Apartments for Rent in Wailea, HI with Pools

14 rentals available

67 Ahekolo Street
$5,800
67 Ahekolo Street, Wailea, HI 96753
(808) 757-6774
1 unit available
3 bed
Amenities
On-site laundry, Dishwasher, Pet friendly, Garage, Walk in closets, Pool + more
Recently updated units
2 bedroom 2 bath with a view at Palms of Wailea/Phase I
$4,200
3200 Wailea Alanui Drive, Wailea, HI 96753
(808) 463-2526
1 unit available
2 bed
Amenities
On-site laundry, Dishwasher, Pool, Air conditioning, Internet access, and Range
Luxury Retreat
Spa-like condo near Wailea Beach, Maui's prime resort area.
Experience the pinnacle of luxury at Palms at Wailea 703, a beautifully renovated condo nestled in Wailea Resort. This exquisite property boasts meticulously upgraded interiors, new furnishings, and a spacious lanai with a picturesque garden view. Enjoy seamless comfort with in-unit amenities and an ideal location close to the stunning Keawakapu Beach.
Recently updated units
Furnished, 2 Bed/3 Bath Wailea Palms Residence Gated with Ocean Views
$5,300
3150 Wailea Alanui Drive, Wailea, HI 96753
(808) 495-4219
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Parking, Recently renovated, Stainless steel, Gym + more
Recently updated units
Luxury 3/2 Grated Community in South Kihei.
$4,500
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
Best market deals
These units are the best deal in town.
2747 South Kihei Road, #C-002 2 Bed
2 Beds • 2 Baths • 698 sqft
Total monthly rent
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Available
Now
2 bedroom 2 bath with a view at Palms of Wailea/Phase I 2 Beds, 2 Baths, $4200
2 Beds • 2 Baths • 1194 sqft
Total monthly rent
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Available
Now
Brand New Tropical Private Maui Meadows Cottage Ocean View and Pool - Utilities Included 2 Beds, 1 Bath, $4500
2 Beds • 1 Bath • 800 sqft
Total monthly rent
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Available
Now
Luxury 3/2 Grated Community in South Kihei. 3 Beds, 2 Baths, $4500
3 Beds • 2 Baths • 1389 sqft
Total monthly rent
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Available
Jan 7
Furnished, 2 Bed/3 Bath Wailea Palms Residence Gated with Ocean Views 2 Beds, 3 Baths, $5300
2 Beds • 3 Baths • 1559 sqft
Total monthly rent
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Available
Jan 1
MASSIVE UNOBSTRUCTED OCEAN VIEWS – Maui Meadows 2-Bed Home with Pool Access
$6,400
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
Brand New Tropical Private Maui Meadows Cottage Ocean View and Pool - Utilities Included
$4,500
813 Kupulau Drive, Wailea, HI 96753
(808) 875-8988
1 unit available
2 bed
Amenities
In unit laundry, Recently renovated, Stainless steel, Pool, Air conditioning, and Ceiling fan
Recently updated units
Modern Elegancy at Makali'i in Wailea on the edge of Makena - Exquisitely Furnished 3 Bedrooms / 3 Bathrooms
$8,500
161 Holomoana Way, Wailea, HI 96753
(808) 875-8988
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Stainless steel, Gym, Pool + more
Recently updated units
3179 South Noho Loihi Way
$16,500
3179 South Noho Loihi Way, Wailea, HI 96753
(702) 488-6733
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Garage, Pool, Air conditioning + more
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
Kanani Wailea - Furnished 4 Bedroom 4.5 Bathrooms - World Class Amenities in Wailea Maui
$7,750
14 Poailani Place, Wailea, HI 96753
(808) 875-8988
1 unit available
4 bed
Amenities
On-site laundry, Pet friendly, Garage, Gym, Pool, Air conditioning + more
Recently updated units
Luxury apartments
Top units for an elevated lifestyle.
3179 South Noho Loihi Way 4 Bed
4 Beds • 4 Baths • 2873 sqft
Total monthly rent
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Available
Now
197 Holokahiki Ln 104
3 Beds • 3 Baths • 2500 sqft
Total monthly rent
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Available
Jan 1
Modern Elegancy at Makali'i in Wailea – Finely Furnished 3 Bedrooms / 3 Bathrooms 3 Beds, 3 Baths, $10000
3 Beds • 3 Baths • 1574 sqft
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Available
Now
Modern Elegancy at Makali'i in Wailea on the edge of Makena - Exquisitely Furnished 3 Bedrooms / 3 Bathrooms 3 Beds, 3 Baths, $8500
3 Beds • 3 Baths • 1802 sqft
Total monthly rent
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Available
Now
Kanani Wailea - Furnished 4 Bedroom 4.5 Bathrooms - World Class Amenities in Wailea Maui 4 Beds, 4.5 Baths, $7750
4 Beds • 4.5 Baths • 2175 sqft
Total monthly rent
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Available
Now
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
Experience Elevated Island Living in Wailea – Expansive Golf Course and Ocean View Furnished Luxury Townhome
$6,500
3950 Kalai Waa Street, Wailea, HI 96753
(808) 875-8988
1 unit available
3 bed
Amenities
Granite counters, Parking, Recently renovated, Stainless steel, Gym, Pool + more
Recently updated units
Modern Elegancy at Makali'i in Wailea – Finely Furnished 3 Bedrooms / 3 Bathrooms
$10,000
137 Holomoana Way, Wailea, HI 96753
(808) 875-8988
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Gym, Pool, Air conditioning + more
Resort Luxury
Experience modern elegance in paradise.
Discover modern elegance at Makali'i in Wailea. This exquisitely furnished 3-bedroom residence stands out with its sleek design and incredible attention to detail. Residents adore the panoramic views from floor-to-ceiling windows and the lifestyle amenities like the 100-foot infinity pool and gym. Surround yourself with luxury and Hawaiian culture in a serene island setting.
Recently updated units
2026 Kai Malu in Wailea? Nicely Furnished 3 bedroom 2.5 bathroom -Ocean Views and Fine Amenities Available 1/15/26 to 12/15/26
$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

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Wailea Furnished Apartments (11)

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Frequently Asked Questions (FAQs)

Rental prices for apartments with pools in Wailea range from $2,750 to $16,500 per month.

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

City Guide for Wailea, HI

Wailea Beach earned the moniker of "America's Best Beach" in 1999. Take that, Florida!

Located on Maui's southern coast, the community of Wailea is known primarily as a vacation destination for those seeking sun, sand and surf

View Wailea City Guide

Apartments for Rent in Wailea, HI with Pools

67 Ahekolo Street

2 bedroom 2 bath with a view at Palms of Wailea/Phase I

Furnished, 2 Bed/3 Bath Wailea Palms Residence Gated with Ocean Views

Luxury 3/2 Grated Community in South Kihei.

MASSIVE UNOBSTRUCTED OCEAN VIEWS – Maui Meadows 2-Bed Home with Pool Access

Brand New Tropical Private Maui Meadows Cottage Ocean View and Pool - Utilities Included

Modern Elegancy at Makali'i in Wailea on the edge of Makena - Exquisitely Furnished 3 Bedrooms / 3 Bathrooms

3179 South Noho Loihi Way

Luxury Living with Ocean Views in Wailea at Kai Malu

Kanani Wailea - Furnished 4 Bedroom 4.5 Bathrooms - World Class Amenities in Wailea Maui

2747 South Kihei Road, #C-002

Experience Elevated Island Living in Wailea – Expansive Golf Course and Ocean View Furnished Luxury Townhome

Modern Elegancy at Makali'i in Wailea – Finely Furnished 3 Bedrooms / 3 Bathrooms

2026 Kai Malu in Wailea? Nicely Furnished 3 bedroom 2.5 bathroom -Ocean Views and Fine Amenities Available 1/15/26 to 12/15/26

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Frequently Asked Questions (FAQs)

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

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