Vacation Rentals & Condos in Wailea

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Wailea Ekolu #201 Ground Floor Unit, Ocean View Condo, Near Beach, Wifi, A/C

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$625

“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)

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Price per night from

$925

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$954

Wailea Ekolu #805 Deluxe Ocean View Townhouse! Open Layout, Wifi, Full A/C

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Ekolu Unit 805” Wailea Ekolu Unit 805 is a comfortable, clean, spacious, beautifully updated two bedroom/two bath condo. This first floor unit with a nice lanai has a partial view of the ocean and is located in a quiet area of the complex. I would not hesitate to rent this unit again.

Match: Shared outdoor pool (unheated)

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Price per night from

$888

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$600

Match: Shared outdoor pool (unheated)

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Price per night from

$625

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$1,011

“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.

Match: Shared outdoor pool (unheated)

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Price per night from

$465

Wailea Ekolu #503 Panoramic Ocean View, Great Location near Ulua Beach, Wifi

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$903

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$396

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!

Match: Shared outdoor pool (unheated)

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Price per night from

$500

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

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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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 =)

Match: Shared outdoor pool (unheated)

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Price per night from

$429

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$1,091

Match: Shared outdoor pool (unheated)

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Price per night from

$253

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$1,202

Wailea Ekolu #105 Scenic Ocean View, Great Location, Near Beaches, Full AC

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$1,045

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$431

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$316

Match: Shared outdoor pool (unheated)

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Price per night from

$1,400

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$942

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!

Match: Shared outdoor pool (unheated)

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Price per night from

$981

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

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$675

Beautiful Remodeled 2 BR/2 BA Condo in Luxurious Maui Kamaole

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$448

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!

Match: Shared outdoor pool (unheated)

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Price per night from

$849

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$1,627

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$2,650

Match: Shared outdoor pool (unheated)

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Price per night from

$1,995

Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Wailea Ekahi 48C” This condo is a bit dated. The bed was very comfortable. The showers weren't working well. Wailea Ekahi is a gorgeous setting. This unit is up the hill, a little walk from the beach and main pool. Wifi worked well which was key for me since this was a working vacation.

Match: Shared outdoor pool (unheated)

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Price per night from

$375

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

Match: Shared outdoor pool (unheated)

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Price per night from

$895

Sweeping Ocean Views; Private High End Condo!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Match: Shared outdoor pool (unheated)

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Price per night from

$260

Match: Shared outdoor pool (unheated)

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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

Match: Shared outdoor pool (unheated)

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Price per night from

$1,072

Match: Shared outdoor pool (unheated)

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Price per night from

$1,295

“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!

Match: Shared outdoor pool (unheated)

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Price per night from

$999

Match: Shared outdoor pool (unheated)

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Price per night from

$725

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.

Match: Shared outdoor pool (unheated)

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Price per night from

$999

Match: Shared outdoor pool (unheated)

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Price per night from

$742

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