf Course.
Two- and Three-Bedroom Living
Unlike studio- and one-bedroom-oriented communities, every residence is designed with at least two bedrooms and two bathrooms, providing substantial living space.
Later-Generation Construction
Built in 1998, the community is younger than many of Wailea’s original condominium developments, bringing more contemporary construction elements to the design.
Practical Resident Amenities
The pool, spa, fitness center, recreation area, and barbecue facilities support daily life without creating the crowded atmosphere of a full-service resort.

Why Position Within the Community Matters
Location affects ocean views, sunset views, Wailea Blue Golf Course outlooks, Haleakalā views, West Maui Mountain views, and garden privacy.
Differences exist among western-facing ocean-view buildings, eastern-facing mountain-view homes, golf-course-edge residences, interior garden buildings, and pool-adjacent locations.
A Later Addition to Wailea’s Residential Landscape
Developed around 1998, Wailea Fairway Villas represents Wailea’s later residential expansion. The golf-course-oriented site planning and low-rise density emphasize a residential rather than vacation-resort positioning. With mature landscaping developed over time and interior renovation cycles enhancing value, it continues to appeal to full-time and second-home buyers.
Low-Rise Architecture Designed Around the Fairways
The community features one- and two-story residence configurations within two-story buildings. Concrete and wood construction, stucco exterior finishes, tile roofs, and covered entries define the architectural style. Large windows and sliding doors open to private lanais and patios, integrating indoor-outdoor living seamlessly with the golf-course orientation and garden courtyards.
Some larger three-bedroom residences may have townhouse-style or multi-level characteristics, while most two-bedroom homes are single-level flats. The buildings do not generally have elevators, making floor level, stairs, parking, and daily access important considerations.
The same floor plan can have a very different ownership experience. View angle, elevation, floor level, lanai orientation, privacy, parking, landscaping, and golf-course exposure all influence how a residence lives.
Two- and Three-Bedroom Residences
Two-bedroom residences form most of the community, emphasizing efficient residential use. Three-bedroom homes are considerably larger and comparatively limited. Ground-floor residences may offer patios and lawn relationships, while upper-floor homes may receive stronger views and airflow but require stairs.
| Configuration | Approx. Interior Area | Approx. Count |
|---|---|---|
| 2 Bedrooms / 2 Bathrooms | Approx. 949 sq. ft. | 92 |
| 3 Bedrooms / 3 Bathrooms | Approx. 1,568 sq. ft. | 25 |
| 3 Bedrooms / 3 Bathrooms | Approx. 1,659 sq. ft. | 1 |
Efficient Plans for Everyday Wailea Living
The approximately 949-square-foot two-bedroom homes appeal to full-time owners, couples, small households, second-home buyers, retirees, and long-term rental owners wanting two bedrooms without resort-scale square footage. They feature two bathrooms, full kitchens, living and dining areas, private lanai or patio, in-unit laundry, and storage.
Rare Larger Homes Within the Community
The three-bedroom inventory is one of Wailea Fairway Villas’ strongest distinguishing features. Offering approximately 1,568 to 1,659 square feet and three bathrooms, these homes provide greater separation between bedrooms and space for guests, family, work, or hobbies, often featuring townhouse or multi-level layouts.
Outdoor Living
Lanais are perfect for morning coffee, outdoor dining, sunset gatherings, and seasonal whale watching from qualifying view locations.
Renovated Interiors
Interior quality is a strong driver of value, with renovated homes featuring open kitchens, stone countertops, custom cabinetry, and split-system air conditioning.
Golf-Course Lifestyle
Green fairway outlooks provide an open-space character, although proximity brings early-morning maintenance and possible golf-ball exposure.
The Community’s Central Amenity Setting
Pools & Wellness
- Swimming pool
- Spa or hot tub
- Lounge seating
- Restrooms and showers
Fitness & Recreation
- Fitness center with cardio and strength equipment
- Recreation or meeting room
- Business-center functions
Outdoor Living
- Barbecue facilities
- Kitchen or food-preparation area
- Resident gatherings
- Ocean or golf-course views
Parking & Storage
- Assigned parking
- Guest parking
- Private storage
- Bicycle and recreational-equipment storage






Note: Amenity availability, hours, rules, fitness-room access, and guest privileges are controlled by the association and may change.
Designed for Residential Ownership
Short-term vacation rentals are not permitted. Long-term leasing is allowed under current rules. The community suits primary residents, second-home owners, seasonal residents, retirees, and long-term tenants, supporting a more consistent residential environment.
Wailea Fairway Villas Association
May support building exteriors, roofs, roads and walkways, landscaping, irrigation, pool and spa, fitness center, recreation facilities, barbecue areas, common lighting, waste service, management, common insurance, reserve funding, and common utilities.
Wailea Community Association
May support master landscaping, community appearance, roadway standards, signage, design review, and broader Wailea planning and services.
Where Common Maintenance Ends
Owners are generally responsible for interior finishes, appliances, air-conditioning systems, water heaters, plumbing, sliding doors, windows, and lanai surfaces. The current declaration, house rules, insurance summary, budget, and resale documents provide the controlling allocation of responsibility.
What Buyers Should Understand Before Purchasing
Building Position and View
Cover ocean, golf, mountain, garden, floor level, elevation, privacy, landscaping, rooflines, and afternoon sun.
Residential and Lease Rules
Cover the short-term-rental prohibition, minimum lease, tenant registration, occupancy, pets, and move-in procedures.
Insurance and Reserves
Cover master insurance, hurricane and wind, water claims, deductibles, reserves, loss assessment, and HO-6 insurance.
Windows, Doors, and Climate
Cover seals, corrosion, wind-driven rain, sliding-door operation, hardware, and replacement responsibility.
Renovation and Systems
Cover air conditioning, plumbing, electrical, appliances, water heater, permits, and association approval.
Parking, Stairs, and Storage
Cover stall rights, guest parking, upper-floor stairs, loading, storage, and accessibility.
Is Wailea Fairway Villas the Right Fit?
Potential Advantages
- Residential Wailea atmosphere with no short-term vacation-rental turnover
- Built in 1998, generally newer than many Wailea condo communities
- Two- and three-bedroom floor plans, with rare three-bedroom inventory
- Ocean-view opportunities, sunset views, and Wailea Blue Golf Course setting
- Pool, spa, fitness center, recreation space, and barbecue facilities
- Pet-friendly ownership under current rules
- Central Wailea location with strong lock-and-leave second-home appeal
Potential Tradeoffs
- No short-term vacation rentals allowed
- Not beachfront and no direct community beach access
- No elevators; upper-floor stairs required
- Views vary, and some homes have limited ocean views
- Golf-course maintenance activity and possible golf-ball exposure
- Exterior modifications are regulated, and association/WCA expenses apply
- Ordinary pet rules may limit some owners
Elevated Above the Wailea Resort Core
Nearby Beaches
Wailea Fairway Villas is not oceanfront. Nearby beaches are reached through public roads, parking areas, paths, and access points.
- Wailea Beach: A broad resort beach near shopping, dining, hotels, and the Wailea Beach Path.
- Polo Beach: A sandy shoreline at southern Wailea with public access.
- Ulua Beach: Known for swimming, snorkeling, introductory shore diving, and public facilities.
- Mokapu Beach: A smaller beach north of Ulua with a central Wailea resort setting.
- Keawakapu Beach: A long sandy beach north of Wailea known for walking, swimming, and sunsets.
Golf and Tennis
The Wailea Blue, Gold, and Emerald courses offer public tee times, practice facilities, lessons, and Golf Academy. Wailea Fairway Villas ownership may qualify for certain Wailea property-owner golf programs, but current eligibility must be confirmed directly with Wailea Golf Club.
Wailea Tennis Club is independently operated. No automatic membership, free court access, or Wailea Fairway Villas-owned courts are included.
Dining, Shopping, and Services
Wailea Village and The Shops at Wailea offer dining, coffee, wellness, galleries, retail, and events. South Kihei provides everyday groceries, pharmacies, medical offices, banks, hardware, and casual restaurants.
What Online Listings Often Leave Out
- • Wailea Fairway Villas is not Wailea Fairway Estates. It is a condominium community, not a custom-home subdivision.
- • Short-term vacation rentals are not permitted.
- • Every residence has at least two bedrooms. The two-bedroom and three-bedroom ownership experiences are very different, and three-bedroom homes are comparatively rare.
- • View quality varies significantly by building and floor. Upper-floor homes often receive stronger views but require stairs. Ground-floor homes may offer patios and lawn access.
- • Golf-course views can create openness even without direct ocean views.
- • Parking location affects convenience.
- • Renovation quality strongly affects value. Air-conditioning systems vary.
- • Pool and recreation-center proximity can be convenient or active. Golf-course maintenance may begin early.
- • Pets are allowed under rules, not without limits.
- • Two homes with the same floor plan can feel very different.
Recent Sales and Market Activity
Values at Wailea Fairway Villas vary based on bedroom count, floor-plan rarity, ocean and golf-course views, floor level, lanai orientation, privacy, parking, renovation quality, air conditioning, and position within the community. Price per square foot alone does not capture those distinctions.
How Wailea Fairway Villas Compares
Buyers often compare Wailea Fairway Villas with Wailea Ekolu, Grand Champions, Wailea Palms, Kai Malu, and Keala O Wailea. It is important to distinguish it clearly from the custom-home subdivision Wailea Fairway Estates.
Wailea Ekolu
Golf Course • Vacation Rentable
Grand Champions
Golf Course • Vacation Rentable
Wailea Palms
Residential • Gated
Kai Malu
Residential Duplexes • Gated
Frequently Asked Questions
Selling at Wailea Fairway Villas
Value and marketing depend heavily on whether it is a two- or three-bedroom plan, floor-plan rarity, ocean view, golf-course view, Haleakalā or garden view, floor level, lanai orientation, privacy, parking, renovation quality, and lease status.
REQUEST A PROPERTY REVIEW
Considering a Residence at Wailea Fairway Villas?
Wailea Fairway Villas offers a residential Wailea atmosphere with no short-term rental turnover, two- and three-bedroom choices, ocean and golf-course views, pool, spa, fitness, and recreation amenities in a central Wailea location. Real Maui Life can help buyers compare opportunities and understand the importance of view, floor, parking, renovation, and building position.