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Wailea Condo Rentals

Wailea Condos

Professionally managed typically means…
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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88 of 226 Trusted Wailea Rentals
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$179 REMODELED GRAND CHAMPION -WAIL...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
4.5 of 5 stars 10 reviews
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$199
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$179 REMODELED GRAND CHAMPION -WAILEA BLUE COURSE
17 photos
Palms at Wailea 1904
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 1 review
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20.0% off your stay
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$208
Per Night
Palms at Wailea 1904
23 photos
Wailea Ekahi Village 29F Ocean Fron...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 5 reviews
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$370
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Wailea Ekahi Village 29F Ocean Front
18 photos
Also consider
Wailea Ekahi Village 2 Bdrm. condo near beach
$360 - $425 / night
2 Bedrooms, sleeps 6
3 Bathrooms
Wailea Ekahi 20B Close to beach- perfect vacation
$255 - $355 / night
1 Bedroom, sleeps 4
2 Bathrooms
AFFORDABLE - LAST MIN JUN 15-19 $120/NT + TX + CLG
$140 - $180 / night
1 Bedroom, sleeps 2
1 Bathroom
Amazing Wailea GC#166, Remodeled, Ocean Views!
$235 - $310 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Ekahi-2A Lower Village, Ocean Views...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 10 reviews
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$410
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Ekahi-2A Lower Village, Ocean Views and Sunsets
19 photos
Beautiful Maui Wailea condo in beac...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 9 reviews
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$290
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Beautiful Maui Wailea condo in beachfront building
18 photos
Views Views Views Ekolu Village Rem...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 1 review
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$55 off per night
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$255
Per Night
Views Views Views Ekolu Village Remodel
16 photos
Wailea - Beachfront Luxury Polo Bea...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 9 reviews
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$595
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Wailea - Beachfront Luxury Polo Beach Club #408
18 photos
Wailea Ekahi 11f: Ocean View/Renov...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 11 reviews
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$450
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Wailea Ekahi 11f: Ocean View/Renovated 2 BR Condo
39 photos
Luxurious Grand Champions #162 -- O...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 10 reviews
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$150
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Luxurious Grand Champions #162 -- Ocean View!
20 photos
Wailea Ekolu - 180 Degree Ocean Vie...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
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$265
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Wailea Ekolu - 180 Degree Ocean View from Every Rm
21 photos
Wailea Ekahi 39D
Hawaii, Maui, Wailea Condos
1 Bedroom, 1 Bathroom, Sleeps 2
4 of 5 stars 2 reviews
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$225
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Wailea Ekahi 39D
13 photos
Wailea Ekahi #17B
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
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15.0% off your stay
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$220
Per Night
Wailea Ekahi #17B
18 photos
Palms 1510. August SPECIALS, Free S...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 8 reviews
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$375
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Palms 1510. August SPECIALS, Free Summer Nights
17 photos
Grand Champions #65
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
4.5 of 5 stars 3 reviews
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15.0% off your stay
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$255
Per Night
Grand Champions #65
17 photos
Grand Champions #139
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
4.5 of 5 stars 2 reviews
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Grand Champions #139
19 photos
Palms at Wailea #1209 1 Bedroom 2 B...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 5 reviews
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Palms at Wailea #1209 1 Bedroom 2 Bath Sleeps 4. Great Rates!
30 photos
Grand Champion Villas, Where Happin...
Hawaii, Maui, Wailea Condos
3 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 20 reviews
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20 photos
Grand Champions #24
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
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15.0% off your stay
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$230
Per Night
Grand Champions #24
16 photos
Partial Beach Ocean View Remodeled...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 6 reviews
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Partial Beach Ocean View Remodeled Ekahi Condo 18E
10 photos
Ho'olei-Ocean View Wailea Beach Mau...
Hawaii, Maui, Wailea Condos
3 Bedrooms, 4 Bathrooms, Sleeps 10
5 of 5 stars 21 reviews
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Ho'olei-Ocean View Wailea Beach Maui,Sleeps 10
44 photos
Most Romantic Place on Maui.
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 1 review
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$189
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Most Romantic Place on Maui.
19 photos
WAILEA ELUA, #0105
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
4.5 of 5 stars 7 reviews
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$500
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WAILEA ELUA, #0105
21 photos
Wailea Ekahi #4E
Hawaii, Maui, Wailea Condos
1 Bedroom, 1 Bathroom, Sleeps 2
4 of 5 stars 3 reviews
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$225
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Wailea Ekahi #4E
16 photos
Wailea Ocean View Remodeled Condo o...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
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13 photos
Wailea Ekolu #102 2 Bd 2 Bath Slee...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 of 5 stars 27 reviews
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$149
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Wailea Ekolu #102 2 Bd 2 Bath Sleeps 6 Great Rates!!
28 photos
last minute$150 a nt May20-25 GORGE...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 4 reviews
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last minute$150 a nt May20-25 GORGEOUS REMODEL GEM
20 photos
Wailea Ekahi #35B
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 1 review
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15.0% off your stay
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$395
Per Night
Wailea Ekahi #35B
16 photos
WAILEA ELUA, #0802
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 3 reviews
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16 photos
WAILEA ELUA, #2107
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 4 reviews
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$379
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WAILEA ELUA, #2107
11 photos
Wailea Elua #2110 - Gorgeous Ocean...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 5
4.5 of 5 stars 13 reviews
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Wailea Elua #2110 - Gorgeous Ocean View 2 BD 2 BA - Great Rates!
37 photos
Grand Chamapions #48 Great Ocean Vi...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 6
4.5 of 5 stars 23 reviews
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Grand Chamapions #48 Great Ocean Views! 2Bd 2 Ba Great Rates!!
30 photos
Wailea Beach Villa #J506
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 3 reviews
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$665
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Wailea Beach Villa #J506
22 photos
WAILEA LUXE STUDIO: MAY 26-30 LAS...
Hawaii, Maui, Wailea Condos
1 Bedroom, 1 Bathroom, Sleeps 2
5 of 5 stars 19 reviews
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WAILEA LUXE STUDIO: MAY 26-30 LAST MIN $89/NT
14 photos
Palms at Wailea Gorgeous 1 Bd 2 Bat...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
4.5 of 5 stars 15 reviews
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30 photos
Ho'olei #39-3
Hawaii, Maui, Wailea Condos
3 Bedrooms, 3 Bathrooms, Sleeps 8
5 of 5 stars 5 reviews
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Ho'olei #39-3
19 photos
Ekahi 36a 1Br 2Ba condo sleeps 4...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
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Ekahi 36a 1Br 2Ba condo sleeps 4, Fully Renovated
17 photos
Totally renovated, closest to the b...
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 5
4.5 of 5 stars 13 reviews
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WAILEA ELUA, #2306^
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 5 reviews
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Palms at Wailea #1105 Oceanview Com...
Hawaii, Maui, Wailea Condos
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 16 reviews
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Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates!
37 photos
Grand Champions #54
Hawaii, Maui, Wailea Condos
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 5 reviews
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Grand Champions #54
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Renting a condo in Wailea gets you close to all the action while providing all the amenities at affordable prices. Condominium buildings typically provide all the privacy and features of a rental home with additional services and shared facilities such as pools, fitness equipment, and often a concierge, too.
View larger map
Rental communities
Ekahi Vil... (51)
Grand Cha... (35)
Wailea Be... (27)
The Palms... (23)
Elua Vill... (17)
Hoolei (17)
Wailea Ek... (11)
Polo Beach... (4)
Makena Sur... (2)
Nearby rentals
Maui (2364)
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Maalaea (105)
Haiku (42)
Paia (27)
Makena (26)
Makawao (13)
Wailuku (11)
All Hawaii (5588)

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