Vacation Rentals & Condos in Wailea

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623 condos

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Breachfront Oceanview King Bed Studio unit in Wailea Ekahi

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$344

Maui Ocean View Condo, Great Location

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$206

Kihei Kai Nani #123 Beautiful ground floor condo

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$150

“Enjoyable” The washing machine only works on cool and we should have been told that or have a sign posted. Owner said it needed to be fixed. The gas stove has a couple of burners that would not flame and the ignitor is loose. TV on/off needed reconnection - plug needed retightening No TV station channel guide in unit Office told us to check drip pan under air conditioner; there was not one We left more paper goods than what we found upon arrival. Ample dishware, etc, Could use a couple of serving dishes for salads, vegetables, if owner would like. Exteriors of building and parking need MORE lights

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$247

Kihei Akahi D504 Panoramic Ocean View Condo

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“We liked it so much, we booked again!” In March of 2011, various members of my family decided that we would all meet up in Maui for a big get together. I ended up booking 4 condos in total in the D building at the Kihei akahi. My Dad was the lucky one who ended up in D504. Out of all the units that I had booked, D504 was the best one. It was very clean and decorated quite simply, yet comfortable, with everything you could possibly need from a perspective of kitchen supplies, bedding, towels, and beach paraphernalia. And the view was probably one of the best in the building. The units towards the other end of the floor are a little blocked by palm trees, but D504 had an absolutely stunning view. My Dad was thrilled with his accommodations, so much so that we have decided to go back next spring, and he asked me to book him into D504 again! Prior to going, I had done a lot of research on Kihei condos that are either ocean front or have ocean views. The Kihei akahi absolutely is one of the best condos from a perspective of location and value. The only thing that was not so great about our visit had nothing to do with the unit itself, but more about some of the owners/permanent residents in the D building...my sister had her two young children with her and it was fairly clear that some of the residents were not very tolerant of the behavior of small children, like playing on the grass and the occasional shouting at the pool. I think these units are more suited to older families - we had no problems with our 10 year old daughter, but if you have toddlers, I would recommend staying somewhere that is more suited to families with small children.

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$253

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$497

Maui Tranquility - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$217

Beautiful - Palms at Wailea 1802

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$488

Kiheis Beachfront Gem: Create Lifelong Memories - Special Offer Now!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$343

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$285

Escape to Your Oceanside Dream in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$487

Ocean Breeze Condo

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$331

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$802

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$362

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$326

Ground Floor, Awesome Property Location, Fully Remodeled

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$240

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$1,088

Garden View Air-conditioned!A Safe Place to Stay

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$250

Kiheiven at Kihei Hideaway A Safe Place to Stay

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$235

Garden View Beach Walk A Safe Place to Stay

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$234

Kihei Bay Surf B113

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$190

Kihei Bay Surf D142 A Safe Place to Stay

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$172

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 30 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$1,824

Beautiful Remodeled 2 BR/2 BA Condo in Luxurious Maui Kamaole

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$448

3 Bedroom Deluxe Remodel!! Steps to the Pool, Walk to the Beach!

Kihei condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Comfortable for family vacation. Pool great for granddaughter. Beach close walk.” The condo was comfortable for our family vacation including 2 year old granddaughter. Quiet location most of the time. Convenient to beach - great sunsets every night. Staff quickly responded to replace leaking coffee pot; if you cook a good deal from scratch, the kitchen equipment might not have everything you want. We were able to make most meals easily.

Responds fast! avg. 1 hour 16 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$343

Maui Tranquility II - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$217

Kamaole One

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$1,422

Unrivaled S Kihei Maui location! Walk to it all!

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$224

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$439

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$615

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$485

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$440

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$300

Kihei Kai Nani #105 steps from the beach

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$171

Maui Parkshore 3rd Floor *Ocean View* 2 BR/2 Bath

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect location, great view” Unit was clean and comfortable for four adults and a baby. Steps from a fabulous beach. Short walk to shops and restaurants. All the amenities of home. Loved our stay. Can't wait to go back.

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$316

Seaviews Kanani 1 bedroom

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A truly wonderful experience that keeps you coming back.” I have done a fair amount of traveling in my lifetime and have chosen to go to Kihei, Hawaii two out of the last three years for vacation. This year, I expect to return again. This is the perfect rental, it can be whatever you want it to be. In the morning we sit outdoors having coffee, watching the ocean glicin, people surfing and whales jumping. The accomodation is centrally located you can walk the beaches,swim in the pool outside your door or walk to the shops and restaurants. The accomodations are great and there are so many modern features and amenities. It is more than I ever expected and the price is reasonable. Carolyn is one of the best managers/hostess. Carolyn is very friendly and helpful. She goes out of her way to make sure that her vacationers' have what they like and more! I would recommend this condo to everyone, but please don't take my spot!

Responds fast! avg. 2 hours 6 minutes

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$259

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

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$381

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