Wailea/Makena 2 Bedroom Properties for Sale

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Newest Wailea/Makena 2 Bedroom Properties for Sale

3800 Wailea Alanui Blvd Unit H102, Kihei image
3800 Wailea Alanui Blvd Unit H102, Kihei — Wailea Beach Villas $4,200,000

Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest ...

  • 2 Beds
  • 2 Baths
  • Wailea Beach Villas Bldg.
  • 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 $1,295,000

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
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3600 Wailea Alanui Dr Unit 2010, Kihei image
3600 Wailea Alanui Dr Unit 2010, Kihei — Wailea Elua Ii $2,995,000

Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 be...

  • 2 Beds
  • 2 Baths
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,680,000

Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...

  • 2 Beds
  • 2 Baths
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1706, Kihei image
10 Wailea Ekolu Pl Unit 1706, Kihei — Wailea Ekolu $1,575,000

The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently r...

  • 2 Beds
  • 2 Baths
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 1203, Kihei image
4000 Wailea Alanui Dr Unit 1203, Kihei — Wailea Point I Ii Iii $4,500,000

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and fro...

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

Listing courtesy of Wailea Point Realty, Inc..

4955 Makena Rd Unit F102, Kihei image
4955 Makena Rd Unit F102, Kihei — Na Hale O Makena $2,749,000

Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease...

  • 2 Beds
  • 3 Baths
  • Na Hale O Makena Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

24 Kai Malu Unit 3-A, Kihei image
24 Kai Malu Unit 3-A, Kihei — La'i Loa $2,550,000

Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this ...

  • 2 Beds
  • 2 Baths
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

78 Kai Malu Dr Unit 202 (14D), Kihei image
78 Kai Malu Dr Unit 202 (14D), Kihei — La'i Loa $2,875,000

Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering...

  • 2 Beds
  • 2 Baths
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

3950 Kalai Waa St Unit C102, Kihei image
3950 Kalai Waa St Unit C102, Kihei — Wailea Fairway Villas $978,800 ▼

$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
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Nathalie Mullinix Rlty Universal Inc

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

3200 Wailea Alanui Dr Unit 1509, Kihei image
3200 Wailea Alanui Dr Unit 1509, Kihei — Palms At Wailea I $1,395,000

Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space comp...

  • 2 Beds
  • 2 Baths
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

10 Wailea Ekolu Pl Unit 1206, Kihei image
10 Wailea Ekolu Pl Unit 1206, Kihei — Wailea Ekolu $1,475,000

Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tuck...

  • 2 Beds
  • 2 Baths
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

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
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

4000 Wailea Alanui Dr Unit 2101, Kihei image
4000 Wailea Alanui Dr Unit 2101, Kihei — Wailea Point I Ii Iii $3,300,000

Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views...

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

Listing courtesy of Wailea Point Realty, Inc..

155 Wailea Ike Pl Unit 10, Kihei image
155 Wailea Ike Pl Unit 10, Kihei — Grand Champions $1,025,000

Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or ren...

  • 2 Beds
  • 2 Baths
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

60 Kai Malu Dr Unit 201 (11C), Kihei image
60 Kai Malu Dr Unit 201 (11C), Kihei — La'i Loa $2,875,000

The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amaz...

  • 2 Beds
  • 2 Baths
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3200 Wailea Alanui Dr Unit 1207, Kihei image
3200 Wailea Alanui Dr Unit 1207, Kihei — Palms At Wailea I $1,435,000 ▼

Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime po...

  • 2 Beds
  • 2 Baths
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4850 Makena Alanui Rd Unit A101, Kihei image
4850 Makena Alanui Rd Unit A101, Kihei — Makena Surf $4,995,000

This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a comple...

  • 2 Beds
  • 2 Baths
  • Makena Surf Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

63 Wailea Gateway Pl Unit 5103, Kihei image
63 Wailea Gateway Pl Unit 5103, Kihei — Keala O Wailea $2,100,000 ▼

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans appro...

  • 2 Beds
  • 2 Baths
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 203, Kihei image
10 Wailea Ekolu Pl Unit 203, Kihei — Wailea Ekolu $1,335,000 ▼

Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Buil...

  • 2 Beds
  • 2 Baths
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 704, Kihei image
3600 Wailea Alanui Dr Unit 704, Kihei — Wailea Elua I A $3,250,000 ▼

Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is j...

  • 2 Beds
  • 2 Baths
  • Wailea Elua I A Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Vacation Rentals

Listing courtesy of Wailea Vacation Rentals.

4850 Makena Alanui Rd Unit B304, Kihei image
4850 Makena Alanui Rd Unit B304, Kihei — Makena Surf $3,495,000 ▼

Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bed...

  • 2 Beds
  • 2 Baths
  • Makena Surf Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

4000 Wailea Alanui Dr Unit 3404, Kihei image
4000 Wailea Alanui Dr Unit 3404, Kihei — Wailea Point I Ii Iii $2,795,000 ▼

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained ...

  • 2 Beds
  • 2 Baths
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

10 Wailea Ekolu Pl Unit 1603, Kihei image
10 Wailea Ekolu Pl Unit 1603, Kihei — Wailea Ekolu $1,250,000 ▼

Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovat...

  • 2 Beds
  • 2 Baths
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 2109, Kihei image
3600 Wailea Alanui Dr Unit 2109, Kihei — Wailea Elua Ii $3,200,000

Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this...

  • 2 Beds
  • 2 Baths
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

3150 Wailea Alanui Dr Unit 3202, Kihei image
3150 Wailea Alanui Dr Unit 3202, Kihei — Wailea Palms $1,800,000 ▼

Wailea Palms #3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfe...

  • 2 Beds
  • 3 Baths
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

4000 Wailea Alanui Dr Unit 2904, Kihei image
4000 Wailea Alanui Dr Unit 2904, Kihei — Wailea Point I Ii Iii $4,495,000

Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront...

  • 2 Beds
  • 2 Baths
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

10 Wailea Ekolu Pl Unit 105, Kihei image
10 Wailea Ekolu Pl Unit 105, Kihei — Wailea Ekolu $1,475,000 ▼

Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views f...

  • 2 Beds
  • 2 Baths
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4850 Makena Alanui Rd Unit C106, Kihei image
4850 Makena Alanui Rd Unit C106, Kihei — Makena Surf $4,150,000

Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovate...

  • 2 Beds
  • 2 Baths
  • Makena Surf Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3200 Wailea Alanui Dr Unit 1605, Kihei image
3200 Wailea Alanui Dr Unit 1605, Kihei — Palms At Wailea I $1,275,000 ▼

Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentab...

  • 2 Beds
  • 2 Baths
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

3800 Wailea Alanui Blvd Unit PH511, Kihei image
3800 Wailea Alanui Blvd Unit PH511, Kihei — Wailea Beach Villas $5,395,000 ▼

Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,00...

  • 2 Beds
  • 2 Baths
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

155 Wailea Ike Pl Unit 111, Kihei image
155 Wailea Ike Pl Unit 111, Kihei — Grand Champions $949,900 ▼

Discover Grand Champions 111, a beautifully updated 2-bedroom, 2-bath condominium in the heart of Wailea. This spacious and fully furnished unit offers an inviting open f...

  • 2 Beds
  • 2 Baths
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 2802, Kihei image
4000 Wailea Alanui Dr Unit 2802, Kihei — Wailea Point I Ii Iii $4,900,000 ▼

An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing i...

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

Listing courtesy of Wailea Point Realty, Inc..

3200 Wailea Alanui Dr Unit 304, Kihei image
3200 Wailea Alanui Dr Unit 304, Kihei — Palms At Wailea I $1,550,000

If you’re looking for the ultimate Maui property, this is it! This luxury top-floor condo at the highly sought-after Palms at Wailea puts you just steps from the spectacu...

  • 2 Beds
  • 2 Baths
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 78, Kihei image
155 Wailea Ike Pl Unit 78, Kihei — Grand Champions $1,349,000 ▼

Stunning ocean view, overlooking the Wailea Blue Golf Course, this gem is beautifully positioned in one of Wailea’s most sought-after resort communities—Grand Champions. ...

  • 2 Beds
  • 2 Baths
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

10 Wailea Ekolu Pl Unit 1008, Kihei image
10 Wailea Ekolu Pl Unit 1008, Kihei — Wailea Ekolu $1,525,000 ▼

Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence f...

  • 2 Beds
  • 2 Baths
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 1505, Kihei image
3200 Wailea Alanui Dr Unit 1505, Kihei — Palms At Wailea I $1,449,000 ▼

Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-af...

  • 2 Beds
  • 2 Baths
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

155 Wailea Ike Pl Unit 140, Kihei image
155 Wailea Ike Pl Unit 140, Kihei — Grand Champions $1,045,000 ▼

This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with va...

  • 2 Beds
  • 2 Baths
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

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Keller Williams Realty Maui

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