We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Apartments for Rent In Wailea

Wailea Apartment Rentals

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
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
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
Advanced
Tip: Refine your search by price, amenities, & more (see left column).
Searching … 0% complete
92 of 226 Trusted Wailea Rentals
loading...
Property type
Clear all filters
Sort by
Palms At Wailea 606
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 of 5 stars 5 reviews
Save
Delete Palms At Wailea 606 from My Saves
Go to My Saves
You added Palms At Wailea 606 to your Saves list
View all saved listings
20.0% off your stay
from
$208
Per Night
Palms At Wailea 606
29 photos
Polo Beach 1or 2 Bdrm Oceanfront Pe...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
Save
Delete Polo Beach 1or 2 Bdrm Oceanfront Penthouse Condo from My Saves
Go to My Saves
You added Polo Beach 1or 2 Bdrm Oceanfront Penthouse Condo to your Saves list
View all saved listings
from
$649
Per Night
Polo Beach 1or 2 Bdrm Oceanfront Penthouse Condo
12 photos
Grand Champions #103, Wailea, Maui
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 3 reviews
Save
Delete Grand Champions #103, Wailea, Maui from My Saves
Go to My Saves
You added Grand Champions #103, Wailea, Maui to your Saves list
View all saved listings
$10 off per night
from
$149
Per Night
Grand Champions #103, Wailea, Maui
31 photos
Also consider
Ekahi 20A Ground Floor Ocean view Lower Village
$410 - $510 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Wailea Beach Villas M311 Seaview Sanctuary
$895 - $1,995 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Totally renovated, closest to the beach!
$250 - $350 / night
1 Bedroom, sleeps 5
2 Bathrooms
Wailea Luxury Villas, 6-10 Occupancy, Beach Pool
$655 - $800 / night
3 Bedrooms, sleeps 8
4 Bathrooms
WOW ! WHAT A GREAT VIEW ! 6th Nigh...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 21 reviews
Save
Delete WOW ! WHAT A GREAT VIEW ! 6th Night Free Til 9/30 from My Saves
Go to My Saves
You added WOW ! WHAT A GREAT VIEW ! 6th Night Free Til 9/30 to your Saves list
View all saved listings
from
$395
Per Night
WOW ! WHAT A GREAT VIEW ! 6th Night Free Til 9/30
14 photos
Perfect Escape! Ho'Olei Dream -Supe...
Hawaii, Maui, Wailea Apartment Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 8
5 of 5 stars 4 reviews
Save
Delete Perfect Escape! Ho'Olei Dream -Super Close to Pool from My Saves
Go to My Saves
You added Perfect Escape! Ho'Olei Dream -Super Close to Pool to your Saves list
View all saved listings
from
$800
Per Night
Perfect Escape! Ho'Olei Dream -Super Close to Pool
22 photos
Wailea Ekahi #38A
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 2
5 of 5 stars 1 review
Save
Delete Wailea Ekahi #38A from My Saves
Go to My Saves
You added Wailea Ekahi #38A to your Saves list
View all saved listings
from
$305
Per Night
Wailea Ekahi #38A
17 photos
Wailea Beach Villa ~ Top Floor Luxu...
Hawaii, Maui, Wailea Apartment Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 5
5 of 5 stars 4 reviews
Save
Delete Wailea Beach Villa ~ Top Floor Luxury ~ Best View from My Saves
Go to My Saves
You added Wailea Beach Villa ~ Top Floor Luxury ~ Best View to your Saves list
View all saved listings
from
$875
Per Night
Wailea Beach Villa ~ Top Floor Luxury ~ Best View
47 photos
Summer Special-Book 6 Nights, Get t...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 1 review
Save
Delete Summer Special-Book 6 Nights, Get the 7th Free from My Saves
Go to My Saves
You added Summer Special-Book 6 Nights, Get the 7th Free to your Saves list
View all saved listings
from
$230
Per Night
Summer Special-Book 6 Nights, Get the 7th Free
23 photos
Wailea Ekahi #16B
Hawaii, Maui, Wailea Apartment Rentals
Studio, 1 Bathroom, Sleeps 2
5 of 5 stars 5 reviews
Save
Delete Wailea Ekahi #16B from My Saves
Go to My Saves
You added Wailea Ekahi #16B to your Saves list
View all saved listings
from
$230
Per Night
Wailea Ekahi #16B
19 photos
WAILEA GRAND CHAMPION, #180^
Hawaii, Maui, Wailea Apartment Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
4.5 of 5 stars 10 reviews
Save
Delete WAILEA GRAND CHAMPION, #180^ from My Saves
Go to My Saves
You added WAILEA GRAND CHAMPION, #180^ to your Saves list
View all saved listings
from
$365
Per Night
WAILEA GRAND CHAMPION, #180^
16 photos
Premier Wailea Ekahi 11E Ocean Fron...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 17 reviews
Save
Delete Premier Wailea Ekahi 11E Ocean Front S. Maui Condo from My Saves
Go to My Saves
You added Premier Wailea Ekahi 11E Ocean Front S. Maui Condo to your Saves list
View all saved listings
from
$310
Per Night
Premier Wailea Ekahi 11E Ocean Front S. Maui Condo
15 photos
Wailea Ekahi 1B
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
4.5 of 5 stars 3 reviews
Save
Delete Wailea Ekahi 1B from My Saves
Go to My Saves
You added Wailea Ekahi 1B to your Saves list
View all saved listings
from
$225
Per Night
Wailea Ekahi 1B
18 photos
$200/nt 7/24-31 - Wailea Ekahi 33A...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 5
5 of 5 stars 11 reviews
Save
Delete $200/nt 7/24-31 - Wailea Ekahi 33A Lux Beach Resort from My Saves
Go to My Saves
You added $200/nt 7/24-31 - Wailea Ekahi 33A Lux Beach Resort to your Saves list
View all saved listings
from
$250
Per Night
$200/nt 7/24-31 - Wailea Ekahi 33A Lux Beach Resort
12 photos
Wailea Ekahi 7G Luxury Ocean Front...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 3
5 of 5 stars 18 reviews
Save
Delete Wailea Ekahi 7G Luxury Ocean Front S Maui Condo from My Saves
Go to My Saves
You added Wailea Ekahi 7G Luxury Ocean Front S Maui Condo to your Saves list
View all saved listings
15.0% off your stay
from
$335
Per Night
Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
17 photos
Modern and Spacious with Huge Tropi...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 4 reviews
Save
Delete Modern and Spacious with Huge Tropical Lanai from My Saves
Go to My Saves
You added Modern and Spacious with Huge Tropical Lanai to your Saves list
View all saved listings
from
$175
Per Night
Modern and Spacious with Huge Tropical Lanai
29 photos
EKAHI,37B,New Remodel, Ocean+Mounta...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 9 reviews
Save
Delete EKAHI,37B,New Remodel, Ocean+Mountain View,Sleeps4 from My Saves
Go to My Saves
You added EKAHI,37B,New Remodel, Ocean+Mountain View,Sleeps4 to your Saves list
View all saved listings
from
$183
Per Night
EKAHI,37B,New Remodel, Ocean+Mountain View,Sleeps4
20 photos
Modern, Renovated & Relaxing 2 Bedr...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 3 reviews
Save
Delete Modern, Renovated & Relaxing 2 Bedroom 2 Bathroom from My Saves
Go to My Saves
You added Modern, Renovated & Relaxing 2 Bedroom 2 Bathroom to your Saves list
View all saved listings
from
$160
Per Night
Modern, Renovated & Relaxing 2 Bedroom 2 Bathroom
24 photos
Owner Direct, Wailea Elua Oceanfron...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 20 reviews
Save
Delete Owner Direct, Wailea Elua Oceanfront - Renovated! from My Saves
Go to My Saves
You added Owner Direct, Wailea Elua Oceanfront - Renovated! to your Saves list
View all saved listings
from
$695
Per Night
Owner Direct, Wailea Elua Oceanfront - Renovated!
24 photos
Ocean View, Studio, Ekahi Condo 53E
Hawaii, Maui, Wailea Apartment Rentals
Studio, 1 Bathroom, Sleeps 2
4.5 of 5 stars 6 reviews
Save
Delete Ocean View, Studio, Ekahi Condo 53E from My Saves
Go to My Saves
You added Ocean View, Studio, Ekahi Condo 53E to your Saves list
View all saved listings
from
$175
Per Night
Ocean View, Studio, Ekahi Condo 53E
12 photos
Wailea Ekolu Spectacular 2 Bd 2.5 B...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 3 Bathrooms, Sleeps 4
5 of 5 stars 9 reviews
Save
Delete Wailea Ekolu Spectacular 2 Bd 2.5 Bath Deluxe Ocean View Townhouse Sleeps 4 from My Saves
Go to My Saves
You added Wailea Ekolu Spectacular 2 Bd 2.5 Bath Deluxe Ocean View Townhouse Sleeps 4 to your Saves list
View all saved listings
from
$284
Per Night
Wailea Ekolu Spectacular 2 Bd 2.5 Bath Deluxe Ocean View Townhouse Sleeps 4
42 photos
Enjoy your Renovated Villa & Large...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 5 reviews
Save
Delete Enjoy your Renovated Villa & Large Tropical Lanai from My Saves
Go to My Saves
You added Enjoy your Renovated Villa & Large Tropical Lanai to your Saves list
View all saved listings
from
$175
Per Night
Enjoy your Renovated Villa & Large Tropical Lanai
26 photos
Wailea Ekolu #1604
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 1 review
Save
Delete Wailea Ekolu #1604 from My Saves
Go to My Saves
You added Wailea Ekolu #1604 to your Saves list
View all saved listings
from
$245
Per Night
Wailea Ekolu #1604
16 photos
Newly updated 2B/2B, lush tropical...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 13 reviews
Save
Delete Newly updated 2B/2B, lush tropical grounds with ocean view pool and hot tub. from My Saves
Go to My Saves
You added Newly updated 2B/2B, lush tropical grounds with ocean view pool and hot tub. to your Saves list
View all saved listings
from
$199
Per Night
Newly updated 2B/2B, lush tropical grounds with ocean view pool and hot tub.
30 photos
Wailea Grand Champions #50 is a 2 B...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 5 reviews
Save
Delete Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. from My Saves
Go to My Saves
You added Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. to your Saves list
View all saved listings
from
$199
Per Night
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6.
30 photos
WAILEA ELUA, #2303^
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 5
5 of 5 stars 5 reviews
Save
Delete WAILEA ELUA, #2303^ from My Saves
Go to My Saves
You added WAILEA ELUA, #2303^ to your Saves list
View all saved listings
from
$500
Per Night
WAILEA ELUA, #2303^
16 photos
AFFORDABLE - LAST MIN MAY 18-21 $11...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 1 Bathroom, Sleeps 2
5 of 5 stars 14 reviews
Save
Delete AFFORDABLE - LAST MIN MAY 18-21 $110/NT + TX + CLG from My Saves
Go to My Saves
You added AFFORDABLE - LAST MIN MAY 18-21 $110/NT + TX + CLG to your Saves list
View all saved listings
from
$140
Per Night
AFFORDABLE - LAST MIN MAY 18-21 $110/NT + TX + CLG
25 photos
Amazing Wailea GC#166, Remodeled, O...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 of 5 stars 33 reviews
Save
Delete Amazing Wailea GC#166, Remodeled, Ocean Views! from My Saves
Go to My Saves
You added Amazing Wailea GC#166, Remodeled, Ocean Views! to your Saves list
View all saved listings
from
$235
Per Night
Amazing Wailea GC#166, Remodeled, Ocean Views!
20 photos
Wailea Ekahi 20B Close to beach- pe...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
4.5 of 5 stars 17 reviews
Save
Delete Wailea Ekahi 20B Close to beach- perfect vacation from My Saves
Go to My Saves
You added Wailea Ekahi 20B Close to beach- perfect vacation to your Saves list
View all saved listings
10.0% off your stay
from
$255
Per Night
Wailea Ekahi 20B Close to beach- perfect vacation
15 photos
WAILEA EKOLU, #401
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 of 5 stars 5 reviews
Save
Delete WAILEA EKOLU, #401 from My Saves
Go to My Saves
You added WAILEA EKOLU, #401 to your Saves list
View all saved listings
from
$280
Per Night
WAILEA EKOLU, #401
16 photos
Ho'olei #93-5
Hawaii, Maui, Wailea Apartment Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 8
5 of 5 stars 6 reviews
Save
Delete Ho'olei #93-5 from My Saves
Go to My Saves
You added Ho'olei #93-5 to your Saves list
View all saved listings
from
$755
Per Night
Ho'olei #93-5
19 photos
Palms at Wailea #1606
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 of 5 stars 16 reviews
Save
Delete Palms at Wailea #1606 from My Saves
Go to My Saves
You added Palms at Wailea #1606 to your Saves list
View all saved listings
from
$230
Per Night
Palms at Wailea #1606
14 photos
Grand Champions #186
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 3 reviews
Save
Delete Grand Champions #186 from My Saves
Go to My Saves
You added Grand Champions #186 to your Saves list
View all saved listings
from
$255
Per Night
Grand Champions #186
14 photos
Ho'olei #12-3
Hawaii, Maui, Wailea Apartment Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
5 of 5 stars 6 reviews
Save
Delete Ho'olei #12-3 from My Saves
Go to My Saves
You added Ho'olei #12-3 to your Saves list
View all saved listings
from
$655
Per Night
Ho'olei #12-3
27 photos
Awesome Ocean View - Beautiful 2 BR...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 3 Bathrooms, Sleeps 6
5 of 5 stars 1 review
Save
Delete Awesome Ocean View - Beautiful 2 BR Maui Condo from My Saves
Go to My Saves
You added Awesome Ocean View - Beautiful 2 BR Maui Condo to your Saves list
View all saved listings
from
$375
Per Night
Awesome Ocean View - Beautiful 2 BR Maui Condo
4 photos
Ekahi 44C Private Remodeled Oceanvi...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 2 reviews
Save
Delete Ekahi 44C Private Remodeled Oceanview Townhouse from My Saves
Go to My Saves
You added Ekahi 44C Private Remodeled Oceanview Townhouse to your Saves list
View all saved listings
from
$265
Per Night
Ekahi 44C Private Remodeled Oceanview Townhouse
26 photos
Grand Champions #163
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 4
5 of 5 stars 1 review
Save
Delete Grand Champions #163 from My Saves
Go to My Saves
You added Grand Champions #163 to your Saves list
View all saved listings
from
$255
Per Night
Grand Champions #163
16 photos
Palms at Wailea #604
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
4.5 of 5 stars 4 reviews
Save
Delete Palms at Wailea #604 from My Saves
Go to My Saves
You added Palms at Wailea #604 to your Saves list
View all saved listings
from
$179
Per Night
Palms at Wailea #604
26 photos
Remodeled Ekolu condo with sweeping...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 1 review
Save
Delete Remodeled Ekolu condo with sweeping ocean views from My Saves
Go to My Saves
You added Remodeled Ekolu condo with sweeping ocean views to your Saves list
View all saved listings
from
$260
Per Night
Remodeled Ekolu condo with sweeping ocean views
14 photos
Beachfront at Polo Beach Club Waile...
Hawaii, Maui, Wailea Apartment Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 12
5 of 5 stars 3 reviews
Save
Delete Beachfront at Polo Beach Club Wailea-Makena Maui from My Saves
Go to My Saves
You added Beachfront at Polo Beach Club Wailea-Makena Maui to your Saves list
View all saved listings
from
$350
Per Night
Beachfront at Polo Beach Club Wailea-Makena Maui
32 photos
Grand Champions Unit On the Wailea...
Hawaii, Maui, Wailea Apartment Rentals
1 Bedroom, 2 Bathrooms, Sleeps 4
5 of 5 stars 1 review
Save
Delete Grand Champions Unit On the Wailea Fairway from My Saves
Go to My Saves
You added Grand Champions Unit On the Wailea Fairway to your Saves list
View all saved listings
from
$159
Per Night
Grand Champions Unit On the Wailea Fairway
14 photos
Live like a local in Wailea by renting an apartment and taking in all the fine dining, shopping, and attractions this exciting destination has to offer.
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 (2430)
Lahaina (873)
Kihei (704)
Ka'anapali (213)
Maalaea (105)
Haiku (40)
Makena (27)
Paia (27)
Makawao (12)
Wailuku (11)
All Hawaii (5606)

New and Featured

  • Aloha Kai Suite at Wailea Beach Villas PH 205
    3 Bedrooms, 3 Baths
    $425/night+
  • Ekahi 36a 1Br 2Ba condo sleeps 4, Fully Renovated
    1 Bedroom, 2 Baths
    $425/night+
  • Hale Kamaole 265 Oceanview Updated 2BR plus Loft
    3 Bedrooms, 2 Baths
    $425/night+
    • Own a rental property?
    Want more exposure for your rental? Get listed in TripAdvisor Vacation Rentals (in partnership with FlipKey).
    Add a Listing
    Free Newsletter

    Sign up to hear about gorgeous vacation rentals, the latest deals, exciting destinations, and more.

    More Romance destinations:

    More Beach destinations:

    More Family destinations:

    Explore the world! TripAdvisor has reviews and information on over 400,000 locations, including:
    Vacation Rentals