How much is rent for an apartment with a pool in Wailea?

Rental prices for apartments with pools in Wailea range from $2,550 to $10,000 per month.

How many apartments with pools are available for rent in Wailea?

Currently, there are 16 apartments with pools available for rent in Wailea.

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Apartments for Rent in Wailea, HI with Pools

13 rentals available

**Modern Wailea Living**
$10,000
36 Kai Malu Drive, Wailea, HI 96753
(808) 740-2770
1 unit available
2 bed
Amenities
Patio / balcony, Dishwasher, Pet friendly, Parking, Recently renovated, Gym + more
Recently updated units
Fully Furnished, 3 Bed/3 Bath, Wailea Kai Home with Saltwater Pool
$7,900
29 Waikai Street, Wailea, HI 96753
(808) 495-4219
1 unit available
3 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Pet friendly, Garage, Stainless steel + more
Recently updated units
2026 Kai Malu in Wailea? Nicely Furnished 3 bedroom 2.5 bathroom -Ocean Views and Fine Amenities
$6,900
156 Kainui Loop, Wailea, HI 96753
(808) 875-8988
1 unit available
3 bed
Amenities
Granite counters, Garage, Stainless steel, Gym, Pool, Air conditioning + more
Recently updated units
101 Kai la Place
$5,950
101 Kai la Place, Wailea, HI 96753
(808) 425-9997
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Garage + more
Recently updated units
Best market deals
These units are the best deal in town.
Elegant 1-Bedroom Retreat in Prestigious South Maui Neighborhood w/ Utilities Included – Available until end of November 2026 1 Bed, 1 Bath, $2550
1 Bed • 1 Bath
Total monthly rent
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Available
Mar 15
2747 South Kihei Road, #C-002 2 Bed
2 Beds • 2 Baths • 698 sqft
Total monthly rent
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Available
Now
753 Launa Drive 2 Bed
2 Beds • 1 Bath • 1286 sqft
Total monthly rent
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Available
Apr 1
Ocean View 2 bedroom in Wailea Fairway 2 Beds, 2 Baths, $4000
2 Beds • 2 Baths • 949 sqft
Total monthly rent
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Available
Now
Luxury 3/2 Grated Community in South Kihei. 3 Beds, 2 Baths, $4000
3 Beds • 2 Baths • 1389 sqft
Total monthly rent
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Available
Now
Rare opportunity at Wailea’s newest development, La‘i Loa. Furnished 2 Bed/2Bath. Luxurious pool and hot tub, a state-of-the-art fitness center, eclectic seating areas, a fire pit, BBQ grills, a comfort station, steam rooms, saunas etc. +$1000 Bonus Offer
$7,250
24 Kai Malu Drive, Wailea, HI 96753
(808) 875-8988
1 unit available
2 bed
Amenities
Garage, Gym, Pool, Air conditioning, Elevator, Fire pit + more
Recently updated units
3-bedroom, 2.5-bath unit | Kai Malu
$10,000
100 Kainui Loop, Wailea, HI 96753
(808) 740-2770
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Gym, Pool, Air conditioning + more
Recently updated units
Ocean View 2 bedroom in Wailea Fairway
$4,000
3950 Kalai Waa Street, Wailea, HI 96753
(808) 386-6113
1 unit available
2 bed
Amenities
Stainless steel, Gym, Pool, Air conditioning, Hot tub, and Bbq/grill
Recently updated units
Modern 3 Bedroom, 3 Bathroom Furnished Condo at Makalii in Wailea
$8,400
161 Holomoana Way, Wailea, HI 96753
(808) 495-4219
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Gym, Pool, and Clubhouse
Recently updated units
Brand New! Modern Elegancy at Makali'i in Wailea - Furnished 2 Bedrooms / 2 Bathrooms
$8,250
101 Holomoana Way, Wailea, HI 96753
(808) 875-8988
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Garage, Stainless steel, Gym, Pool + more
Recently updated units
Luxury 3/2 Grated Community in South Kihei.
$4,000
2757 South Kihei Road, Wailea, HI 96753
(808) 386-6113
1 unit available
3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dogs allowed, Stainless steel, and Pool
Scenic Retreat
Luxurious Beachfront Condo with Stunning Ocean Views
Experience the ultimate in luxury living at this stunning Maui condo. Just steps from beautiful Kamaole Beach III, residents are treated to breathtaking ocean and mountain views. The well-appointed unit features modern amenities and spacious interiors, ensuring a comfortable stay. The community's serene environment and superb management add to the appeal, creating a delightful living experience.
Recently updated units
Luxury apartments
Top units for an elevated lifestyle.
**Modern Wailea Living** 2 Beds, 2 Baths, $10000
2 Beds • 2 Baths
Total monthly rent
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Available
Apr 23
3-bedroom, 2.5-bath unit | Kai Malu 3 Beds, 2.5 Baths, $10000
3 Beds • 2.5 Baths • 2000 sqft
Total monthly rent
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Available
Now
Modern 3 Bedroom, 3 Bathroom Furnished Condo at Makalii in Wailea 3 Beds, 3 Baths, $8400
3 Beds • 3 Baths • 1802 sqft
Total monthly rent
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Available
Now
Brand New! Modern Elegancy at Makali'i in Wailea - Furnished 2 Bedrooms / 2 Bathrooms 2 Beds, 2 Baths, $8250
2 Beds • 2 Baths • 1562 sqft
Total monthly rent
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Available
Jul 1
Fully Furnished, 3 Bed/3 Bath, Wailea Kai Home with Saltwater Pool 3 Beds, 3 Baths, $7900
3 Beds • 3 Baths • 2350 sqft
Total monthly rent
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Available
Now
MASSIVE UNOBSTRUCTED OCEAN VIEWS – Maui Meadows 2-Bed Home with Pool Access
$6,000
561 Kaleo Place, Wailea, HI 96753
(808) 283-0805
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Recently renovated, Pool, and Air conditioning
Recently updated units
2747 South Kihei Road, #C-002
$2,750
2747 S Kihei Rd, Wailea, HI 96753
(808) 205-5525
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pool, Air conditioning + more
Beach Lifestyle
Ocean views and serene living in Kihei Shores condo
Experience ocean views and serene living at Kihei Shores. Residents describe a peaceful atmosphere set back from the main road, ensuring tranquility. Just steps away, Kamaole Beach Park III offers stunning sunsets and easy access. Enjoy on-site amenities like a pool, hot tub, and BBQ area, perfect for relaxation.
Recently updated units
Luxury Living with Ocean Views in Wailea at Kai Malu
$7,300
83 Kainehe Place, Wailea, HI 96753
(808) 281-9588
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Garage, Gym, Pool + more
Recently updated units