Wailea Condos For Sale | Vacation Rentals

The distinction between condo complexes that allow short term rentals and those that do not is a significant one. As such, any buyer perusing Wailea condos for sale must be well aware as to which will best meet one's real estate objectives on Maui. Below please find all condos in Wailea that allow short term rentals - contact us for information about future condominium properties being developed.

Wailea Condos Allow Vacation Rental

New Listing
Photo of Listing #387589
Vacation Rental
Pets

Wailea Point I II III 2904 4000 Wailea Alanui Dr 2904, Wailea/Makena

$2,700,000 - 2 Beds, 2.00 Baths, 1,558 Sf

MLS® # 387589

Fee Simple
Hawaii Life (W)
New Listing
Photo of Listing #387496
Virtual Tour
Vacation Rental

Grand Champions 163 155 Wailea Ike Pl 163, Wailea/Makena

$788,000 - 2 Beds, 2.00 Baths, 1,056 Sf

MLS® # 387496

Fee Simple
Maui Luxury Real Estate LLC
New Listing
Photo of Listing #387494
3-D Tour
Vacation Rental

Wailea Ekahi III 39C 3300 Wailea Alanui Dr 39c, Wailea/Makena

$2,200,000 - 2 Beds, 2.00 Baths, 1,172 Sf

MLS® # 387494

Fee Simple
Wailea Realty+WindermereRE (W)
New Listing
Photo of Listing #387493
3-D Tour
Vacation Rental
Pets

Wailea Ekahi II 32C 3300 Wailea Alanui Dr 32c, Wailea/Makena

$2,100,000 - 2 Beds, 2.00 Baths, 1,172 Sf

MLS® # 387493

Fee Simple
Wailea Realty+WindermereRE (W)
New Listing
Photo of Listing #387491
Virtual Tour
Vacation Rental
Pets

Wailea Ekahi I 16C 3300 Wailea Alanui Dr 16c, Wailea/Makena

$1,150,000 - 1 Beds, 2.00 Baths, 792 Sf

MLS® # 387491

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #387450
Virtual Tour
Vacation Rental
Pets

Wailea Ekahi III 50F 3300 Wailea Alanui Dr 50f, Wailea/Makena

$870,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 387450

Fee Simple
Hawaii Life (W)
Active
Photo of Listing #387400
Vacation Rental
Pets

Wailea Ekahi II 19D 3300 Wailea Alanui Dr 19d, Wailea/Makena

$928,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 387400

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #387369
3-D Tour
Vacation Rental

Grand Champions 61 155 Wailea Ike Pl 61, Wailea/Makena

$710,000 - 2 Beds, 2.00 Baths, 1,056 Sf

MLS® # 387369

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #387344
3-D Tour
Vacation Rental

Palms at Wailea I 301 3200 Wailea Alanui Dr 301, Wailea/Makena

$740,000 - 1 Beds, 2.00 Baths, 1,022 Sf

MLS® # 387344

Fee Simple
Island Sotheby's Int'l Rlty(W)
Active
Photo of Listing #387290
Virtual Tour
Vacation Rental
Pets

Wailea Elua I A 801 3600 Wailea Alanui Dr 801, Wailea/Makena

$2,350,000 - 2 Beds, 2.00 Baths, 1,259 Sf

MLS® # 387290

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #387288
Vacation Rental
Pets

Wailea Point I II III 3303 4000 Wailea Alanui Dr 3303, Wailea/Makena

$1,589,000 - 2 Beds, 2.00 Baths, 1,359 Sf

MLS® # 387288

Fee Simple
Hawaii Life (W)
Active
Photo of Listing #387269
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 3402 4000 Wailea Alanui Dr 3402, Wailea/Makena

$1,625,000 - 2 Beds, 2.00 Baths, 1,359 Sf

MLS® # 387269

Fee Simple
Maui Real Estate Advisors LLC
Pending
Photo of Listing #387261
Virtual Tour
Vacation Rental
Pets

Wailea Ekahi III 39D 3300 Wailea Alanui Dr 39d, Wailea/Makena

$998,800 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 387261

Fee Simple
McEntire Realty
Active
Photo of Listing #387188
Vacation Rental

Palms at Wailea I 602 3200 Wailea Alanui Dr 602, Wailea/Makena

$828,920 - 2 Beds, 2.00 Baths, 1,299 Sf

MLS® # 387188

Fee Simple
Owners.com
Pending
Photo of Listing #387165
Vacation Rental

Grand Champions 24 155 Wailea Ike Pl 24, Wailea/Makena

$740,000 - 2 Beds, 2.00 Baths, 1,148 Sf

MLS® # 387165

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #386999
Vacation Rental

Wailea Ekahi III 44-C 3300 Wailea Alanui Dr 44-c, Wailea/Makena

$1,075,000 - 1 Beds, 1.50 Baths, 991 Sf

MLS® # 386999

Fee Simple
Maui Realty Co Inc
Active
Photo of Listing #386923
Enhanced
3-D Tour
Vacation Rental

Hoolei H1 81 Makakehau St H1, Wailea/Makena

$3,699,000 - 3 Beds, 3.50 Baths, 3,076 Sf

MLS® # 386923

Fee Simple
RE/MAX Lifestyle
Active
Photo of Listing #386847
Virtual Tour
Vacation Rental

Wailea Beach Villas 308 3800 Wailea Alanui Dr 308, Wailea/Makena

$6,198,000 - 3 Beds, 3.00 Baths, 2,893 Sf

MLS® # 386847

Fee Simple
Wailea Realty+WindermereRE (W)
Pending
Photo of Listing #386835
Enhanced
3-D Tour
Vacation Rental

Hoolei S2 12 Ho'olei Cir S2, Wailea/Makena

$2,495,000 - 3 Beds, 3.50 Baths, 2,426 Sf

MLS® # 386835

Fee Simple
RE/MAX Lifestyle
Active
Photo of Listing #386683
Virtual Tour
Vacation Rental
Pets

Wailea Ekolu 501 10 Wailea Ekolu Pl 501, Wailea/Makena

$990,000 - 2 Beds, 2.00 Baths, 1,071 Sf

MLS® # 386683

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #386638
Virtual Tour
Vacation Rental

Polo Beach Club 305 4400 Makena Rd 305, Wailea/Makena

$2,650,000 - 2 Beds, 2.00 Baths, 1,321 Sf

MLS® # 386638

Fee Simple
Island Sotheby's Int'l Rlty(W)
Active
Photo of Listing #386508
Virtual Tour
Vacation Rental
Pets

Wailea Ekahi II 19B 3300 Wailea Alanui Dr 19b, Wailea/Makena

$1,895,000 - 2 Beds, 2.50 Baths, 1,133 Sf

MLS® # 386508

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #386478
Enhanced
Vacation Rental

Grand Champions 13 155 Wailea Ike Pl 13, Wailea/Makena

$749,500 - 2 Beds, 2.00 Baths, 1,148 Sf

MLS® # 386478

Fee Simple
Hawaii Life (W)
Active
Photo of Listing #386418
Vacation Rental

Grand Champions 187 155 Wailea Ike Pl 187, Wailea/Makena

$695,000 - 1 Beds, 2.00 Baths, 908 Sf

MLS® # 386418

Fee Simple
Pali Kai Inc
Active
Photo of Listing #386334
Vacation Rental
Pets

Wailea Ekahi I 1F 3300 Wailea Alanui Dr 1f, Wailea/Makena

$949,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 386334

Fee Simple
Keller Williams Realty Maui-Ki
Active
Photo of Listing #386323
Vacation Rental

Wailea Beach Villas PH-401 3800 Wailea Alanui Blvd Ph-401, Wailea/Makena

$5,475,000 - 3 Beds, 3.50 Baths, 2,180 Sf

MLS® # 386323

Fee Simple
Coldwell Banker Island Prop-Ku
Pending
Photo of Listing #386302
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 3003 4000 Wailea Alanui Dr 3003, Wailea/Makena

$2,999,000 - 2 Beds, 3.00 Baths, 1,584 Sf

MLS® # 386302

Fee Simple
Wailea Point Realty, Inc.
Active
Photo of Listing #386068
Virtual Tour
Vacation Rental

Grand Champions 55 155 Wailea Ike Pl 55, Wailea/Makena

$1,269,000 - 3 Beds, 2.00 Baths, 1,383 Sf

MLS® # 386068

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #385987
Vacation Rental

Grand Champions 69 155 Wailea Ike Pl 69, Wailea/Makena

$1,299,000 - 3 Beds, 2.00 Baths, 1,383 Sf

MLS® # 385987

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #385973
Vacation Rental

Grand Champions 180 155 Wailea Ike Pl 180, Wailea/Makena

$1,188,000 - 3 Beds, 2.00 Baths, 1,383 Sf

MLS® # 385973

Fee Simple
Maui Luxury Real Estate LLC
Pending
Photo of Listing #385937
Virtual Tour
Vacation Rental

Wailea Point I II III 303 4000 Wailea Alanui Dr 303, Wailea/Makena

$6,450,000 - 3 Beds, 3.00 Baths, 2,258 Sf

MLS® # 385937

Fee Simple
Wailea Point Realty, Inc.
Active
Photo of Listing #385935
Virtual Tour
Vacation Rental

Wailea Beach Villas C101 3800 Wailea Alanui Blvd C101, Wailea/Makena

$5,250,000 - 3 Beds, 3.50 Baths, 2,889 Sf

MLS® # 385935

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #385896
Virtual Tour
Vacation Rental

Grand Champions 105 155 Wailea Ike Pl 105, Wailea/Makena

$1,199,000 - 3 Beds, 2.00 Baths, 1,383 Sf

MLS® # 385896

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #385851
Vacation Rental

Wailea Ekolu 1408 10 Wailea Ekolu Pl 1408, Wailea/Makena

$1,050,000 - 2 Beds, 2.00 Baths, 1,071 Sf

MLS® # 385851

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #385837
Vacation Rental
Pets

Wailea Ekolu 101 10 Wailea Ekolu Pl 101, Wailea/Makena

$1,375,000 - 2 Beds, 2.00 Baths, 1,071 Sf

MLS® # 385837

Fee Simple
Romvari Realty Ltd.
Active
Photo of Listing #385782
Virtual Tour
Vacation Rental

Wailea Ekahi II 32D 3300 Wailea Alanui Dr 32d, Wailea/Makena

$1,395,000 - 1 Beds, 2.00 Baths, 885 Sf

MLS® # 385782

Fee Simple
Hawaii Life (W)
Active
Photo of Listing #385739
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 1504 4000 Wailea Alanui Dr 1504, Wailea/Makena

$6,975,000 - 3 Beds, 4.00 Baths, 2,824 Sf

MLS® # 385739

Fee Simple
Wailea Point Realty, Inc.
Active
Photo of Listing #385556
Virtual Tour
Vacation Rental

Hoolei G1 93 Makakehau St G1, Wailea/Makena

$2,850,000 - 4 Beds, 3.50 Baths, 3,076 Sf

MLS® # 385556

Fee Simple
RE/MAX Lifestyle
Active
Photo of Listing #385513
Virtual Tour
Vacation Rental

Palms at Wailea I 2108 3200 Wailea Alanui Dr 2108, Wailea/Makena

$999,000 - 1 Beds, 2.00 Baths, 1,022 Sf

MLS® # 385513

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #385356
Vacation Rental

Wailea Beach Villas G101 3800 Wailea Alanui Blvd G101, Wailea/Makena

$4,250,000 - 3 Beds, 3.50 Baths, 2,889 Sf

MLS® # 385356

Fee Simple
The Wailea Group LLC
Pending
Photo of Listing #385074
Virtual Tour
Vacation Rental

Palms at Wailea I 1802 3200 Wailea Alanui Dr 1802, Wailea/Makena

$890,000 - 2 Beds, 2.00 Baths, 1,194 Sf

MLS® # 385074

Fee Simple
Keller Williams Realty Maui-L
Active
Photo of Listing #385012
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 102 4000 Wailea Alanui Dr 102, Wailea/Makena

$17,995,000 - 3 Beds, 3.00 Baths, 3,850 Sf

MLS® # 385012

Fee Simple
Island Sotheby's Int'l Rlty(M)
Active
Photo of Listing #384813
Virtual Tour
Vacation Rental
Pets

Wailea Ekahi II 18D 3300 Wailea Alanui Dr 18d, Wailea/Makena

$1,699,000 - 2 Beds, 2.00 Baths, 1,172 Sf

MLS® # 384813

Fee Simple
RE/MAX Lifestyle
Pending
Photo of Listing #384797
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 3203 4000 Wailea Alanui Dr 3203, Wailea/Makena

$2,300,000 - 2 Beds, 3.00 Baths, 1,620 Sf

MLS® # 384797

Fee Simple
Wailea Point Realty, Inc.
Active
Photo of Listing #384449
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 304 4000 Wailea Alanui Dr 304, Wailea/Makena

$5,450,000 - 3 Beds, 4.00 Baths, 2,419 Sf

MLS® # 384449

Fee Simple
RE/MAX Lifestyle
Active
Photo of Listing #384399
Vacation Rental

Wailea Ekahi I 11C 3300 Wailea Alanui Dr 11c, Wailea/Makena

$1,624,000 - 2 Beds, 2.00 Baths, 1,172 Sf

MLS® # 384399

Fee Simple
Hawaii Life (W)
Pending
Photo of Listing #384389
Virtual Tour
Vacation Rental

Hoolei O4 21 Kiloa St O4, Wailea/Makena

$3,295,000 - 3 Beds, 3.50 Baths, 2,619 Sf

MLS® # 384389

Fee Simple
RE/MAX Lifestyle
Active
Photo of Listing #383452
Vacation Rental

Palms at Wailea I 1205 3200 Wailea Alanui Dr 1205, Wailea/Makena

$999,000 - 2 Beds, 2.00 Baths, 1,194 Sf

MLS® # 383452

Fee Simple
Kokua Realty LLC
Active
Photo of Listing #382731
3-D Tour
Vacation Rental

Wailea Ekahi III 50A 3300 Wailea Alanui Dr 50a, Wailea/Makena

$999,000 - 1 Beds, 2.00 Baths, 885 Sf

MLS® # 382731

Fee Simple
RE/MAX Lifestyle

Contact

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For an official list as determined by Maui County, view the below - contact us to confirm latest updated information.
Maui Vacation Rentals - OFFICIAL LIST

Listings provided courtesy of the REALTORS® Association of Maui.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Hawaii Real Estate News.