Vacation Rentals & Condos in Wailea

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“Great trip to Maui” My family and I enjoyed our time at Ekahi. Loved the view from the balconies, and chairs and other beach equipment was there for our use. The property management was very accomodating and when we had one thing missing from the condo, it was there the next day. I think this is a great condo for a family of 2 adults 2 the layout offers privacy in the master suite and a pool, is just outside the condo. Just be advised, it is a bit of a walk to the beach, however, you can drive down and park. The grounds are beautifully maintained. Quiet and pleasant. Lovely pool and rec area at the beach. I would stay here again, just a little closer to the beach.

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$465

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$1,060

OCEAN VIEW LUXURY, CASTAWAY COVE C201, WAILEA BEACH VILLAS!

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$999

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$249

LUXURY & VIEWS AT AQUA LANI J305 WAILEA BEACH VILLAS!

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Heaven!” To say aqua Lani J305 is a beautiful home is an understatement. Everything in the home is spotless and luxurious, the pictures represent the home perfectly. The spaciousness of the home was perfect for our family of 6. The kitchen is furnished with more than the essentials and made it easy to prepare some meals after a long, sunny fun filled day. The location is a short path walk to the great pools and the big blue ocean. We would most certainly consider this a spot to return to!

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$850

FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Very Impressive and I am hard to impress!!” Our stay at the Wailea Beach Villas was absolutely amazing! A typical vacation for us in the last few years has been atlantis Royal Towers Bahamas, Westins ,Fairmonts and Grand California resort at Disneyland. Sun Splash is elegantly appointed, comfortable and immaculate, with large spacious rooms. Better than the pictures on the website. Views from the lanai are breathtaking with wonderful sunsets. Staff and service was warm and professional. Literally steps away from shops and restaurants. Well stocked kitchen for formal or informal dining, except for food of coarse.

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$2,650

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$1,995

Remodeled 3BD w/AC - Great Location - Royal Mauian #302

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$619

OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!

Wailea villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfortable” Great location which is why I rent here, lovely interior, very well equipped, great service from everyone

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$849

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$1,249

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$850

Ocean Views -Remodeled Top Floor 2bd/2ba Condo - Kamaole Nalu #603

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$349

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$664

Gorgeous Ocean front view from your balcony! - Kihei Surfside #608

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$239

REGAL MANDALAY M511 AT WAILEA BEACH VILLAS! TOP FLOOR OCEAN VIEWS!

Wailea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful place to stay” This was our second time in renting from Tropical Villa Vacations. They are always helpful with anything that we have asked. They had boogie boards ready for the boys at our condo when we arrived and they also found a place for us to have Easter Brunch and made the reservations for us. The home was great for our family of 5. It had everything that we could have asked for and much more. My youngest's favortie part was that the balcony looked over the pool. He would stand out there every night and wait for the other people to leave and as soon as they did we headed down and had it all to ourselves. There was a great coffee stand just outside the properties gates. It was fun to walk on the pathway between all the other resorts to check out what they had but we still liked ours the best. More private and quiet. We loved having our own parking space in the garage with direct access to our elevator to our Villa. We didn't spend a whole lot of time on the beach there but it was clean and very nice to have someone come and set up a chair for you with towels. The waves were pretty mild for smaller children or less daring folks. Our boys preferred the bigger waves so we spent time at other beaches. I would recommend staying here to anyone. The facilities were well taken care of and staff were very friendly and helpful if you needed anything.

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$1,099

Oceanfront Location - Amazing Views - Kamaole Nalu #204

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$339

Beautiful Ocean Views- Stunning Location-Royal Mauian#416

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$399

“This was the perfect vacation rental.” This was a beautifully appointed rental in a wonderful location. For a family, this is fantastic as the Wailea Beach Villas are right on the beach and next door to a great shopping center with restaurants. The condo was in excellent condition and had a nice view. Because it is a corner unit, there is a large balcony which was a highlight for us. We enjoyed sitting on the balcony watching the sunset. Simply heavenly. I cannot wait to return.

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$850

Gorgeous Ocean front view from your balcony! - Kihei Surfside #608

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$380

“Wonderful Villa Complex w/ Great Service” The Wailea Beach Villas are a wonderful complex. They are first rate on all dimensions. The villas themselves are the best in Wailea. The beach and pool have great service while also being quiet without large crowds and confusion of the nearby resorts. The concierge of Tropical Villa Vacations was one of the best and most accommodating we have ever experienced!

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$1,299

TOTALLY REVAMPED PACIFIC PARADISE J505 AT WBV! -TOP FLOOR OCEAN VIEWS!

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$2,250

OCEAN VIEWS AT THE EXQUISITE SEA BREEZE J405 WAILEA BEACH VILLAS

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Luxurious” This villa is the most luxurious, well-equiped, and superbly located villas/hotels that we have stayed in in the Wailea area. The views from the penthouse building at WBV are amazing. You can whale watch, checkout the beach conditions, and watch the sun set from the lanai. The penthouses are also extremely close to the Shops at Wailea, so you can easily pop out for a morning coffee or to pickup a boogie board. The Sea Breeze Suite at WBV is beautifully appointed and expertly managed by Tropical Villa Vacations. The online pictures of the suite are accurate, but still don't convey how wonderful and calming this unit is. The kitchen has absolutely everything you need. Need a juicer? They have it. Like Nespresso coffee? They have it. Want to roast a chicken on the grill using a rotisserie? You can do that. Of course, since Wbv's are so centrally located, you can also go out for every meal as well. The best part about this villa (and WBV) is that everything is included. There are no additional charges for beach lounge chair & umbrella setup/use, parking, internet access, or resort fees. Yet, you still feel like you are getting the service and attention that you would get at one of the premier resorts in the area. We were able to get beach and pool-side chairs whenever we needed to as well (not always the case at the resorts). When our vacation plans take us to Maui, we will be staying at the Wailea Beach Villas. I highly recommend staying here.

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$850

CONTEMPORARY ELEGANCE AND OCEAN VIEWS At SANDY SURF K508, SLEEPS 8!

Wailea villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Beautiful condo, fabulous vacation” We had a blast on our first trip to Hawaii. The condo was spectacular. We had plenty of rooms and every possible amenity. I would highly recommend the condo we stayed in. Wailea Beach Villas is in a beautiful beach area and is much quieter than the Grand Wailea and Four Seasons next door. We did walk on the path to the other hotels for some drinks and meals. Every time we did, we were glad to get back to our more peaceful surroundings. Heads up, K508 gets a lot of noise from the kids' pool below, so if you think that will bother you, you my want to pick a different unit. Another cool bonus to the villas is that you literally walk out of the complex and out a gate into the the shops which was a big benefit for us. The shops have a couple of markets, several restaurants, souvenir shops, ice cream parlor and upscale stores. We have three teenagers so they enjoyed the shops. We would return for sure. We rented through Tropical Villa Vacations and would recommend them in a heart beat. They are really helpful and knowledgeable and go out of their way to assist with any activities and dining arrangements. We had Chef Robert of the Lahaina Catering Company cook two dinners for us and they were the highlight of our vacation. We highly recommend him. His wife and sister came to help him prep and serve and they were all delightful.

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$1,995

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

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$286

Remodeled Condo with Beach Views 2 Bd. Unit - Royal Mauian #506

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$439

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$249

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$2,099

Breathtaking Oceanfront Retreat 2 BDRM Condo - Kamaole Nalu #302

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$309

Stunning Ocean Front Condo-Kihei Surfside #213

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$249

Beautiful Beach Front Condo 2 Bd. Unit - Royal Mauian #205

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$429

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #113

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$249

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #102

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$269

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$449

Gorgeous Ocean front view from your balcony! - Kihei Surfside #609

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$229

Beautiful Views Await You Here! - Kihei Surfside #305

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$249

KBR-208 New AC Steps to Maui Beaches

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

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$382

Spacious Ground Floor 1 Bedroom - Kihei Surfside #110

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$249

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$1,049

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