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Wailea Holidays & City Breaks - Holiday Lettings

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93 properties suitable for city breaks and holidays

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Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £304 / night

£2,128 / week

1 / 16

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £280 / night

£1,955 / week

1 / 24

Apartment rental in Wailea with golf nearby

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £480 / night

£3,355 / week

1 / 44

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice, comfy, homey atmosphere” Wonderful experience! It's like home away from home! Awesome, helpful staff! Thank you!!!

from £248 / night

£1,731 / week

1 / 24

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £512 / night

£3,579 / week

1 / 26

Wailea holiday apartment accommodation

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £360 / night

£2,515 / week

1 / 47

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £576 / night

£4,027 / week

1 / 43

Wailea holiday apartment rental

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £640 / night

£4,475 / week

1 / 33

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £760 / night

£5,315 / week

1 / 32

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£2,235 / week

1 / 37

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £344 / night

£2,403 / week

1 / 48

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,283 / week

1 / 31

Apartment rental in Wailea with golf nearby

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful view” This condo has an excellent location- close to the pool and a short walk to the beach. The kitchen has everything in it that you could want. The unit is updated and has nice bathrooms and an incredible view. The only recommendation I have is for the furniture both indoors and outdoors to be replaced as it is dated and very uncomfortable. The beds are fine though. Excellent value and ali'l Resorts offered excellent communication and service before, during and after our stay. We can't wait to return!

from £696 / night

£4,867 / week

1 / 48

Wailea holiday condo rental

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £200 / night

£1,395 / week

1 / 42

Holiday condo letting

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £184 / night

£1,283 / week

1 / 34

Condo rental in Wailea with golf nearby

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £200 / night

£1,395 / week

1 / 32

Wailea holiday condo rental

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,339 / week

1 / 32

Wailea holiday condo rental

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £176 / night

£1,227 / week

1 / 32

Wailea holiday condo rental

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £136 / night

£947 / week

1 / 32

Wailea holiday apartment rental

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Family vacation” This was our fourth time staying in C103. We loved the fantastic view of the ocean and the beach; the well-equippe kitchen; furniture (beds, sofa, dining table) in good condition; responsiveness of ali'i Resorts (the rental company) to any requests or issues. However, we were very disappointed in the cleanliness of the condo with this visit. The were rings around both toilet bowls and mildew in the shower stalls. We had the daily maid service, but the actual cleaning was very hasty and inconsistent. The area rug in the living area was sticky and appeared to need cleaning. On a better note, when we identified these issues to ali'i, they were extremely apologetic and proactive in improving things during the remainder of our stay. Despite our disappointment with the cleanliness of the condo, we still had a wonderful stay and have already booked for 2013.

from £424 / night

£2,963 / week

1 / 41

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Everything wonderful!!!” Great place to stay. Quiet. Great location. Great amenities.

from £480 / night

£3,355 / week

1 / 43

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Lovely spot in heaven” Lovely decor and artwork. Very comfortable with a perfect view of the ocean.

from £680 / night

£4,755 / week

1 / 37

Apartment rental in Wailea with golf nearby

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing location, beautiful condo.” This condo is situated close to the beach and within walking distance of all the big hotels/restaurants/shops etc. It is beautifully decorated, with plenty of space for a family of 6. The swimming pools at Elua Village aren't great compared to the hotels in this area, but the main attraction here is the beach - which is spectacular. We enjoyed watching the sunset each night from our Lanai. We rented through a'li Resorts and they were fantastic. Check in was easy, we had daily housekeeping and free concierge service. They were very attentive -- when we needed more propane for the BBQ grill, they had it delivered within a couple of hours.

from £2,048 / night

£14,330 / week

1 / 67

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful unit but no light...” Very pretty unit. Good comfort. Excellent furniture. Superb assistance from staff. Actually, exceptional assistance from all staff. Down Very poor light inside making it difficult to read, work on cross word play games at night and apply make up. We came for a wedding. Bring your own lightbulds... I know electricity is expensive on the island but this was ridiculous, felt like we packed our suitcase with a candle light. We still had a wonderful stay...

from £640 / night

£4,475 / week

1 / 40

Wailea holiday apartment rental

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £440 / night

£3,075 / week

1 / 49

Wailea holiday apartment rental

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £320 / night

£2,235 / week

1 / 24

Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £296 / night

£2,067 / week

1 / 32

Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £352 / night

£2,459 / week

1 / 26

Holiday condo with golf nearby in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £208 / night

£1,451 / week

1 / 45

Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £248 / night

£1,731 / week

1 / 36

Holiday apartment in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £560 / night

£3,915 / week

1 / 32

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £800 / night

£5,595 / week

1 / 37

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £512 / night

£3,579 / week

1 / 40

Apartment rental in Wailea with golf nearby

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £480 / night

£3,355 / week

1 / 32

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Best relaxing vacation in Wailea!” All the communication prior to checking into the condo was excellent! we were greeted by Pat and she had already turned the air on and had lights on to greet us. Everything was explained very well, we had an amazing time using unit 2003 at Elua and will look forward to coming back and using your services again!

from £400 / night

£2,795 / week

1 / 36

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £296 / night

£2,067 / week

1 / 37

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £168 / night

£1,171 / week

1 / 30

Holiday condo accommodation

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £120 / night

£835 / week

1 / 30

Wailea holiday home let

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £240 / night

£1,675 / week

1 / 22

Holiday condo with golf nearby in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £176 / night

£1,227 / week

1 / 31

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