Vacation Rentals & Condos in Wailea

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105 condos

Wailea Ekolu 2/2 - Elegant, Spacious, Modern, Ocean View!

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$445

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Sweeping Ocean Views; Private High End Condo!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$260

Gorgeous Ocean front view from your balcony! - Kihei Surfside #608

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$381

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Price per night from

$688

3 Bedroom Beach Front Paradise at Makena Surf - MAKENA SURF RESORT, #G-304

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$1,000

Remodeled 3BD w/AC - Great Location - Royal Mauian #302

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$690

Spacious Ground Floor 1 Bedroom - Kihei Surfside #110

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$250

Gorgeous Ocean front view from your balcony! - Kihei Surfside #608

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$210

Spacious Ground Floor 2 BDRM Condo - Wailea Elua #107

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$740

Stunningly Remodeled 1 BDRM Wailea Elua #302

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$450

Stunning Ground Floor 2 Bedroom Wailea Elua #307

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$450

Garden Views & Gorgeous Interiors Await WAILEA ELUA, #0909*

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$350

Classy 2 BD Condo W/ Excellent Amenities Wailea Elua Village # 1204

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“A Beautiful Unit” This unit has everything that a family of 4 needs to have a great vacation. Our boys loved the short walk to the ocean but were a little disappointed that there were no rackets for the paddle tennis court. The housekeepers were very helpful and security was very professional. We would be happy to rent this unit again.

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$851

Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location!” We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life very comfortable. The unit could use some updates such as a new dishwasher, but all in all things were good. The only complaints I had were we rented the unit assuming twin beds in rooms 2 and 3 and one had a queen which put a person on a roll away and the over powering security. The security was over the top in that it literally pursued people. A father and 5 year old playing catch with a nerf were told not to as were several others. When I questioned them I was told they "pursue" this conduct. Why have a nice grass area if people get kicked off. Sorry but Al and co need to hang lose on things. All in all a very nice place.

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$2,563

Luxury At Its Finest at Wailea Elua Village # 1508

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$650

Gorgeous Ground Floor 1 Bedroom WAILEA ELUA, #2003

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“wonderful property, alii people very friendly and helpful” Was able to check in at 1:00 PM which was very helpful. The personnel from alii were, as usual very friendly and helpful. Condo comfortable and clean. Two bathrooms a good feature. Second year in this condo and reserved for next year.

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$500

Second Floor 2 BDRM w/ Sweeping Views WAILEA ELUA, #2010

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$400

Beautiful Beach Front 2 BDRM Condo - Makena Surf Resort # B-304

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exquisite view, lovely appointments, needs new bed!” The good news: we only left this beautiful condo to jump into the water (in the ocean or the lovely pool), to go to yoga or for jogs, to get supplies or go out to eat! The view is stunning, the lanai couldn't be any closer to the water, has comfortable patio furniture and you have all the comforts of home. The kitchen and bathrooms are luxuriously appointed. After a slight confusion when we landed at the Kahului airport, we were even able to check in early on our arrival day. The only bad news, and the reason we couldn't give it five stars is the mattress in the master bedroom needs replacing. There are two huge, deep divots in the too-soft, too worn mattress. I hope that will be replaced soon, because when we come back to Makena Surf, we will definitely stay here. We've stayed in two other condos on the property, and this was the best!

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$800

Lovely Ground Floor Unit MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$640

Gorgeous Remodeled Ocean Front Condo - Makena Surf Resort G-206

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$1,001

Oceanfront Location - Amazing Views - Kamaole Nalu #204

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$309

Breathtaking Oceanfront Retreat 2 BDRM Condo - Kamaole Nalu #302

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$309

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$259

Ocean Views -Remodeled Top Floor 2bd/2ba Condo - Kamaole Nalu #603

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$299

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #102

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$249

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #113

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$239

Beautiful Views Await You Here! - Kihei Surfside #305

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$229

Stunning Oceanfront Condo - Kihei Surfside #511

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$239

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$299

Newly Remodeled Spacious Ground Floor Unit -Wailea Ekahi #22B

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$389

Stunningly Remodeled Ocean View Unit -Wailea Ekahi #22D

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$399

Beautiful Views-Updated Wailea Condo - Wailea Ekahi #33B

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$319

Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$219

Beautiful Golf & Ocean Views - WAILEA GRAND CHAMPION #148

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$229

Lovely Ground Floor 2 BDRM Condo Wailea Elua Village # 105

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!!!” Our stay at Wailea Elua was absolutely great. Our accommodations were spacious and beautiful with a breathtaking view of the ocean. The grounds were remarkable with close access to beach and private sitting areas. The condo had everything you needed. The staff on hand were very accommodating. And close to shopping and restaurants.

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$599

Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$639

Spectacular Ground Floor 2 Bedroom Condo Wailea Elua #305

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$489

Renovated Condo-Wailea 2 BDRM Condo Wailea Elua #702

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful vacation at Elua Village” We stayed in Unit 702 in Elua Village in Wailea. The location was wonderful, you could see the sunset from the balcony and even sitting on the sofa in the living room. The condo was very comfortable and spacious. We had two lanai's and were able to grill out and sit comfortably on the lanai. The location was so close to the pool and very close to the walkway along the ocean. Everything about the condo and the location was perfect. The kitchen was well stocked with cooking utensils and the seating at the dining room was great. I hope we are able to go again and we will definetely stay in Unit 702. The Vitello's

1 of 2 match: Games room, Golf course on site or within 15 min walk

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Price per night from

$599

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