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Oceanfront Maui Real Estate

Luxury Oceanfront Living in Maui

From Hana down to the bottom of Makena, browse luxury Maui oceanfront real estate for sale. This page features beautiful Maui Real Estate properties for sale in Hana, Makena, Kihei, Wailea and Napili and all around the island of Maui sorted from the most expensive to the least expensive. Moving to Maui never looked so good after browsing these gorgeous oceanfront properties! If you have any questions, or if you would like to see one of these luxurious Maui homes for sale call, Roger Pleski at 808-344-0180.

Oceanfront Maui Real Estate

4508 Makena, Kihei image
4508 Makena, Kihei $26,900,000

Maui Beachfront at its best! 4508 Makena Road is one of the most exclusive offerings to ever come on the market. The brand new construction, never lived-in, fully-furnish...

  • 4 Beds
  • 5.5 Baths
  • 389507 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

4557 Makena, Kihei image
4557 Makena, Kihei $19,950,000 ▼

Rare Keauhou at Makena Estate offers sophisticated, contemporary flair and over three acres of manicured tropical landscaping making it both an ideal private retreat and ...

  • 5 Beds
  • 4.5 Baths
  • 385175 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

120 Kaimanu, Kihei image
120 Kaimanu, Kihei $19,888,000

An Amazing Property unlike any others on Maui “The Ultimate Lifestyle Within Its Boundaries” best defines the paradigm shift to safety, security & privacy within this met...

  • 6 Beds
  • 9 Baths
  • 389170 MLS
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

4851 LOWER HONOAPIILANI, Lahaina image
4851 LOWER HONOAPIILANI, Lahaina $19,500,000

Exclusive Oceanfront Compound including two adjacent homes located at 4851 Lower Honoapiilani Rd and 10 Hui Rd E. West Maui's Most Prime Oceanfront Offering features acco...

  • 7 Beds
  • 7 Baths
  • 390187 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (KAP)

Listing courtesy of Hawaii Life (KAP).

4478 Makena, Kihei image
4478 Makena, Kihei $17,500,000

The perfect house...If Goldilocks was buying in Makena she would look at this home and say it's not too BIG ... it's not too small...But it is Just Right! If you are sear...

  • 3 Beds
  • 3.1 Baths
  • 387740 MLS
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

9 Kapalua, Lahaina image
9 Kapalua, Lahaina $16,000,000

Located directly on the sandy and pristine Oneloa Bay at Kapalua stands 9 Kapalua Place, a 4 bedroom, 5 1/2 bath private residence of over 7,400 square feet. Only of onl...

  • 4 Beds
  • 5.5 Baths
  • 389817 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

2455 S KIHEI, Kihei image
2455 S KIHEI, Kihei $14,900,000

One of the last, if not the last, large development parcels for 217 upscale condominiums across the street from two fabulous beach parks. This location is in the very hea...

  • 388621 MLS
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

7381 Makena, Kihei image
7381 Makena, Kihei $12,990,000

Hale Makana Ola is an oceanside property designed for wellness and relaxation while offering privacy and sublime Pacific views. This 4,668 sf, 5 bedroom, 5.5 bath estate ...

  • 5 Beds
  • 5.5 Baths
  • 388843 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Unit 1601, Kihei image
4000 Wailea Alanui Unit 1601, Kihei — Wailea Point I Ii Iii $12,500,000 ▼

NEW PRICE with $2.4m reduction! This is a magnificent value!! Unbelievable oceanfront location with TWO huge ocean-facing lanais. Rare “double” unit with enormously sp...

  • 3 Beds
  • 3 Baths
  • 388838 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

131 Aleiki, Paia image
131 Aleiki, Paia $12,000,000

Beachfront property on Maui's North Shore with a European style home. Located on the end of a quaint road in the town of Paia/Kuau, this estate welcomes you in as you ent...

  • 4 Beds
  • 5 Baths
  • 388903 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

137 Hana, Paia image
137 Hana, Paia $11,995,000

Take your leisure seriously. Representing the pinnacle in world-class oceanfront living, 137 Hana Hwy is a stunning oceanfront residence in the heart of Paia town that bo...

  • 6 Beds
  • 6 Baths
  • 390424 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3016 S Kihei, Kihei image
3016 S Kihei, Kihei $11,900,000

A rare opportunity is now available on Maui’s South Shore and world famous Keawakapu Beach. This property is being sold with approved permits and ready to build. The orig...

  • 2 Beds
  • 1.5 Baths
  • 389460 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4584 Makena, Kihei image
4584 Makena, Kihei $11,500,000

A rare opportunity to own this over 1 acre ocean front lot on Makena Road just south of the magnificent Wailea Resort, home to 5 star hotels such as The Grand Wailea, And...

  • 2 Beds
  • 3.5 Baths
  • 387208 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

30 KAI ALA, Lahaina image
30 KAI ALA, Lahaina $11,500,000

Rare opportunity to purchase an estate site remaining on Kaanapali Beach. 30 Kai Ala Place is one of only six individual gated lots that are located within Kaanapali Reso...

  • 378255 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (KAP)

Listing courtesy of Hawaii Life (KAP).

12 Pohuehue, Kihei image
12 Pohuehue, Kihei $11,000,000

Escape to your own backyard paradise in this amazing luxury estate home in One Palauea Bay. If EXTREME privacy is important to you this is the perfect property... situate...

  • 4 Beds
  • 4.5 Baths
  • 389071 MLS
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

275 Haumana, Haiku image
275 Haumana, Haiku $10,995,000 ▲

'Rare’ is an overused adjective when referring to Maui Real Estate. If you are a discerning Buyer interested in a "Serene, Peaceful, Luxurious, Refined Architectural Envi...

  • 5 Beds
  • 4.5 Baths
  • 384363 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

16 Malukai, Kihei image
16 Malukai, Kihei $10,800,000

Welcome to the Perfect Maui Residence... A rare opportunity to own this unique home situated in the exclusive gated enclave of Maluhia at Wailea, where just 14 homesites ...

  • 4 Beds
  • 6 Baths
  • 389626 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 KAI ALA, Lahaina image
10 KAI ALA, Lahaina $9,900,000 ▼

Rare opportunity to purchase an estate site on Kaanapali Beach. 10 Kai Ala Place is the largest of only six individual gated lots that are located within Kaanapali Resort...

  • 382576 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (KAP)

Listing courtesy of Hawaii Life (KAP).

6291 HONOAPIILANI, Lahaina image
6291 HONOAPIILANI, Lahaina $9,900,000

One of Maui's most secluded oceanfront properties located on a 3.5 acre promontory known as The Alaelae Peninsula. The estate is just a short distance from the heart of K...

  • 4 Beds
  • 4.5 Baths
  • 381791 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (KAP)

Listing courtesy of Hawaii Life (KAP).

450 HULOPOE, Lanai City image
450 HULOPOE, Lanai City $8,800,000

This alluring Estate is perched just above Hulopoe Bay and Sweetheart Rock, Puu Pehe. A safe and sustainable sanctuary that feels a world away, but is still in the United...

  • 4 Beds
  • 4.5 Baths
  • 387833 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (KAP)

Listing courtesy of Hawaii Life (KAP).

65 Wili Okai, Lahaina image
65 Wili Okai, Lahaina $8,750,000

Island dreams? Make them come true! Live, work and play in this gorgeous estate on Maui! Gracing the slopes of the West Maui Mountains this property is one of the top pro...

  • 5 Beds
  • 5 Baths
  • 389145 MLS
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

3550 Wailea Alanui Unit E 4, Kihei image
3550 Wailea Alanui Unit E 4, Kihei — Andaz Residences $8,750,000 ▼

The Andaz Residences Maui offer unparalleled luxury and views! Situated on the grounds of the Andaz Hotel, you have all the privacy of your own oceanfront home, with all ...

  • 3 Beds
  • 4 Baths
  • 386110 MLS
  • Andaz Residences Bldg.
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

1 Bay Unit 1503, Lahaina image
1 Bay Unit 1503, Lahaina — Montage Residences Kapalua Bay $8,700,000

Rare opportunity to purchase an oceanfront, building 1 top floor penthouse Residence. Montage Residences Kapalua Bay. A truly one-of-a-kind opportunity to own along the ...

  • 3 Beds
  • 3.5 Baths
  • 389401 MLS
  • Montage Residences Kapalua Bay Bldg.
  • Fee Simple Tenure
Courtesy of Powerplay Destination Prop HI

Listing courtesy of Powerplay Destination Prop HI.

1 Bay Unit 2101, Lahaina image
1 Bay Unit 2101, Lahaina — Montage Residences Kapalua Bay $8,500,000

Welcome home to oceanfront resort living at it’s finest. This spectacular 4-bedroom, 4.5 Bathroom residence offers a prime front row location and unobstructed views of Ma...

  • 4 Beds
  • 4.5 Baths
  • 389932 MLS
  • Montage Residences Kapalua Bay Bldg.
  • Fee Simple Tenure
Courtesy of Powerplay Destination Prop HI

Listing courtesy of Powerplay Destination Prop HI.

11777 Honoapiilani, Lahaina image
11777 Honoapiilani, Lahaina $8,250,000

Once in a lifetime opportunity to own 16 oceanfront acres minutes from Lahaina town. This legacy property in pristine Olowalu boasts an amazing 1,700 linear feet of ocea...

  • 390002 MLS
  • Fee Simple Tenure
Courtesy of West Maui Land Company Inc

Listing courtesy of West Maui Land Company Inc.

111 N Kihei, Kihei image
111 N Kihei, Kihei $8,250,000

BEACH FRONT MODERN MASTERPIECE: This beach front home features two stories of modern outdoor oceanfront living perfect for enjoying the Maui outdoor sporting lifestyle on...

  • 3 Beds
  • 3.5 Baths
  • 389994 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

218 Plantation Club, Lahaina image
218 Plantation Club, Lahaina $8,250,000 ▼

Experience the majestic year-round sunset, ocean and island views of this magnificent home. This incredible residence sits on 2.2 acres of prime real estate perched above...

  • 5 Beds
  • 5.5 Baths
  • 388247 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

712 Front, Lahaina image
712 Front, Lahaina $8,200,000

*RARE OPPORTUNITY* HISTORIC COMMERCIAL BUILDING IN LAHAINA on MAUI: CIRCA 1920 OCEAN-FACING commercial building occupying approximately 91’ frontage on Front Street. ...

  • 387910 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

314 Cook Pine, Lahaina image
314 Cook Pine, Lahaina $7,900,000

Magnificent 5 bedroom, 5 1/2 bath home with the finest craftsmanship and materials in this very distinctive home behind the gates at Pineapple Hill at Kapalua. Sprawled a...

  • 5 Beds
  • 5.5 Baths
  • 387278 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

525 Hana, Paia image
525 Hana, Paia $7,850,000 ▼

Incredible North shore oceanfront retreat. Four Structures on a 15,000sf lot, three homes, and a three-car garage with laundry and an office. Perched off Hana Hwy between...

  • 6 Beds
  • 4 Baths
  • 388588 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

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Aloha!  Roger Pleski R(S) Maui Real Estate

Roger Pleski R(S)
Phone: 808-344-0180
Email: rogerpleski13@gmail.com

Amanda Kittle R(S)
Phone: 808-281-3805
Email: amandajkittle@gmail.com

Buy or Sell Maui Real Estate
2777 S. Kihei Rd. #100
Kihei, Hawaii 96753

Top 100 Realtors State of Hawaii 2013
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