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Wailea Rentals

195 rentals

Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Condo w/ Ocean View

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$215

1 / 37

Spacious and Elegant 2b/2B View Condo

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“A beautiful Condo and excellent Value!” This condo was newly renovated and from all of the units I looked at for rent in this complex, this one looks to be by far the nicest unit available. The unit was beautifully decorated and very well stocked with

$279

1 / 30

WAILEA ELUA, #2201*^

Wailea apartment

2 bedrooms / / Sleeps 4

$419

1 / 16

WAILEA ELUA, #2010

Wailea apartment

2 bedrooms / / Sleeps 4

$383

1 / 16

Totally renovated, closest to the beach!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 5

“Amazing, peaceful and relaxing hide-away!” Ekahi Unit 20E was the ultra-perfect relaxing hide-away destination from the daily stresses of life. Located in a quiet section of Ekahi Village, we were pleasantly surprised of the close proximity to the pav

$273

1 / 8

Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates!

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“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!!

$299

1 / 32

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

“Exceeded Expectations” I love this property. We had looked at alot of places and time was running out. When this property popped up, I never thought it looked liked the way it did in person. It looked better in person. We are definitely returning. Mah

$159

1 / 47

WAILEA ELUA, #2204*

Wailea apartment

2 bedrooms / / Sleeps 4

$490

1 / 16

Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 5

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

$395

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WAILEA EKOLU, #312

Wailea apartment

1 bedroom / / Sleeps 2

$198

1 / 16

Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Private location!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

$225

1 / 32

Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sleeps 4: Great Rates!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

$189

1 / 35

Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantastic Location!

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$289

1 / 26

Beachfront Wailea Ekahi Beauty at NEW LOWEST PRICES!!!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

“Modern Condo close to the best beaches in Maui” After searching for days for the right place to stay on Maui we decided on this condo in Wailea. We were extremely happy with our decision! The condo was located in the perfect location close to so many

$214

1 / 23

Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 2

$225

1 / 39

WAILEA EKOLU, #914

Wailea apartment

2 bedrooms / / Sleeps 5

$267

1 / 16

STOP! LOOK NO FURTHER! Palms at Wailea #1503 Ocean View Best Location!

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$354

1 / 41

WAILEA ELUA, #1204^

Wailea apartment

2 bedrooms / / Sleeps 4

“A Beautiful Unit” This unit has everything that a family of 4 needs to have a great vacation. Our boys loved the short walk to the ocean but were a little disappointed that there were no rackets for the paddle tennis court. The housekeepers were ver

$599

1 / 16

OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA

Wailea cottage

1 bedroom / 2 bathrooms / Sleeps 3

$297

1 / 24

MAKENA SURF RESORT, #E-205

Wailea apartment

2 bedrooms / / Sleeps 4

“Wonderful location, great service” The condo was clean, wonderfully furnished, and offered adequate space for our family of six. We enjoyed the complex for its beautiful landscaping, grills, and easy access to the beach. We went in early December, a

$612

1 / 16

MAKENA SURF RESORT, #F-212

Wailea apartment

2 bedrooms / / Sleeps 4

“Amazing and Beautiful” Loved staying at this condo. Great accommodations, great services and support staff. The only odd thing was the power kept going out in the master bedroom/bathroom. Other than that, it was a 10!

$486

1 / 16

Palms at Wailea Unit #2305 Quiet and Very Private! SUMMER SPECIAL $169

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 2

“Great for Couples” For those of us who hate living in hotels, or paying for services we don't use, this 1 bedroom/2 bathroom condo is perfect. It feels and looks even larger than the photos and is equipped with a full kitchen, that is very well stocke

$189

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Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“As seen on the website” Unit 604 definitely met and surpassed our expectations. The booking process, checking in, and checking out were a breeze. We were a large group, with 3 units rented (from different companies) and ours was definitely the best de

$189

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Wailea Ekolu #205 Ocean View, Ground Floor, Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$265

1 / 42

Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates

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 u

$329

1 / 41

WAILEA ELUA, #1305^

Wailea apartment

3 bedrooms / / Sleeps 6

“Great location!” We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life very comfortable. The unit could use some updates such

$1,166

1 / 16

WAILEA ELUA, #0801*

Wailea apartment

2 bedrooms / / Sleeps 4

“Excellent condo, Excellent resort” This was a fantastic stay. The accommodation was booked through mauivacationadvisors.com. The agency represents many properties. They were a huge help, offering suggestions regarding location, activities, and rest

$383

1 / 16

WAILEA EKAHI, #22B

Wailea apartment

1 bedroom / / Sleeps 4

$299

1 / 16

Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6.

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 =)

$199

1 / 30

WAILEA GRAND CHAMPION, #163

Wailea apartment

2 bedrooms / / Sleeps 4

$200

1 / 16

WAILEA ELUA, #0105

Wailea apartment

2 bedrooms / / Sleeps 4

“Perfect!!!” Our stay at Wailea Elua was absolutely great. Our accommodations were spacious and beautiful with a breathtaking view of the ocean. The grounds were remarkable with close access to beach and private sitting areas. The condo had everythi

$383

1 / 16

Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$250

1 / 35

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

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

$235

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MAKENA SURF RESORT, #B-205^

Wailea apartment

2 bedrooms / / Sleeps 4

“Great Spot” Great beach snorkeling was so convenient lots of turtles. Quiet area but you can access whatever excitement you want in a short drive. The pool is right next to the condo so you can relax there as well. Very well kept grounds. Highly re

$612

1 / 16

MAKENA SURF RESORT, #G-204*^

Wailea apartment

2 bedrooms / / Sleeps 4

“Maui memories” We were excited to be coming back back to Makena Surf after staying there two years ago and being so impressed with the unit and the beautiful surroundings back then. We were somewhat fearful that we could even come close to matching th

$540

1 / 16

Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

“Enjoyable Stay!” Our overall experience was good. The property was quite comfortable. We loved the beautiful landscaping BUT the view of the ocean could be enhanced with a bit of selective trimming of the shrubs surrounding the patio area. The propert

$225

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Palms at Wailea #1209 1 Bedroom 2 Bath Sleeps 2. Great Rates!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 2

“Beatuful Remodel” The property is gorgeous, the rental process was easy and the complex is lushly landscaped.

$260

1 / 28

Ekahi-2A Lower Village, Ocean Views and Sunsets

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Great unit in the best complex” An excellent unit: very clean, great layout, loads of space, well stocked kitchen amenities, and nice view. Its well situated close to one of the quiet pools and a short walk to the main pool and beach area. We love

$432

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