Wailea Fairway Villas Condominiums

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Wailea Fairway Villas Condominiums

Wailea Fairway Villas in Wailea, Maui offers luxury condos in a premier South Maui location, combining spacious layouts, golf course views, and resort-style amenities. Ideal for full-time living, vacation retreats, or investment properties, these residences provide easy access to world-class beaches, golf courses, dining, and shopping. Buyers and investors benefit from limited inventory, vacation rental potential where permitted, and strong Maui real estate market trends. Our team at mauiproperty.com specializes in Wailea Fairway Villas, delivering expert guidance to make buying or selling seamless. Explore listings, save searches, and receive daily alerts to stay ahead in this sought-after market.

View All Latest Wailea Fairway Villas Condos for Sale

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 Y-101, Kihei image

3950 Kalai Waa St Unit Y-101, Kihei — Wailea Fairway Villas $1,194,000

Spectacular 2 bed, 2 bath CORNER location in highly desirable Wailea Fairway Villas! This villa is positioned above the Wailea Blue 11th green with spectacular ocean and ...

2 Beds
2 Baths
398861 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 D-103, Kihei image

3950 Kalai Waa St Unit D-103, Kihei — Wailea Fairway Villas $1,999,999

This is it! The BEST location in the Wailea Fairway Villas! This wonderful Townhome is an end unit and offers Unobstructed and expansive 180 degree ocean and sunset views...

3 Beds
3 Baths
398911 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 Q-201, Kihei image

3950 Kalai Waa St Unit Q-201, Kihei — Wailea Fairway Villas $1,450,000

Here it is! Rarely available Wailea Fairway Villas top floor Q building unit. Phenomenal 180 DEGREE OCEAN VIEWS. Enjoy the panoramic views from Wailuku to Makena includin...

2 Beds
2 Baths
399438 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 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 — 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.