Wailea Fairway Villas Condos for Sale in Wailea, Maui

Wailea Fairway Villas is a condominium at 3950 Kalai Waa Street in Wailea. Current Wailea Fairway Villas listings appear on this page and update daily from the Maui MLS, and you can save a search to get new listings by email.

Vacation rental zoning: Wailea Fairway Villas is not on our list of hotel-zoned condos or on the Minatoya list. If you are thinking about renting to vacation guests, ask us to confirm the zoning and rental rules for the specific unit before you buy.

Wailea Fairway Villas at a Glance

Address3950 Kalai Waa Street, Wailea
AreaWailea, South Maui
Typical unitsTwo-bedroom and three-bedroom units
Recent pricesTwo-bedrooms from about $970,000 to $1.33 million and three-bedrooms from about $1.55 million to $2.5 million
Vacation rentalsNot on the hotel-zoned or Minatoya lists; confirm before buying

Buying at Wailea Fairway Villas

Wailea Fairway Villas is one of the more accessible ways into Wailea, with a typical recent two-bedroom price around $1.16 million.

Before you buy, review the association budget, reserves and any planned special assessments, and the house rules on rentals and pets. See our condo insurance and HOA fees guide.

Nearby Condo Buildings

Other Wailea condominiums to compare:

More Wailea Resources

Building facts from the County of Maui, the Maui MLS and public records, October 2026. Prices are recent MLS listings and sales and change daily. Confirm zoning for any unit with the Maui County Department of Planning.

 

View All Latest Wailea Fairway Villas Condos for Sale

3950 Kalai Waa St Unit A 101, Kihei image
3950 Kalai Waa St Unit A 101, Kihei — Wailea Fairway Villas $1,024,730

Experience effortless island living in this beautifully updated and fully furnished 2-bedroom, 2-bath ground floor end-unit townhome in Wailea. Enjoy open-concept living ...

  • 2 Beds
  • 2 Baths
  • 411053 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

3950 Kalai Waa St Unit R102, Kihei image
3950 Kalai Waa St Unit R102, Kihei — Wailea Fairway Villas $1,295,000

Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular ...

  • 2 Beds
  • 2 Baths
  • 410367 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3950 Kalai Waa St Unit S-202, Kihei image
3950 Kalai Waa St Unit S-202, Kihei — Wailea Fairway Villas $1,079,000

Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathta...

  • 2 Beds
  • 2 Baths
  • 410253 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit C102, Kihei image
3950 Kalai Waa St Unit C102, Kihei — Wailea Fairway Villas $969,880 ▼

$1179.49 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient sh...

  • 2 Beds
  • 2 Baths
  • 409538 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Nathalie Mullinix Rlty Universal Inc

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

3950 Kalai Waa St Unit U202, Kihei image
3950 Kalai Waa St Unit U202, Kihei — Wailea Fairway Villas $999,500

Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abunda...

  • 2 Beds
  • 2 Baths
  • 409449 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

3950 Kalai Waa St Unit Y-202, Kihei image
3950 Kalai Waa St Unit Y-202, Kihei — Wailea Fairway Villas $1,189,000

Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, ...

  • 2 Beds
  • 2 Baths
  • 409105 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit V-202, Kihei image
3950 Kalai Waa St Unit V-202, Kihei — Wailea Fairway Villas $1,150,000

Perched above the Fairways with captivating ocean vistas, this tastefully renovated Wailea Fairway Villas residence is a retreat designed for those who appreciate classic...

  • 2 Beds
  • 2 Baths
  • 407112 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3950 Kalai Waa St Unit W201, Kihei image
3950 Kalai Waa St Unit W201, Kihei — Wailea Fairway Villas $1,159,000

PANORAMIC OCEAN VIEWS! Welcome to Unit W-201 at Wailea Fairway Villas, where island elegance meets effortless living. This immaculate 2-bedroom, 2-bathroom corner unit sp...

  • 2 Beds
  • 2 Baths
  • 407061 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

3950 Kalai Waa St Unit R 103, Kihei image
3950 Kalai Waa St Unit R 103, Kihei — Wailea Fairway Villas $1,815,000

E Komo Mai – Welcome Home to the Crown Jewel of Wailea Fairway Villas Step into island luxury with this rarely available and highly sought-after 3-bedroom, 3-bathroom co...

  • 3 Beds
  • 3 Baths
  • 406340 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

3950 Kalai Waa St Unit C202, Kihei image
3950 Kalai Waa St Unit C202, Kihei — Wailea Fairway Villas $1,085,000

Step into true Wailea bliss with this gorgeous 2-bedroom, 2-bathroom condo at Wailea Fairway Villas. Perched above the Wailea Blue Golf Course on the second floor, C202 o...

  • 2 Beds
  • 2 Baths
  • 406248 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3950 Kalai Waa St Unit M102, Kihei image
3950 Kalai Waa St Unit M102, Kihei — Wailea Fairway Villas $650,000

Here you go, the lowest-priced condo in Wailea! Ground floor 2 BR 2 BA unit at Wailea Fairway Villas, at the top of Wailea, with a beautiful pool, spa and gym that overlo...

  • 2 Beds
  • 2 Baths
  • 405478 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit S-201, Kihei image
3950 Kalai Waa St Unit S-201, Kihei — Wailea Fairway Villas $1,260,000

Sold Before Listed

  • 2 Beds
  • 2 Baths
  • 405265 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit L-101, Kihei image
3950 Kalai Waa St Unit L-101, Kihei — Wailea Fairway Villas $1,550,000

Wailea Fairway Villas L101 is Located in the heart of the prestigious Wailea Resort offering Stunning Ocean Views, this is a unique opportunity to experience luxurious is...

  • 3 Beds
  • 3 Baths
  • 404444 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

3950 Kalai Waa St Unit H-101, Kihei image
3950 Kalai Waa St Unit H-101, Kihei — Wailea Fairway Villas $2,300,000

VIEWS, VIEWS, VIEWS! Expansive ocean and golf course views! This absolutely stunning 3-bedroom, 3-bath Fully furnished unit in the H building is one of the best locations...

  • 3 Beds
  • 3 Baths
  • 403978 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit P201, Kihei image
3950 Kalai Waa St Unit P201, Kihei — Wailea Fairway Villas $1,300,000

Welcome to this completely remodeled unit at Wailea Fairway Villas, where tasteful upgrades and captivating views blend effortlessly. Perched above the lush greens of the...

  • 2 Beds
  • 2 Baths
  • 403922 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit S103, Kihei image
3950 Kalai Waa St Unit S103, Kihei — Wailea Fairway Villas $1,100,000

Here it is, front row building #S right on the Wailea Old Blue golf course with great Pacific ocean views. 2 bedroom 2 bath super clean residential condominium in sought...

  • 2 Beds
  • 2 Baths
  • 402544 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit A201, Kihei image
3950 Kalai Waa St Unit A201, Kihei — Wailea Fairway Villas $999,950

MOTIVATED SELLER AND PRICE JUST DRASTICALLY REDUCED TO SELL TODAY! This list price is 200K below the last similar closed sale for this floor plan. Lowest Price for a 2 b...

  • 2 Beds
  • 2 Baths
  • 402290 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

3950 Kalai Waa St Unit B103, Kihei image
3950 Kalai Waa St Unit B103, Kihei — Wailea Fairway Villas $1,987,447

Welcome to your dream home in Wailea Fairway Villas! Nestled in the coveted B building, this exquisite 3-bedroom, 3-bathroom corner villa has been meticulously remodeled,...

  • 3 Beds
  • 3 Baths
  • 401962 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit E-101, Kihei image
3950 Kalai Waa St Unit E-101, Kihei — Wailea Fairway Villas $1,325,000

This 2-bedroom, 2-bathroom condo in Wailea Fairway Villas offers stunning views of the ocean and golf course, making it a perfect retreat for those seeking natural beauty...

  • 2 Beds
  • 2 Baths
  • 401604 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

3950 Kalai Waa St Unit M-201, Kihei image
3950 Kalai Waa St Unit M-201, Kihei — Wailea Fairway Villas $1,200,000

M-201 is a beautifully furnished 2nd floor 2 bedroom, 2 bath end unit offering lots of extra natural light. Enjoy ocean/sunset views from your West facing lanai. Many upg...

  • 2 Beds
  • 2 Baths
  • 400038 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit E-103, Kihei image
3950 Kalai Waa St Unit E-103, Kihei — Wailea Fairway Villas $2,500,000

Absolutely stunning 3-bedroom, 3-bath home in the E building, one of the best locations in Wailea Fairway Villas! At 1788 sq. ft., this is one of the largest units in the...

  • 3 Beds
  • 3 Baths
  • 400379 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit P-202, Kihei image
3950 Kalai Waa St Unit P-202, Kihei — Wailea Fairway Villas $1,325,000

Stunning top floor Wailea Fairway Villas in the “P” Building with exceptional ocean, sunset and outer island views. Exquisitely decorated and designed with Serena and Lil...

  • 2 Beds
  • 2 Baths
  • 399896 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit R102, Kihei image
3950 Kalai Waa St Unit R102, Kihei — Wailea Fairway Villas $1,400,000

Begin your Wailea life today! This remodeled 2-bedroom / 2-bath Wailea Fairway Villas home is being sold fully furnished. The unit enjoys gorgeous ocean views and unforge...

  • 2 Beds
  • 2 Baths
  • 400077 MLS
  • Wailea Fairway Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Corcoran Pacific Properties - L

Listing courtesy of Corcoran Pacific Properties - L.

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