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Villas in Wailea: Rent luxury villas in Wailea

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Holiday villa with shared pool in Wailea

Wailea villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Definitely earned a 5-Star rating with us!” My husband and I went with my brother and sister-in-law, so having 2 Master Suites was ideal. The condo was absolutely gorgeous and immaculately clean. The view was magnificent. There were 2 full size refrigerators, 1 was already pre-stocked with wine and beer upon our arrival (which was very much appreciated after the long plane trip). The staff was pleasant and always available. The pictures you see on the website are true to what you walk into. We highly recommend.

from £1,301 / night

£9,102 / week

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Villa rental in Wailea with shared pool

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £934 / night

£6,538 / week

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Wailea holiday villa let

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £975 / night

£6,819 / week

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Villa rental in Wailea with shared pool

Wailea villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“The perfect vacation spot” The villa has everything you could need with a view that is breath taking.

from £1,953 / night

£13,667 / week

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Wailea holiday villa rental

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £2,034 / night

£14,237 / week

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Wailea holiday villa rental

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Very Nice Trip” I can surely attest that you will not be unhappy with your stay in J305 and will be pleased with the resort facilities as a whole. There are always a few items that can use improvement but the nice extras and superlatives outweigh the negatives. They could use some sharper knives and I am not a big fan of electric stove tops. The grill only got marginally hot and this obviously made grilling difficult. The elevator to our unit was broken on and off our first few days on property and I would strongly recommend the use of Wailea Beach Villas own concierge Tracy, in lieu of using the concierge assigned to you by Tropical Villa Vacations. Tracy is outstanding. Overall we had a lovely vacation and would certainly visit again and be happy to book through Tropical Villa Vacations.

from £893 / night

£6,249 / week

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Holiday villa with shared pool in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Simply Divine in Wailea” Our family of 6, 2 teen boys and 2 teen girls, had the pleasure of staying at Bella Luna in March. It was even better than the pictures. Sure it was a splurge, but there is simply no better accommodations to be had in the Wailea area. The unit was so complete and so well stocked that there was not one single thing we could think of that wasn't already there. The furnishings were spectacular, the view from the lanai was breathtaking, and the sliding glass walls allowed us to enjoy the open air all the time. The appliances, electronics, were all top notch, as were the cookware and dishes. I was impressed too with the management company, Tropical Villa Vacations. They were really on top of everything to make sure our trip was special. We will definitely go back to Wailea and stay in this unit again. I wouldn't want to stay anywhere else!

from £2,568 / night

£17,975 / week

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Holiday villa with shared pool in Wailea

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,382 / night

£9,672 / week

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Holiday villa with shared pool in Wailea

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,708 / night

£11,955 / week

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Villa rental in Wailea with shared pool

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,056 / night

£7,390 / week

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Holiday villa with swimming pool in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“wonderful and would do it again.” If you love Wailea, and you're staying for a week, these units are the only place to stay. So much better than a hotel. It really was a "home" away from home. Kitchen fully stocked with utensils and many (but not all) items we all use everyday. Get the rest by yourself. Rent one of these units - you will never regret it.

from £2,034 / night

£14,237 / week

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Holiday villa with golf nearby in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £911 / night

£6,375 / week

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Holiday villa with shared pool in Wailea

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,219 / night

£8,531 / week

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Wailea holiday villa rental

Wailea villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxation heaven” We are big fans of Hawaii, and our last trip to Wailea did not disappoint. We stayed at the Wailea Surf villa in the Wailea Beach Villas and had a great time. The entire complex is beautiful, and lacks the crowds of the large hotels. We utilized the concierge several times to set up restaurant reservations, and the pool staff did a great job setting up beach chairs for us when we went to Wailea Beach. The unit itself is spacious and well appointed. It was a perfect place just to relax. Our trip went by so quickly - next time we may plan on 2 weeks instead of one.

from £976 / night

£6,833 / week

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Holiday villa in Wailea

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great experience in Wailea” We had a great time! The condo was perfect - nicely furnished, beautiful ocean views and all the amenities provided! Very upscale lodgings and grounds. We had a great time walking to the beach, snorkeling, and dining at all the nearby restaurants. We look forward to coming back soon!

from £1,261 / night

£8,827 / week

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Great rentals within 20 miles that match your search

Villa rental in Lahaina

Lahaina villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

from £3,550 / night

£24,845 / week

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Kihei holiday villa rental

Kihei villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £975 / night

£6,819 / week

1 / 48

Holiday villa with shared pool in Kihei

Kihei villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,650 / night

£18,545 / week

1 / 48

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