Maui Real Estate
From Oceanfront Makena Real Estate up to the top of Kapalua, all the way past DT Fleming beach. This page features premiere Maui real estate for sale island wide including Hana, Kanapali, Lahaina, Makena, Kihei, Wailea and Kapalua - sorted from the most expensive to the least expensive. If you have any questions, or if you would like to see one of these homes, or property for sale, contact me - Roger Pleski at 808-344-0180.
Luxury Maui Real Estate, Homes & Property for Sale
1,296 Properties Found
Maui Real Estate
$23,800,000
20 Kai Ala Drive , Lahaina
With over 11, 000 square feet of living space, this magnificent beachfront home has stunning ocean and sunset views. The outstanding craftsmanship is visible throughout t...
- Beds 8
- Baths 9.5
$21,000,000
▲ Increased $1,500,000
1324713762
5520 Makena Road , Kihei
Rare and wonderful this jewel on the ocean in Makena has it all. Panoramic views of the Pacific and outer islands together with lush tropical landscaping framing this st...
- Beds 4
- Baths 4.0
$17,000,000
▼ Decreased $5,000,000
1316155142
6900 Makena Road , Kihei
There is only one Makena Beach. And there is only one estate at Makena Beach.This is that one. With over 600 feet of ocean frontage, and bordered by beaches north and s...
- Beds 2
- Baths 2.0
$12,500,000
7155 Makena Road , Kihei
A rare Makena Private Resort, highlighting contemporary Asian design Created with privacy in mind, the 7,600 square foot total living area home stretches over two acres i...
- Beds 4
- Baths 4.0
$11,900,000
▼ Decreased $4,000,000
1320386655
4809 Lower Honoapiilani Road , Lahaina
Jewel of Kahana rests on approximately 1/2 acre of prime oceanfront land in West Maui, with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapa...
- Beds 7
- Baths 8.5
$11,500,000
3190 South Kihei Road , Kihei
True Beachfront - Step onto the white sands of Maui's most sought after beach, Keawakapu Beach. This exceptional ready-for-construction beachfront vacant parcel of .7 ac...
- Beds –
- Baths –
$10,600,000
3800 Wailea Alanui , Kihei
Wailea's Finest Ocean Front Villa! This direct ocean front 3 Bedroom and 3.5 Bath Villa has dramatic unobstructed Ocean Views! Elegant and spacious floor plan offers con...
- Beds 3
- Baths 3.5
- Bldg. Wailea Beach Villas
$10,400,000
5510 Makena Road , Kihei
One of the largest oceanfront lots in South Maui. Prime location within the gated neighborhood of Black Sand at Makena. Only seven luxury homes make up this private com...
- Beds –
- Baths –
$10,200,000
4950 Makena Road , Kihei
White sandy BEACHFRONT Makena, Maui elegantly furnished turn-key residential condominium with gated entry, and private clay tennis court. Ideal for the discerning Buyer ...
- Beds 4
- Baths 4.5
- Bldg. Makena PL
$10,200,000
4950 Makena Road , Kihei
White sandy BEACHFRONT Makena, Maui elegantly furnished turn-key residential condominium with gated entry, and private clay tennis court. Ideal for the discerning Buyer ...
- Beds 4
- Baths 4.5
$10,000,000
37 Ualei Place , Kihei
Breathtaking panoramic ocean & outer island views & warm tropical breezes intoxicate the senses & renew the spirit. An easy walk to Palauea Beach & the many world-class h...
- Beds 6
- Baths 7.0
$10,000,000
5550 Makena Road , Kihei
Find the perfect escape at Black Sands Makena. One of only seven residences in this gated oceanfront enclave with picturesque views of the Pacific Ocean, Molokini, West ...
- Beds 5
- Baths 5.5
$9,950,000
8 Kapalua Place , Lahaina
Featured on HGTV's new show, House Hunters on Vacation, this award winning home was built to showcase a true resort lifestyle. The home features designer furnishings by ...
- Beds 5
- Baths 7.0
$9,900,000
102 Honolua Place , Lahaina
The Plantation Estates at The Kapalua Resort. One of a kind exclusive home overlooking the pristine waters of Honolua Place. Glorious Ocean Views out to the channel and...
- Beds 4
- Baths 6.0
$9,500,000
231 Plantation Club Drive , Lahaina
At Kapalua there is one property that soars above all others. This is that property!! Private estate at The Plantation Estates at The Kapalua Resort!! Perfect Family or ...
- Beds 6
- Baths 6.0
$8,990,000
▼ Decreased $910,000
1323763314
4690 S Makena Road , Kihei
PEACEFUL OLD HAWAII ON THE MOST SERENE OF BEACHES! Rarely does a property on Makena's Po'olenalena Beach become available. At the southern end of this picturesque golden ...
- Beds 3
- Baths 3.0
$8,900,000
114 Keoawa St. , Lahaina
This exquisite 4+ acres estate is located in the exclusive community of Plantation Estates/Honolua Ridge. Property features panoramic ocean views from each of the 4 priva...
- Beds 4
- Baths 4.5
$8,400,000
218 Plantation Club Drive , Lahaina
Immaculately appointed with stunning year-round sunset views of the shimmering Pacific Ocean and Outer Islands, this incredible residence sits on 2.2 acres of prime real ...
- Beds 5
- Baths 5.5
$8,200,000
30 Kai Ala Place , Lahaina
Fabulous property directly on Kaanapali beach to build your ultimate dream home. Approximately one-acre lot with incredible direct beach, ocean, sunset and island views....
- Beds –
- Baths –
$7,900,000
1212 Summer Road , Lahaina
One of a kind home spread out over 3 lots at the exclusive gated Pineapple Hill at Kapalua subdivision. Located directly overlooking the 11th green of the world famous K...
- Beds 8
- Baths 8.5
$7,495,000
314 Cook Pine Drive , Lahaina
Distinctive architecture, gracious floorplan, refined interiors and the finest craftsmanship are the hallmarks of this premier Pineapple Hill residence. This meticulousl...
- Beds 5
- Baths 5.5
$7,000,000
69 Kuahulu Place , Lahaina
A rare opportunity to have a piece of Old Hawaii, located just 140 feet from the Ocean's edge, with over 300 lineal feet of ocean frontage, you can soak in the beautiful ...
- Beds 1
- Baths 2.0
$6,995,000
292 Aka ula Way , Kihei
In a word: PERFECTION! Starting with its location at the highest point in the most prestigious gated community of Wailea ("Highlands"), the designer of this (NEW in 2008...
- Beds 4
- Baths 4.2
$6,975,000
▲ Increased $25,000
1327824218
305 Plantation Estates Dr. , Lahaina
Spectacular views from this contemporary residence overlooking the renowned Kapalua Plantation Course and Pailolo Channel out to the island of Molokai. A fabulous home th...
- Beds 5
- Baths 9.0
$6,975,000
15 Malukai Lane , Kihei
Hale Mohalu (House of Relaxation) is situated on one of 14 very private beachfront lots at Maluhia in Wailea, Hawaii. Maluhia is the only private beachfront residential...
- Beds 4
- Baths 4.5
- Bldg. Maluhia at Wailea
$6,975,000
▼ Decreased $975,000
1312524064
15 Malukai Lane , Kihei
Hale Mohalu (House of Relaxation) is situated on one of 14 very private beachfront lots at Maluhia in Wailea, Hawaii. Maluhia is the only private beachfront residential...
- Beds 4
- Baths 4.5
$6,950,000
1730 Halama Street , Kihei
Exquisite craftsmanship and design, embracing comfort and state of the art technology define this custom built home by one of Maui's fine architects and builders. The hom...
- Beds 3
- Baths 4.0
$6,900,000
229 Plantation Club Drive , Lahaina
Awesome ocean views surrounded by the Plantation Golf Course behind the gates at exclusive Plantation Estates! Beautifully landscaped and manicured grounds. Two master ...
- Beds 3
- Baths 3.5
$6,800,000
▼ Decreased $800,000
1306476069
7131 Makena Road , Kihei
Extremely rare 2.39 acre parcel is one of the last remaining residential parcels currently available in Makena with beautiful sunsets and ocean views dotted by neighborin...
- Beds 5
- Baths 5.0
$6,750,000
410 Namalu Place , Lahaina
This is a great opportunity to purchase a long-term income property in Plantation Estates with a minimum of $240,000/year income and a potential of $300,000, generally de...
- Beds 4
- Baths 4.5
$6,500,000
3986 Wailea Ekolu Pl , Kihei
Unsurpassed Hawaiian elegance is found in this magical and private single level home. Breathtaking ocean views from almost every room where indoor and outdoor living blen...
- Beds 3
- Baths 3.5
$6,300,000
Old Makena Road , Kihei
APPROVED!!!! 1.55 acres of outstanding property across from the beach near the Maui Prince. Located at the end of the cul-de-sac in Old Makena. Property has been appro...
- Beds –
- Baths –
$6,250,000
▼ Decreased $700,000
1321948952
176 Makena Rd , Kihei
A classic kama'aina oceanfront home in Old Makena. This tranquil, quiet setting provides year round world class sunsets. Enjoy swimming with the turtles or kayaking wit...
- Beds 3
- Baths 4.0
$6,100,000
4000 Wailea Alanui , Kihei
Wailea Point 1404 is nestled along the natural curve of the oceanfront cliffs of Maui’s South shore in Wailea. This location at the water’s edge overlooks the glorious vi...
- Beds 3
- Baths 3.0
- Bldg. Wailea Point I II III
$5,950,000
▼ Decreased $440,000
1326787374
4000 Wailea Alanui , Kihei
Front Row at Wailea Point- Wailea’s Most Exclusive Condominium Lifestyle! The largest floor plan for sale in this perfect location embraces the azure waters and premium ...
- Beds 3
- Baths 3.0
- Bldg. Wailea Point I II III
$5,900,000
3800 Wailea Alanui Dr. #C-301 , Kihei
Wailea Beach Villas is the newest and most exclusive beachfront community. These gated, private residences offer the ultimate in luxury living and is located next to the...
- Beds 3
- Baths 3.5
- Bldg. Wailea Beach Villas
$5,900,000
80 Lau Awa Place , Lahaina
"Bali Hale" is a five acre estate located just above Lahaina in a magnificent tropical setting. This outstanding property features unobstructed views of three islands. Th...
- Beds 6
- Baths 6.5
$5,900,000
18 Ualei Place , Kihei
This one of a kind contemporary estate is located inside the prestigious gated community of One Palaeua Bay in the Makena Resort. From the moment you drive in to your Por...
- Beds 5
- Baths 5.5
$5,750,000
11499 Honoapiilani Highway , Lahaina
Rare Opportunity to own a direct ocean front home. With 300 sf of Ocean frontage and sitting just 91 feet from the waters edge, this plantations styled home is under con...
- Beds 3
- Baths 3.5
$5,398,000
▼ Decreased $152,000
1316155142
3910 Waakaula Street , Kihei
Front Row Bliss on the Old Wailea Blue in the grand Wailea Golf Estates! True Bliss is what you'll find in this contemporary designed home. The absolute best panoramic oc...
- Beds 4
- Baths 4.0
$5,250,000
14 Coconut Grove , Lahaina
Sandy beachfront right on Kapalua Bay! Unique two story low rise development of only 36 condominium villa homes in the heart of the world famous Kapalua Resort. Lots of...
- Beds 3
- Baths 3.5
- Bldg. Coconut Grove
$5,250,000
▲ Increased $255,000
1319954640
239 Crestview Road , Lahaina
This magnificent Pineapple Hill Estates residence was designed by renowned architect, Rick Ryniak and completed in 2006 by Ferrebee Construction. Situated on a lot over ...
- Beds 4
- Baths 4.0
$5,200,000
▼ Decreased $450,000
1325232149
4000 Wailea Alanui , Kihei
OCEANFRONT three-bedroom upstairs unit exquisitely located on the front row of Wailea Point in Phase I. Walk to the Four Seasons for breakfast, lunch or dinner. This unit...
- Beds 3
- Baths 4.0
- Bldg. Wailea Point I II III
$5,199,000
130 Kai Malina Parkway , Lahaina
The premier address on Kaanapali's Beach is 701 Konea Tower, Honua Kai. Only 4 of these top floor ocean front units exist in all of Honua Kai and they rarely come up for...
- Beds 3
- Baths 3.0
- Bldg. Honua Kai - Konea
$5,095,000
3800 Wailea Alanui Drive , Kihei
Wailea Finest! This luxurious 3 bedroom 3.5 Bath Villa has dramatic ocean views! Elegant and spacious floor plans offer convenience of single level living.Kitchen designe...
- Beds 3
- Baths 3.5
- Bldg. Wailea Beach Villas
$4,999,999
4000 Wailea Alanui , Kihei
Sweeping panoramic ocean views extend from the West Maui Mountains to Mt. Haleakala, with brilliant year-around Wailea sunsets. This spacious 2 level “D” floor plan is c...
- Beds 3
- Baths 4.0
- Bldg. Wailea Point I II III
$4,995,000
23 Coconut Grove , Lahaina
This private residential condominium is located on the front line of Coconut Grove at Kapalua. Coconut Grove is a gated community of only 36 prestigious residences. Onl...
- Beds 3
- Baths 3.5
- Bldg. Coconut Grove
$4,995,000
105 Pulelehua Street , Lahaina
One of Pineapple Hill Estates finest custom residences. Featuring an impressive porte cochere opening to a fabulous great room with ocean, golf, and island views. The e...
- Beds 3
- Baths 3.5
$4,950,000
200 Kaimanu Place , Kihei
Come experience South Maui’s hidden gem….Kaimanu Estates. A small community of 9 homes tucked on the hillside of Maui Meadows. This exclusive community is gated and ver...
- Beds 4
- Baths 4.4
$4,950,000
5000 Makena Road , Kihei
On the most sought after Maui coast line, this unique property consists of over 1/3 of an acre making a most desirable canvas. Underground utilities, sewer and water mete...
- Beds –
- Baths –
$4,950,000
23 W Mahi Pua Place , Lahaina
The Pinnacle, the desirable gated community in Kaanapali, is host to this exquisite traditional island-style estate. Taking in expansive views of the Pacific, and the Is...
- Beds 5
- Baths 5.5
$4,900,000
3800 Wailea Alanui , Kihei
Enjoy the Wailea lifestyle from this luxurious 3 bedroom and 3.5 bath ocean villa. Spacious main lanai with built in gas grill for capturing Maui sunsets. Expansive sing...
- Beds 3
- Baths 3.5
- Bldg. Wailea Beach Villas
$4,900,000
255 Noho Like Way , Kihei
A location that is hard to surpass inside the gates of the prestigious Wailea Highlands community, consisting of only 27 parcels is an elegant residence. Situated on ove...
- Beds 4
- Baths 5.5
$4,890,000
25 Coconut Grove , Lahaina
This stunning villa, perfectly situated in the center of Maui's famed Kapalua Bay, offers sweeping views of both Lanai and Molokai. Located in a private setting, this gro...
- Beds 3
- Baths 3.0
- Bldg. Coconut Grove
$4,799,000
3600 Wailea Alanui , Kihei
"A" plus property with "A" plus location. The pinnacle unit of Wailea Elua. Listen to the waves and enjoy world renown Maui sunsets from your own front row lanai. This is...
- Beds 2
- Baths 2.0
- Bldg. Wailea Elua II
$4,695,000
112 Pulelehua Strret , Lahaina
Verde Pacifica at Pineapple Hill Estates Kapalua is 6000sq ft of indoor outdoor estate living on the Bay Course with majestic ocean views of Lanai, Molokai, and mountains...
- Beds 3
- Baths 2.5
$4,595,000
127 Manalo Place , Kihei
Gorgeous, 4 bedroom, 4 bath Wailea Golf Vistas home. This architectural masterpiece borders the third fairway of Wailea's "Old Blue" golf course, overlooking the Four Se...
- Beds 4
- Baths 4.0
$4,500,000
29 Kamaka Circle , Lahaina
BABY BEACH HIDEAWAY - The Tropical Beachfront home of your dreams! This tastefully rebuilt home is located on a beautiful white sand swimming beach (Lahaina's World Famou...
- Beds 3
- Baths 2.0
$4,499,000
▼ Decreased $1,300,000
1327478575
2141 Iliili Rd. , Kihei
Hale Lele Villas is a luxury multi-unit vacation rental located steps from white sand in sunny South Maui and less than 100 feet to South Maui's most popular surfing at C...
- Beds 9
- Baths 15.0
$4,490,000
▼ Decreased $100,000
1325145741
15 Coconut Grove , Lahaina
Outstanding private oceanfront location on the most prized beach at Kapalua. This single-level, ground floor property features a private courtyard with extended oceanfro...
- Beds 3
- Baths 3.5
- Bldg. Coconut Grove
$4,400,000
▼ Decreased $200,000
1328169816
3885 Wailea Ekolu Drive , Kihei
Breathtaking panoramic views from this Tim Farrington designed home located in prestigious Wailea Golf Estates. Superb construction throughout this home from the traverti...
- Beds 3
- Baths 3.5
$4,395,000
50 Nohea Kai Drive , Lahaina
Of the four Kaanapali Alii oceanfront corner locations, this stack offers the best everything! Sweeping unobstructed ocean views including the islands of Lanai and Moloka...
- Beds 2
- Baths 2.0
- Bldg. Kaanapali Alii
$4,299,000
104 Anapuni Loop , Lahaina
This, never-before-lived- in, immaculate 5943 s.f. three bedroom, four & one-half bath Estate is a ‘Vision of Tuscany’ & the Seller’s lifelong dreams. Set upon a .93 acr...
- Beds 3
- Baths 4.5
$4,290,000
70 Wai Kulu Place , Lahaina
BIG SPECTACULAR OCEAN and MULTI-ISLAND VIEWS! A remarkable property situated on just over 5 acres, includes the main executive 4 bedroom home with striking amenities and...
- Beds 4
- Baths 3.0
$4,275,000
151 N Ulukoa Place , Lahaina
Hall of Fame Designer Michael Taylor influenced single story home in most prestigious area of Kaanapali Golf Estates. Private, quiet, yet so close to the gorgeous Kaanap...
- Beds 4
- Baths 4.5
$4,250,000
4000 Wailea Alanui , Kihei
Breathtaking oceanfront location - the finest in South Maui. Ground level. Extra large lanai. Easy access to lush gardens. 52 feet above sea level. Privacy & sweeping vie...
- Beds 2
- Baths 3.0
- Bldg. Wailea Point I II III
$4,250,000
▼ Decreased $749,000
1316500742
Kuahulu Pl. , Lahaina
Rarer then hens teeth. 2 Acres of oceanfront land priced to sell
- Beds –
- Baths –
$4,250,000
▼ Decreased $325,000
1304575276
50 Nohea Kai Drive , Lahaina
This condominium residence offers the highest level of luxury living in the heart of Kaanapali, located on the world famous Kaanapali Beach. The past winner of the Maikai...
- Beds 2
- Baths 2.5
- Bldg. Kaanapali Alii
$3,995,000
▼ Decreased $755,000
1314770461
226 Keoawa Street , Lahaina
Spectacular new 6-acre Honolua Ridge agricultural compound featuring incredible panoramic ocean views. The property consists of a 4 bedroom 4 bath main home, which is un...
- Beds 4
- Baths 4.0
$3,990,000
3800 Wailea Alanui , Kihei
Flawless execution, design and finishes complete this penthouse residence. Contemporary design with top of the line finishes, granite counter tops, central air condition...
- Beds 2
- Baths 2.0
- Bldg. Wailea Beach Villas
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