Vacation Rentals & Condos in Wailea

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623 condos

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

Match: Cot available Swimming pool

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Price per night from

$1,431

Maui Vista’s biggest Tropical Paradise- 2Bd/2 Bath- Families welcome!!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfortable, convenient and well stocked McCann's Maui Vista” McCann's Maui Vista is a home away from home! It has everything you need to prepare meals, go to the beach and relax in style. The unit is well decorated and comfortable. The beds and bedding were nice, the towels were fluffy and smelled clean. The kitchen had pots, pans, baking sheets, knives cutting boards juice jugs. You may think "big deal" but we have stayed in places where there have been a lack of these things and barring packing this stuff or buying it, it is nice to not have to worry! The multiple pool access is nice. We have small children so if there were an abundance of non children people at the closest pool, we just moved on to the next one. There were also times, more often than not, where we were the only ones at the pool. This may be because the non children people went somewhere else! Maui Vista is within a few minutes walk to the beach or shops and restaurants if one is so inclined. I would return to McCann's unit and I have recommended it to friends. It was a great experience!

Match: Cot available Swimming pool

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Price per night from

$516

1 BR/1BA (Sleeps 4) Kihei Condo by Kamaole II Beach (#252)

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great stay” Spent 2 weeks here and was not disappointed at all, it met all of our needs. The condo was very clean, kitchen we'll stocked, and most important was the bed was very comfortable. There was never any noise problems day or night. It's in a great location, short walk to lots of restaurants, gift shops, and. Of course the ice cream shop. Condo us also furnished with snorkel gear, beach chairs, and mats. If you stay here you will not be disappointed.

Match: Cot available Swimming pool

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Price per night from

$207

South Maui 3 bedroom at Kamaole One Beach Park

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location and host” Plenty of space for 5 adults and being so close to the beach and shops meant that we could get away from each other whenever we wanted to. We all thoroughly enjoyed our first trip to Maui!

Match: Cot available Swimming pool

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Price per night from

$517

Ocean view #201

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

Match: Cot available Swimming pool

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Price per night from

$331

Ocean View #200

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

Match: Cot available Swimming pool

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Price per night from

$343

Garden view 1BR/1BA (sleeps 4) Kihei Condo by Kamaole 2 Beach (#125)

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Cot available Swimming pool

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Price per night from

$201

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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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$344

Maui Ocean View Condo, Great Location

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$253

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$497

Maui Tranquility - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$217

Beautiful - Palms at Wailea 1802

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$488

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$285

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$802

Ocean Breeze Condo

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$331

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

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$343

Escape to Your Oceanside Dream in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$487

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$362

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$326

Ground Floor, Awesome Property Location, Fully Remodeled

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$1,088

Kihei Bay Surf B113

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$190

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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$234

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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$235

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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$250

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: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

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: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$343

Kamaole One

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$1,422

Maui Tranquility II - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$217

Unrivaled S Kihei Maui location! Walk to it all!

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$224

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$616

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$300

1 of 2 match: Cot available, Swimming pool

1 of 2 filters match

Price per night from

$441

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