Vacation Rentals & Condos in Wailea

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185 condos

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$395

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$1,060

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

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$430

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$315

Sweeping Ocean Views; Private High End Condo!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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$259

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$445

Wailea Ekahi Village Relaxing Ocean and Mountain Views

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$327

NEW! Modern 2bd/2ba Beach Retreat in Sunny Sout Kihei

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$378

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$687

K B M Resorts: Wailea Elua Village WEV-2103, Spacious 2 Bedrooms with Ocean

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$567

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$457

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Breathtaking Oceanfront Retreat 2 BDRM Condo - Kamaole Nalu #302

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$312

Stunning Condo on the Golf Course - WAILEA GRAND CHAMPION #90

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$332

Beautiful Beach Front Condo 2 Bd. Unit - Royal Mauian #205

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$351

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #102

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$250

Beautiful Ocean Views - Wailea Elua Village #802

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$551

Prime Oceanfront 1Bd/1Ba Condo WAILEA ELUA, #1302

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$752

Beautiful Grounds with Ocean View WAILEA ELUA, #1801

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$702

Beautiful Wailea Condo Wailea Ekolu # 312

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$250

Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-202

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$649

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$399

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$229

Stunning Ground Floor 2 BDRM Condo WAILEA ELUA, #1403*

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,149

Beautifully Renovated 2 BDRM WAILEA ELUA, #2201

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$549

Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$529

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$699

Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-202

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$749

Stunning, Remodeled, 2 Bedroom WAILEA EKOLU, #914

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$349

Sweeping Views and Quaint Interiors WAILEA ELUA, #0106

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$399

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$399

Beautiful Grounds with Ocean View WAILEA ELUA, #2101

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vary nice” Accomodations were modern and clean. Resort is beautifully kept. I want to particualry praise the cleaning staff. The two women who came daily were amazing.

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Price per night from

$429

Fantastic Location - Beautiful Condo -Makena Surf Resorts # G-204

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Maui memories” We were excited to be coming back back to Makena Surf after staying there two years ago and being so impressed with the unit and the beautiful surroundings back then. We were somewhat fearful that we could even come close to matching that same experience this time around, but this unit exceeded our expectations. We will be back in the near future.

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Price per night from

$749

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.

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Price per night from

$2,559

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.

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Price per night from

$899

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.

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Price per night from

$499

Luxurious Oceanfront Corner Unit SURF RESORT, #F-212

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Amazing and Beautiful” Loved staying at this condo. Great accommodations, great services and support staff. The only odd thing was the power kept going out in the master bedroom/bathroom. Other than that, it was a 10!

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Price per night from

$869

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!

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Price per night from

$749

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.

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Price per night from

$649

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