Vacation Rentals & Condos in Wailea

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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: Jacuzzi or hot tub 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: Jacuzzi or hot tub Smoking allowed

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Price per night from

$292

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Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 6 minutes

1 of 2 match: Jacuzzi or hot tub, Smoking allowed

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Price per night from

$258

WAILEA ELUA, #0702

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$410

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, 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: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$229

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$300

Maui Banyan G310C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Smoking allowed, 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 39 minutes

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$144

Maui Banyan G310B

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$126

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$689

“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: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$206

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$749

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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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: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,049

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$244

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: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$450

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

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$300

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: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$300

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: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$300

Maui Sunset 218B ~ 2 Bedroom Ocean Views

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$450

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: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$300

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: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$275

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

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

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Price per night from

$340

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: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$325

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

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$600

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$425

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$329

Kamaole Sands #7-403 Great Rates, Garden and Partial Ocean Views, A/C!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$763

“Perfect place to stay in Maui!” This apartement was just perfect!It was clean,everything you needed was there and it was very pretty and in a good condition.We enjoyed our one week stay there very much, and would always stay there again when going back to Maui!

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$309

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$688

1 of 2 match: Smoking allowed, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$435

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