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

Rental prices for apartments with pools in Wailea range from $2,750 to $10,000 per month.

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

Currently, there are 17 apartments with pools available for rent in Wailea.

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Apartments for Rent in Wailea, HI with Pools

15 rentals available

Makalii at Wailea 101 - 8A
$7,998
197 Holokahiki Lane, Wailea, HI 96753
(808) 495-4219
1 unit available
3 bed
Amenities
Garage, Gym, and Pool
Luxurious Escape
Ultimate Wailea luxury with modern design and style.
Discover Makalii at Wailea 101 - 8A, where modern design meets luxury living. Enjoy high-end finishes like Fisher & Paykel appliances and quartz countertops. Residents appreciate the amenities, including a serene infinity pool and state-of-the-art fitness center. This location offers seamless access to Wailea’s beautiful beaches, exquisite dining, and upscale shopping.
Recently updated units
Spacious Furnished Grand Champions End Unit Available
$3,500
155 Wailea Ike Place, Wailea, HI 96753
(808) 875-8988
1 unit available
2 bed
Amenities
In unit laundry, Parking, Pool, Ceiling fan, Tennis court, and Bbq/grill
Luxurious Escape
Elegance meets serene Maui living at Wailea villas.
Nestled in Wailea, the Grand Champions Villas offer a serene escape with breathtaking ocean views and lush tropical gardens. Enjoy easy access to Wailea's stunning beaches, upscale shops, and dining options. The well-appointed condo includes luxurious furnishings, high-speed Wi-Fi, and a private lanai, ideal for enjoying Maui's natural beauty.
Recently updated units
Fully Furnished, 3 Bed/3 Bath, Wailea Kai Home with Saltwater Pool
$8,300
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
2 bedroom 2 bath with a view at Palms of Wailea/Phase I
$3,900
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
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
Spacious Furnished Grand Champions End Unit Available 2 Beds, 2 Baths, $3500
2 Beds • 2 Baths • 1148 sqft
Total monthly rent
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Available
Mar 1
753 Launa Drive 1 Bed
1 Bed • 2 Baths • 745 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, $3900
2 Beds • 2 Baths • 1194 sqft
Total monthly rent
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Available
Now
Luxury 3/2 Grated Community in South Kihei. 3 Beds, 2 Baths, $4200
3 Beds • 2 Baths • 1389 sqft
Total monthly rent
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Available
Now
Luxury 3/2 Grated Community in South Kihei.
$4,200
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
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
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
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
Maui Meadows Luxury Estate - Furnished 3 Bed/2 Bath Downstairs unit
$4,500
3417 Hookipa Place, Wailea, HI 96753
(808) 875-8988
1 unit available
3 bed
Amenities
Granite counters, Carport, Recently renovated, Pool, Bbq/grill, and Extra storage
Recently updated units
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
Luxury apartments
Top units for an elevated lifestyle.
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
Mar 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
Total monthly rent
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Available
Now
Fully Furnished, 3 Bed/3 Bath, Wailea Kai Home with Saltwater Pool 3 Beds, 3 Baths, $8300
3 Beds • 3 Baths • 2350 sqft
Total monthly rent
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Available
Feb 15
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
Makalii at Wailea 101 - 8A Makalii 101 - 8A
3 Beds • 3 Baths • 1574 sqft
Total monthly rent
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Available
Feb 27
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
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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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

Makalii at Wailea 101 - 8A

Spacious Furnished Grand Champions End Unit Available

Fully Furnished, 3 Bed/3 Bath, Wailea Kai Home with Saltwater Pool

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

Luxury 3/2 Grated Community in South Kihei.

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

Brand New! Modern Elegancy at Makali'i in Wailea - Furnished 2 Bedrooms / 2 Bathrooms

3-bedroom, 2.5-bath unit | Kai Malu

Maui Meadows Luxury Estate - Furnished 3 Bed/2 Bath Downstairs unit

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

Luxury Living with Ocean Views in Wailea at Kai Malu

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?