Vacation Rentals & Condos in Wailea

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626 condos

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

Match: Swimming pool Smoking allowed

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Price per night from

$194

Unique Artist Condo's Home refreshed Spring 2019

Kihei apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great island feel, clean, all the amenities you’d ever want, and close to it all.” We used this as the perfect spot to start and end our days. Stopped at Costco on way from the airport to get our basics. Had a homemade breakfast and dinner most nights and packed a few picnics. Great information supplied on which restaurants and attractions to see supplied by the owner. The decore was so adorable in the unit it was great to come home to. The unit was clean and had everything we needed. The pool and hot tub were immaculate as well. After exploring the island it was soothing to relax here. We even got a chance to see our beloved Toronto Maple leafs play thanks to the Great cable coverage. Walked across to the beach several times and saw turtles and whales. Can’t wait to come back.

Match: Swimming pool Smoking allowed

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Price per night from

$292

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 46 minutes

Match: Swimming pool Smoking allowed

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Price per night from

$258

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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: Smoking allowed, 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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$205

Kihei Kai Nani #123 Beautiful ground floor condo

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$149

“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: Smoking allowed, 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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$252

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$496

Beautiful - Palms at Wailea 1802

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$487

Maui Tranquility - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$217

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$286

1 of 2 match: Smoking allowed, 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: Smoking allowed, 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: Smoking allowed, 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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$487

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$361

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$1,088

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$325

Ground Floor, Awesome Property Location, Fully Remodeled

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$240

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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$235

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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$172

Kihei Bay Surf B113

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$172

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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$250

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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$185

"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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$1,821

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$447

Maui Tranquility II - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, 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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$1,419

Unrivaled S Kihei Maui location! Walk to it all!

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$224

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: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$343

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$438

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$484

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$440

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$300

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$614

Kihei Kai Nani #105 steps from the beach

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$171

Kamaole Sands 7-110 South Kihei, Maui, Sleep 4

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Swimming pool

1 of 2 filters match

Price per night from

$263

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