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Maui Hawaii Real Estate
Wailea Luxury Homes

If you are in the market for a luxury home with beathtaking ocean views and gorgeous beaches, surrounded by world-renowned gold courses, fine-dining establishments, and sunshine almost guaranteed every day of the year, Wailea offers it all. Browse the Maui MLS listings below of homes for sale in Wailea, then contact Barry Brown at (808) 661-1800 to get into the home of your dreams.
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Listing Search Results - 45 matches found.
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MLS: 329591
Pictures: 16 more.
Price: $1,094,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 4
Baths: 3.00
As of June 1st this is still THE lowest priced house in Wailea Resort. Being sold "AS IS" Please submit "AS IS" addendum with offer. Gated community Don't wait on this one. Steps to beach. Great street appeal. New cedar shake roof in 2004; new carpet in Dec. 2007; split system A/C in liv. rm/kit/fam room area; solar hot water; Open, flowing and spacious floor plan with high beamed ceilings, sky lights, an abundance of windows. Window shades, drapes, reverse osmosis drinking water system, marble floors in entry and kitchen. Newer stove and refrigerator; plumbed for central vacuum with outlets throughout the house; security system but not activated; ceiling exhaust fan to pull out that hot air; full storage in garage attic with pull down retractable staircase; double window seats; three sliding doors to pool area including one from the mastersuite. On cul de sac. POOL, nice deck area; This is a four bedroom three bath home. Look at the comps in Wailea Kai. This is priced to sell FAST!!!....and it will. Compare to all the Kihei homes asking more than this. THIS IS WAILEA RESORT. House is vacant and can show on a moments notice; THIS IS THE ONE. There are some very stunning architectural effects, arches, high windows, etc. going on, Brick front and stone and stucco sides and rear. Family room, dining room, tinted windows, shaded skylights in living room. The potential is obvious. Ceiling fans throughout.
MLS: 332654
Pictures: 21 more.
Price: $1,095,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 3.00
Double entry doors open to soaring ceilings and an expansive view across your living room to the lanai and garden beyond. Open the sliding doors wide in this charming home and enjoy the breeze and peaceful ambience of old Hawaii. This single level home is light and airy with large windows featured throughout. This corner lot offers a wonderful opportunity for you to move into your own home in a gated Wailea community - at a price seen only a couple of times in the last three years! Situated just a short walk from renowned Keawakapu Beach, this home offers you the beauty of Maui’s spectacular beach sunsets and place in a Wailea gated community. Make the most of Wailea’s world-renowned golf courses, or just enjoy the privacy and solitude of your fenced back yard and covered lanai. With new wooden flooring in 2002, this home offers peaceful living or an opportunity to upgrade.
MLS: 331528
Pictures: 27 more.
Price: $1,250,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 2.50
Exceptional home with a single-level floor plan located in wonderful Wailea Kai. This grand home has three spacious bedrooms and two & a half baths, soaring vaulted ceilings, a beautifully renovated kitchen with golden oak cabinets & granite countertops, security system, split a/c, lots of storage in garage, new cedar roof, and an open floor plan that is great for entertaining. Outside is a charming large covered lanai surrounded by an enclosed private backyard with mature fruit trees. Just steps to Keawakapu beach, this wonderful home is most likely the best value in Wailea. Exceptional home - exceptional condition - impeccably maintained.
MLS: 329321
Pictures: 30 more.
Price: $1,470,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 3.50
Rare ocean view Wailea Kai. Fantastic opportunity to be steps to the beach and enjoy awesom views. Spacious 3 bedroom 3.5 bath beauty w/den and beautiful pool on ocean view side of home.
MLS: 330707
Pictures: 24 more.
Price: $1,525,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 3.00
Very comfortable 3 bed, 3 bath single level home with pool. Open floor plan with walkout to nicely landscaped & very private backyard. Floor to ceiling pocketing glass doors open to covered lanai, pool & yard.Turn-key home - completely furnished with ALL amenities including palm wood & leather sofas, TVs, electronics,basic household & all kitchen supplies, beds, linens & art work. Master bath has deep spa tub and double shower. Master closet has extensive built-in shelves. Outdoor grill & wet bar. 2-car garage with built-in shelves & storage. Full size W/D, central vac, split zone AC, all appliances including oversized gas range, wine fridge. Near sandy swimming beaches, golf courses, & all types of recreation.
MLS: 325918
Pictures: 29 more.
Price: $1,595,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 2.50
This home was recently showcased on House Hunters TV Show and is currently Wailea's lowest priced OCEAN VIEW home! Enjoy panoramic ocean views from both levels of this home, and the view expands even further on the spacious wraparound lanai to include Haleakala and Ulupalakua. What a view! This is an excellent value for a gorgeous fully furnished turn-key Wailea home. There are numerous upgrades such as bamboo and travertine floors, an all tile swimming pool, a spa, and beautiful stonework on the pool deck and expansive lanai. Combine all of this with an exceptionally well-maintained home in a quiet and private gated community and you have Wailea's best value. Can be shown on short notice when owner is not on island.
MLS: 328525
Pictures: 19 more.
Price: $1,598,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 3.00
Beautifully finished luxury executive home in Wailea gated community. Granite countertops, marble tile, jacuzzi tub, room for a pool, beautifully landscaped grounds. Motivated sellers say bring all offers! Lease/purchase possible. Click above for Virtual Tour
MLS: 328859
Pictures: 30 more.
Price: $1,640,950 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 3.50
Beautiful 3BD/3.5BA home, with spacious 10' ceilings, situated at the end of a quiet cul-de-sac, overlooking greenbelt. Bamboo flooring, recessed lighting through out; polished cement flooring in bathrooms and garage. Built-in living room entertainment center includes "hide-away computer desk", surround sound speakers in living roomand lanai. Large floor-to-ceiling picture windows really show off the tropical views. Each bedroom has it's own private bath and are all cable-ready. Yard has several fruit bearing trees for added enjoyment.
MLS: 331133
Pictures: 20 more.
Price: $1,648,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 4
Baths: 3.50
Ocean view Wailea Kai 4 bedroom home, upgrades include travertine tile flooring, bamboo hardwoods in 2 bedrooms, koi pond, skylight, hot tub and outdoor shower. Spacious large family home with landscaped yard and room for a pool. Large deck great for outdoor dining and hot tubbing, barbequeing and parties.
MLS: 332008
Pictures: 26 more.
Price: $1,650,000 Fee Simple
District: Wailea/Makena
Type: Single Family
Beds: 3
Baths: 2.50
This custom home offers a spectacular setting from the upper level wraparound lanai on the green belt. 7 sliding doors throughout this home offer the best in indoor/outdoor living. Light and bright, this is a great home for entertaining! Pocket sliding doors maximize space and ceiling fans in every room add to the open, airy feeling. Features include recessed bamboo ceilings with matching tropical ceiling fans, granite counters and tile floors throughout, 17 indoor and outdoor speakers, enclosed outdoor shower, and custom teak and etched glass entry doors.
RE/MAX Hawaii Real Estate

Barry Lee Brown (R)
P.O. Box 11782
Lahaina, HI 96761
(808) 661-1800
barry@barrybrownmaui.com

Toll Free: (888) 565-1800
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