Vacation Rentals & Condos in Wailea

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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 Jacuzzi or hot tub

All filters match

Price per night from

$1,434

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Ocean view #201

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$332

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

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$201

Ocean View #200

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$344

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.

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$207

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!

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$516

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!

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$517

WAILEA ELUA, #0702

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$410

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$498

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

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$286

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$326

Kihei Bay Surf B113

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$172

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, Jacuzzi or hot tub

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, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,825

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, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$344

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$229

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$300

Maui Banyan G310B

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$126

Maui Banyan G310C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$149

Maui Banyan G304C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$144

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

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$263

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$245

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$689

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$286

“Clean, modern, wonderful place to stay” When we arrived we were pleasantly surprised at how beautiful and clean the condo was. It was like being home. Beautiful grounds, pool, and easy access to beach.

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$206

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$749

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$719

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,049

Kamaole Sands #3-402 Ocean View, Granite Counters, Great Location, A/C!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$555

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$337

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$349

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$695

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$695

Kamaole Sands #1-406 Front Row, Ocean View, Fitness Center, Great Rates!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$600

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$433

“Exactly what we were hoping for!” We loved the location and all of our friendly neighbors. The place was well equipped with everything we needed. We loved the blender and rice cooker. The parks and beaches nearby were beautiful!

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$316

“Easy to arrange and surpassed exppectations” First time renting a vacation property through the internet, the overall experience surpassed what I expected. It was easy to reserve and coordinate with the property management. They were friendly and helpful on the phone. The property itself met my expectations and perhaps was even better than expected considering the price and location. It was a great stay in Maui. I would definitely recommend Rentals Maui to anyone looking for a place to stay that they can trust.

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$322

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$500

Viewing 38 of 365
rentals in Wailea

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