Vacation Rentals & Condos in Wailea

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359 condos

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$542

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WAILEA ELUA, #0702

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$409

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$496

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: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$286

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$325

Kihei Bay Surf D142 A Safe Place to Stay

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$172

Kihei Bay Surf B113

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$190

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

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$1,821

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, Jacuzzi or hot tub

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Price per night from

$343

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$228

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$300

Maui Banyan G310B

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 54 minutes

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$126

Maui Banyan G310C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 54 minutes

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$149

Maui Banyan G304C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 54 minutes

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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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: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$263

“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: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$205

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,049

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$719

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$749

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$687

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$286

Maui Sunset 502B, 1 BR, 2 BA with Partial Ocean View

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$300

Maui Sunset 504B ~ Full Kitchen and Partial Ocean View

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Comfortable and quiet condo” Maui Sunset is a very well maintained property. This unit is comfortable and well supplied with amenities, but has not been updated like others in the complex. I was there for an extended stay, and management was excellent (Wendy).

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$300

South Maui Partial ocean views Maui Sunset 112A 1 BR, 2BA

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$340

Maui Sunset 518A Nicely done top floor with great ocean views!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“vacationer” fabulous

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$450

Maui Sunset 218B ~ 2 Bedroom Ocean Views

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$450

Maui Sunset 409A Recent remodel and ocean view!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Maui Sunset A wonderful place for family & friends” We've been staying at the Maui Sunset since the late 80's. First were our parents,then us, now our children and soon their little ones. That says a lot about a place when you have had three generations returning year after year! Can't say enough nice things about the Sunset. Much appreciation to Wendy at Kumulani.

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$300

Maui Sunset 113A ~ 1 BR, 2 BA, Ground Floor, Ideal for Families!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“We'll be back (said in my best Schwarzenegger voice)” Our 10 days at the Maui Sunset were amazing. Beautiful grounds, great for the kids, just open the door and go. We will definitely stay at the Maui Sunset again. That being said, this particular unit could use just a little tlc. A few updates on fixtures (faucets in particular). Also, we travelled with 3 other families and the other 3 units offered beach accesorries, ie; chairs, boogie boards, large cooler, etc. Our unit did not offer any of these items. We found out that it is up to the individual owners what the guests have access to. By no means am I complaining, those items just would have been nice. In closing, I highly reccommend the Maui Sunset and this particular unit. The Robinson's

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$325

Maui Sunset 105A ~ 1 BR, 2 BA Ground Floor Condo!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Nice property, unit 105a could use some updates” The grounds of the Maui Sunset are very nice and well maintained. The pool is good but very "rules oriented" (i.e. can't horseplay with your children). Unit 105A had all needed amenities but could definitely use some renovations and upgrades (still has a VHS player!). Carpet must be replaced, sofabed matress was AWFUL and the main bed was quite uncomfortable. Did like the A/C and ceiling fans.

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

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Price per night from

$275

Ocean view - Relaxing condo Maui Sunset 412B

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Wonderful!” Our condo, 412B, at Maui Sunset was completely updated and beautifully decorated, with a lovely view. Units at this complex can vary depending on who you are renting from. We were very happy with this unit rented from Kumulani, and would definitely do so again. The Kumulani staff was terrific!

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$300

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$582

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

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$555

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$329

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$424

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$435

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$688

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,348

Kamaole Sands #4-408 Ocean View, Great Rates, Great Location, Near Beach!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,102

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