Vacation Rentals & Condos in Wailea

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“Great Getaway!!” I loved unit 1105 at The Palms. It was totally updated and very clean. The beach chairs and boogie boards were nice to have. Loved the quiet nature of the Palms and the proximity to all of the beautiful beaches!!

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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$912

Palms at Wailea #205 Fully Remodeled, Ground Floor Unit, Shared Hot Tub, A/C

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$941

Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea!

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay for the price” We loved the location and views from our units. The pool was warm and quite nice despite having many restrictions. The units were clean and nice looking however many of the amenities promised (ie. beach equipment) were not in good enough shape to even be useful. If you are advertising these amenities, they should be in decent shape (both beach umbrellas were broken and the cooler bag was so beat up it leaked water all over the place). The property managers skimped on some of the simple things like providing more than a couple of garbage bags and rolls of toilet paper or making sure the light bulbs were new (3 went out during our 10day stay). The garbage disposal in one unit was broken altogether and the screen door in the other had no handle from the outside (a big problem if you go outside and close the door behind you). The rental agency was difficult to reach but did eventually come and replace the light bulbs. All in all we had a good stay but these little things would make a big difference.

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$600

Grand Champions #48 Stunning 180 Degree Ocean Views. Top Floor Paradise Home

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best experience ever in USA. Loved every minute of our stay.” #51 @ #48 condos were by far even better than the reviews and pictures described. My family from Canada and myself were truly impressed by the attention to detail and how well the units were presented. From the moment we walked in til the moment we left, we felt right at home with absolutely everything we could have needed or wanted to make our vacation complete.

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Price per night from

$997

Palms at Wailea #1902 Garden View, A/C Throughout, Fast Wifi, Shared Hot Tub

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A breath of fresh air” I have stayed at many different rentals never knowing if the pictures show what the condo really looks like. This rental was exactly what was shown and more! We were impressed with the updated features and location. The balcony was our favorite and the condo was very clean and accommodating for all our needs. Thank you for having a beautiful place that added to a wonderful vacation!

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$500

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

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$999

Grand Champions #50, Great Location Near Pool and Hot Tub, AC Throughout

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Loved it” Loved the area the condo was located. Very clean, and spacious. Kids loved the pool =)

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$429

Palms at Wailea #1503 Look No Further, Best Location, Near Pool and Beaches

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$1,184

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

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Price per night from

$432

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$317

Palms at Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Love Maui and the Palms” The Palms is our favourite place to stay in Maui. Room 603 was in very good shape but we had an incident the second to last day with water from the room above but the property management and rental management groups got on it right away. The 2 bedroom room size is perfect for our group and the lanai's can't be beat for comfort and use. We make great use of the kitchen and can't beat having your own barbeque on the patio. We love Keawakapu beach - 10 minute walk or 1 minute drive and there is very good parking, lots of space and a great beach.

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$928

Palms at Wailea #2303 Spacious & Quiet Ground Floor, Split A/C, Near Beaches

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Family Trip” Enjoyed every minute of it!

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$967

Grand Champions #143, 1st floor, golf course view, Shared Hot Tub, A/C

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$675

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

Wailea Elua 2110 Panoramic Ocean View, Second Floor, Central Air Throughout

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Wailea Ocean Views” Gorgeous condo, amazing ocean views.

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$1,604

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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Price per night from

$1,995

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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Price per night from

$1,249

Palms at Wailea #1507 Ocean View, A/C, Spacious and Beautiful, Near Pool

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$1,056

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$850

“The unit far exceeded out epectations!!” Th villa was as beautiful as presented on line. Very spacious and , well appointed. The kitchen featured high end appliances not normally seen in rental units. Beautiful decor. The owner has clearly put a lot of thought and resources into the comfort of his guests, right down to a fully stocked executive bar to every kitchen gadget you could possibly think of!!! The location was perfect. The unit was strategically located between the adults only and family pools... just s two minute walk to the beach. The concierge and rental agents were a pleasure to deal with and usually responded to any request within a hour. Great unit! Great experience!

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Price per night from

$1,195

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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Price per night from

$1,099

PANORAMIC OCEAN FRONT SUNNY SURF E301 AT MAKENA SURF!

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Just Wonderful!” We had a wonderful time in the Makena Surf unit E301. Everything is top notch and the best equipped vacation unit we've seen. I am sure we will be back! Catherine abercrombie, Munich Germany

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Price per night from

$999

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$700

“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

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$986

“Great location, terrific view from the lanai!” We loved our stay at the Palms! The condo was very well equipped. A great view from the lanai and just minutes from the beach and shops. We would definitely rent this unit again!!

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$897

“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

“Total luxury - we would definitely stay here again!” The villa itself (G102) was perfect. The finishings and furnishings are top quality. Much better than staying at one of the hotels. This villa is so spacious with the grass area and plunge pool. The beds are amazing!! Tropical villa vacations staff were so helpful and friendly, extremely professional. We would definitely recommend this villa.

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Price per night from

$1,195

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

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$2,250

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.

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$1,995

“Maui Palms #1005” Very good

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Price per night from

$862

Palms at Wailea #1508 The Ultimate Condo at the Palms,Great Location on Maui

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Two weeks in Paradise…” This was our third time on Maui and second time staying at Palms at Wailea. We love the location and ambiance of this condo complex, but the Unit #1508 definitely exceeded our expectation. It is a very nice and well-appointed unit with beautiful views of West Maui Mountains and neighboring islands. We spent many morning and on the lanai enjoying breathtaking sunsets and beautiful colors reflecting of the mountains after sunrises. The grounds are impeccably maintained. The Rentals Maui staff as very attentive to all our needs, listened very well and made sure that we have top notch vacations experiences. We will definitely return to Maui - we hope to be able to rent the same unit through Rentals Maui in the future.

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$1,100

“A terrific experience.” The location and unit were perfect (except for the large sliding doors which never closed well.) We had little contact with your staff but what we had was great.

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$1,299

ULTRA LUXURY SOLARA LUXE POOL VILLA D101, NEWLY RENOVATED, SLEEPS 8!

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Even more beautiful than the pictures.” We highly recommend Tropical Villa Vacations. Irene helped us find the perfect spot for our vaction. D101 is a beautiful addition to their inventory. The unit is spectacular. The Wailea Beach Villas property is a perfect spot for anyone looking for a luxurious condo in the heart of Wailea. Beautiful property, great ocean views and top notch service from a team that truly cares about your vacation experience!

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$1,795

Grand Champions #45, Great Rates, Ocean view condo, A/C, Shared Hot Tub

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$883

Palms at Wailea #802 Quiet, Spacious Ocean View!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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Price per night from

$790

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