Vacation Rentals & Condos in Wailea

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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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Price per night from

$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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Price per night from

$315

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Price per night from

$687

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$228

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Price per night from

$687

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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

WAILEA ELUA, #0702

Wailea apartment

  • 2 bedrooms
  • sleeps 6

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Price per night from

$409

2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 16 minutes

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Price per night from

$286

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

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Price per night from

$496

Beach Front Paradise -Remodeled 2 Bedroom Condo -Polo Beach Club #707

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Jacuzzi or hot tub

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Price per night from

$1,049

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Price per night from

$719

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Price per night from

$749

Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$286

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$378

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Price per night from

$649

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Jacuzzi or hot tub

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Price per night from

$999

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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$369

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

$699

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 Luxury Corner Unit MAKENA SURF RESORT, #E-206

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Stay at Makena Surf” We would definitely return to this property, if not exact condo, at Maken Surf. Great location and ideal building on the big beach.Make sure you see the development plan so you pick the right building - it's worth being beachfront. And when the west coast was in the clouds, we were always sunny. Lovely beach, quiet with just the right amount of action close by. Easy drive to area shops and restaurants. Condo was ideal and services were terrific. If you are looking for beach and pool bar, resort services - this is not your place. There is a beach and pool but no blended drinks being served. But you'll spend three times the money for a hotel room versus having the luxury of spreading out at "home" with your family for meals, movie night and morning breakfast on the lanai. A much nicer way to go and then eat dinner in all the great restaurants. Who wants to shower and dress for breakfast anyway? I'd rather eat on the lanai and relax. The condo has everything you would want for a lovely stay from good bedding, spacious bathrooms,beach chairs, daily maid service, to streaming Netflix and fully stocked kitchen. Rent a car and you are all set.You won't want to leave and you feel more like you live there rather than just being another tourist. Oh and having a washer dryer in the unit was super convenient. Overall... a lovely spot.

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Price per night from

$799

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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$599

Great Location - Beautiful Grounds - 2 Bedroom Two Bath - Wailea Elua #2106

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Clean and spacious with attentive service” This is a nice condo rental for Wailea. While the furnishings and mattresses are not that up to date, the cleanliness and location are very good. I found the kitchen in particular to have very good supplies. When I complained about the terrible coffee maker, it was replaced immediately. I should have complained during our stay instead of afterwards, and we might have been able to make good coffee while there. The cleaning service was very good. I would have appreciated a second set of beach towels as one set is not nearly enough for a beach vacation. I also would say that the master bedroom mattress was not supportive and is probably too old. This unit is on the row closest to the road so if your 2nd bedroom sleepers are light ones, they might be bothered by traffic noise. Overall this is a great condo village to stay at, but these units are old and you are paying for proximity to the beach, not high end units.

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Price per night from

$429

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

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Price per night from

$599

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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Price per night from

$639

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

$719

Sweeping Views and Quaint Interiors WAILEA ELUA, #0106

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$349

Beautiful Golf & Ocean Views - WAILEA GRAND CHAMPION #148

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$229

Completely Renovated, Ocean View, Steps To Beach WAILEA ELUA, #0908

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$699

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Price per night from

$1,060

Ground Floor 2 BDRM Condo Wailea Elua Village # 1503

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$599

Newly Renovated Second Floor 2 BDRM Condo Wailea Elua # 2304

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$529

Beautiful Ground Floor 1 Bed/2 bath WAILEA ELUA, #807

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$349

Stunning Views- Renovated 2 Bedroom Condo- WAILEA ELUA, #2202

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Jacuzzi or hot tub

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Price per night from

$529

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Price per night from

$639

Lovely 1 Bdrm. Oceanfront Condo Wailea Elua #1601

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$539

Beautiful 1 Bdrm Ocean Front Condo-Wailea Elua #1602

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$569

Spacious Wailea Condo-Ocean Views-2 BDRM Condo Wailea Elua #1104

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$699

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