Wailea, HI Homes

/49
$3,199,000
- 5 Beds
- 3 Baths
- 3,175 Sq Ft
153 Hokai Place, Kihei, HI 96753

For Sale: Exquisite 5-Bedroom Oceanview Retreat in South Maui Welcome to your tropical paradise! This stunning 5-bedroom home offers a harmonious blend of luxury, comfort, and breathtaking Molokini views. Step inside to discover a spacious living area bathed in natural light, perfect for creating lasting memories with family and friends. The heart of the home is the expansive kitchen, featuring

Lydia Pedro

Hawaii Life (W)

(808) 518-2850

153 Hokai Place, Kihei, HI 96753
/8
$12,000 per month
- 4 Beds
- 4 Baths
- 2,234 Sq Ft
- House for Rent
361 Pualoa Nani Place, Kihei, HI 96753

Experience luxury island living in this beautifully furnished home at 361 Pualoa Nani Place, located in the highly sought-after Wailea community. With panoramic ocean views, a private pool, and stylish interiors, this residence offers the perfect balance of comfort and resort-like amenities.Property Highlights: ?? Ocean Views: Enjoy sweeping views of the Pacific from multiple living

361 Pualoa Nani Place, Kihei, HI 96753
/50
$1,425,000 Sold Sep 05, 2025
- 1,984 Sq Ft
- $718/SF
- 3 Days On Market
- 3 Beds
- 3 Baths
- Built 2006
145 Poailani Place Unit 26, Kihei, HI 96753

PRICED TO SELL! Also listed under Res/condo MLS 406483 - (CPR) Situated in a gated community of only 38 homes within the coveted Wailea resort area, this exceptional residence blends the privacy of single-family living with the conveniences of a condominium. Its open, inviting interior offers a seamless flow from the living and dining spaces to the kitchen, which features top-of-the-line Wolf and

Leslie Smith Hawaii Life (W)

145 Poailani Place Unit 26, Kihei, HI 96753

/31
Est $727,148 Not Listed For Sale
- 3 Beds
- 2 Baths
- 4,109,973 Sq Ft
51 Kihalani St Unit 305, Kihei, HI 96753

51 Kihalani St Unit 305, Kihei, HI 96753

/50
$1,539,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
10 Wailea Ekolu Place Unit 201, Kihei, HI 96753

Wailea Ekolu 201 is a ground-floor vacation condominium located in the highly sought-after Wailea community. Featuring a spacious open-concept floor plan and a clean, modern interior, this residence offers a comfortable and refined retreat in one of South Maui’s premier destinations. Enjoy panoramic ocean views from the living room and kitchen—ideal for watching sunsets or spotting whales in

Lydia Pedro

Hawaii Life (W)

(808) 374-5360

10 Wailea Ekolu Place Unit 201, Kihei, HI 96753
/34
$9,500 per month
- 3 Beds
- 3 Baths
- 1,802 Sq Ft
- Condo for Rent
161 Holomoana Way Unit 102, Kihei, HI 96753

Welcome to Makali‘i — one of Wailea's newest and most sought-after gated communities. Set on nearly 9.5 acres of pristine land, this exclusive enclave features just 68 architecturally inspired 2- and 3-bedroom townhomes, with only four residences per building, ensuring privacy, serenity, and an intimate resort lifestyle. This finely furnished 3-bedroom, 3-bathroom mid-century modern tri-level

Josh Guthrie PKR Realty

161 Holomoana Way Unit 102, Kihei, HI 96753
/47
$6,485,000 Sold Sep 05, 2025
- 4,588 Sq Ft
- $1,413/SF
- 195 Days On Market
- 4 Beds
- 4 Baths
- Built 1998
3885 Wailea Ekolu Place, Kihei, HI 96753

Elegance flourishes in this lushly landscaped 4,588 sq. ft. 4 bedroom, 3.5 bath, (office currently used as 4th bedroom) residence, gracefully positioned near the pinnacle of Wailea Golf Estates—Wailea’s premier gated enclave. Renovated in 2017, this home captures mesmerizing year-round ocean, outer island, and sunset views, stretching from Molokini Crater to Lana‘i, Ma‘alaea Bay, and the West

Robbie Dein Maui Real Estate Advisors LLC

3885 Wailea Ekolu Place, Kihei, HI 96753

/46
Est $732,524 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,022 Sq Ft
51 Kihalani St Unit 301, Kihei, HI 96753

51 Kihalani St Unit 301, Kihei, HI 96753

/50
$3,200,000
- 5 Beds
- 6 Baths
- 3,753 Sq Ft
440 Mikioi Place, Kihei, HI 96753

Maui Meadows at its finest: Sweeping ocean views from Molokini & Kaho‘olawe to Lana‘i, and the West Maui Mountains set the stage for this fully remodeled Maui Meadows retreat. The half-acre estate features an in-ground saline pool accompanied by a stone waterfall, a vibrant koi pond, & lush tropical landscaping. The open-concept main residence includes a gourmet kitchen, outdoor kitchen with

Karin Carlson

Hawaii Life (W)

(808) 865-0671

440 Mikioi Place, Kihei, HI 96753
/25
$3,500 per month
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Condo for Rent
160 Keonekai Rd, Kihei, HI 96753

160 Keonekai Rd, Kihei, HI 96753
/44
$1,200,000 Sold Sep 03, 2025
- 680 Sq Ft
- $1,765/SF
- 61 Days On Market
- 1 Bed
- 2 Baths
- Built 1975
2936 S Kihei Rd Unit 610, Kihei, HI 96753

Situated on the coveted top floor of Kihei Surfside, Unit 610 offers breathtaking views of the Pacific, where turtles glide over the expansive reefs, whales breach seasonally, and boats cruise in and out of the Kihei Harbor. This meticulously upgraded condo is a rare find in one of South Maui’s premiere oceanfront complexes. Step inside to discover a sophisticated interior with high-end finishes:

Sid Kirkland Maui Real Estate Advisors LLC

2936 S Kihei Rd Unit 610, Kihei, HI 96753

/36
Est $539,804 Not Listed For Sale
- 2 Beds
- 1 Bath
- 625 Sq Ft
160 Keonekai Rd Unit 13-101, Kihei, HI 96753

160 Keonekai Rd Unit 13-101, Kihei, HI 96753

/50
$3,300,000
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753

Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea Resort, this fully furnished vacation rental unit features high vaulted ceilings, recessed lighting, and two separate lanais to enjoy Maui's incredible sunsets. The modern upgrades include granite countertops, stainless steel

Bradley MacArthur

Hawaii Life (W)

(808) 468-3828

3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753
/36
$5,500 per month
- 2 Beds
- 2 Baths
- 1,251 Sq Ft
- Condo for Rent
2757 S Kihei Rd Unit 202, Kihei, HI 96753

Leave winter behind and enjoy island living in this spacious, newly built 2-bedroom, 2-bathroom townhome (approx. 1,800 sq ft) in the private, gated Paradise Ridge Estates, across from the white sand beaches of Kamaole and Wailea. Completed in 2024, this modern condo offers unobstructed ocean views, a private patio, and access to a beautiful pool and spa. The interior features high-end

Diane Bercik Compass-W

2757 S Kihei Rd Unit 202, Kihei, HI 96753
/43
$622,000 Sold Sep 02, 2025
- 1,115 Sq Ft
- $558/SF
- 116 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
2881 S Kihei Rd Unit 55, Kihei, HI 96753

Welcome to Maui Hill #55. This 2 bedroom, 2 bathroom condo is spacious at 1,115 square feet. Thoughtfully designed with patio space for each bedroom to enjoy the beautiful South Maui weather. The living room and primary bedroom open up to a patio with an ocean view. Relax and enjoy amenities such as a pool, hot tub, tennis court, shuffleboard, putting green, BBQ grills, and an activities desk to

Josh Jerman Hawaii Life (W)

2881 S Kihei Rd Unit 55, Kihei, HI 96753

/31
Est $1,135,824 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 280,526 Sq Ft
25 One Hali Ln Unit 9-203, Kihei, HI 96753

25 One Hali Ln Unit 9-203, Kihei, HI 96753

/45
$499,999
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 20-201, Kihei, HI 96753

Keonekai Villages, a pet friendly complex, is nestled between Keonekai Park and Kamaole Beach Park III. Unit 20-201 is a corner unit with a screened lanai from which you actually have a "peek-a-boo" view of the ocean. The unit has been updated with vinyl plank and tile flooring, smooth ceilings throughout, new bathroom vanities, new range, range hood, dryer, and water heater and contemporary wall

Karin Carlson

Hawaii Life (W)

(808) 515-6034

160 Keonekai Rd Unit 20-201, Kihei, HI 96753
/13
$3,600 per month
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Condo for Rent
2695 S Kihei Rd Unit Kamaole Sands, Kihei, HI 96753

Beautifully decorated condo available with designer furnishings or unfinished. Split air conditioning provides comfort in the living area as well as the bedroom. Fully equipped kitchen features include a full refrigerator, oven with glass stovetop, microwave, blender, coffee maker, cookware, tableware, granite countertops, double sink and service island that doubles as a breakfast bar

2695 S Kihei Rd Unit Kamaole Sands, Kihei, HI 96753
/47
$525,000 Sold Aug 29, 2025
- 750 Sq Ft
- $700/SF
- 66 Days On Market
- 2 Beds
- 2 Baths
- Built 1992
160 Keonekai Rd Unit 11-201, Kihei, HI 96753

Welcome to Keonekai Villages, located on the sunny South Shore of Maui! Unit 11-201 is a beautifully upgraded 2-bedroom, 1.5-bath second-floor condo offering a blend of style, comfort, and functionality. This turnkey residence features high 9 foot ceilings, privacy/light blocking blinds, central A/C—an uncommon amenity in the complex—along with soundproof windows and a sliding glass door for

Melissa Montgomery Coldwell Banker Island Prop(S)

160 Keonekai Rd Unit 11-201, Kihei, HI 96753

/16
Not Listed For Sale
- 2 Beds
- 2 Baths
- 321,734 Sq Ft
47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753

47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753

/50
$2,400,000 Pending
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
736 Mililani Place, Kihei, HI 96753

PRICE REDUCTION!! 736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming residence combines island-style living with modern comforts, offering central A/C and a spacious 3 bed and 2.5 bath multi-level layout that is perfect for both relaxing and entertaining. Upon entering you’ll be welcomed by a

Steve Landin

Keller Williams Realty Maui-Ka

(808) 862-6146

736 Mililani Place, Kihei, HI 96753
/48
$9,750 per month
- 6 Beds
- 5 Baths
- 4,500 Sq Ft
- House for Rent
3360 Kuaua Place, Kihei, HI 96753

This newly remodeled, fully furnished 6-bedroom, 5-bathroom home in Maui Meadows offers sweeping ocean views, modern amenities, and relaxed island living. Just minutes from the white sand beaches of Kihei and Wailea, the home sits on a private lot with a saltwater pool, spa, and a fenced yard with mature fruit trees. With approx. 4,500 sq ft of interior space, it features cathedral ceilings, an

Diane Bercik Compass-W

3360 Kuaua Place, Kihei, HI 96753
/45
$6,185,000 Sold Aug 27, 2025
- 2,879 Sq Ft
- $2,148/SF
- 28 Days On Market
- 3 Beds
- 4 Baths
- Built 2005
3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753

Here's your chance to own one of the spacious villas at one of the most prestigious condominium properties on Maui - Wailea Beach Villas. This special property, built in 2005, is located on Wailea Beach, in front of the famous Shops at Wailea, a short walk to world-class shopping, other 5-star resorts, fantastic restaurants, and a short drive to several championship golf courses. This luxurious

Gary Mooers Coldwell Banker Island Prop(S)

3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753

/22
Est $717,654 Not Listed For Sale
- 3 Beds
- 2 Baths
- 4,109,973 Sq Ft
50 Kihalani St Unit 1404, Kihei, HI 96753

50 Kihalani St Unit 1404, Kihei, HI 96753

/49
$899,000 Pending
- 1 Bath
- 484 Sq Ft
3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753

Welcome to Wailea Ekahi #3D, a rare studio offering known as the “Treehouse Retreat”. Nestled on the second level, this charming unit boasts high vaulted ceilings and a lanai surrounded by lush greenery, including plumeria flowers, hibiscus, and palm trees creating a peaceful ambiance. The surrounding greenery of this unit really embraces the feeling of privacy with no onlookers able to view

Bradley MacArthur

Hawaii Life (W)

(808) 229-3115

3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753
/20
$6,892 per month
- 1 Bed
- 1 Bath
- 635 Sq Ft
- Condo for Rent
155 Wailea Ike Place Unit ID1295756P, Wailea-Makena, HI 96753

Welcome to your dream Maui vacation! This stylish retreat is nestled in a peaceful resort community, offering a tranquil balcony with lush views and a prime location just a short walk to the beach, dining, and shops. Feel at home with luxury beds and linens for ultimate comfort and deep rest. Enjoy resort-style amenities including a sparkling pool, hot tub, and tennis courts. With free parking

155 Wailea Ike Place Unit ID1295756P, Wailea-Makena, HI 96753
/50
$3,850,000 Sold Aug 25, 2025
- 3,780 Sq Ft
- $1,019/SF
- 110 Days On Market
- 4 Beds
- 5 Baths
- Built 2015
176 W Panana Place, Kihei, HI 96753

Contemporary Oceanview Retreat in Wailea Perched on a gently sloping lot in an exclusive Wailea enclave, this stunning contemporary masterpiece blends artful design with effortless coastal living. Designed by acclaimed artist Robert Suzuki as his ultimate creation, this home embraces a minimalist yet warm aesthetic, perfectly complementing its breathtaking ocean views. Step inside through a

Gary Mooers Coldwell Banker Island Prop(S)

176 W Panana Place, Kihei, HI 96753

/30
Est $2,306,091 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 365,904 Sq Ft
129 Poailani Place Unit 23, Kihei, HI 96753

129 Poailani Place Unit 23, Kihei, HI 96753

/41
$735,000
- 1 Bed
- 1 Bath
- 778 Sq Ft
2737 S Kihei Rd Unit 244, Kihei, HI 96753

Unobstructive access to Kamaole Beach Park III. Enjoy the ocean views from the lanai of this corner unit. In addition to the 2 swimming pools, the tennis court is also used as a pickle ball court. Beautiful gardens and tropical landscaping. Please contact your favorite Realtor to schedule your private showing.

Karin Carlson

Hawaii Life (W)

(808) 435-2176

2737 S Kihei Rd Unit 244, Kihei, HI 96753
/20
$10,125 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
155 Wailea Ike Place Unit ID1295779P, Wailea-Makena, HI 96753

Welcome to Maui! This stylish 1-bedroom, 1-bathroom condo blends modern comfort with tropical charm. Relax in the King Suite or on the premium sofa bed, and enjoy the open living space designed for relaxation and connection. The condo features a fully equipped kitchen with a stove, oven, microwave, and dishwasher, and a luxe bathroom with a spacious shower and premium amenities. Stay entertained

155 Wailea Ike Place Unit ID1295779P, Wailea-Makena, HI 96753
/50
$4,800,000 Sold Aug 25, 2025
- 2,619 Sq Ft
- $1,833/SF
- 190 Days On Market
- 3 Beds
- 4 Baths
- Built 2008
15 Kiloa St Unit N4, Kihei, HI 96753

Experience the epitome of luxury living in a HOTEL ZONED community at Ho‘olei Villa 15-4! This is where breathtaking OCEAN VIEWS are perfectly paired with curated interior design in a setting offering unparalleled privacy. Nestled in one of the most sought-after locations within the community, Building 15 offers unmatched seclusion, lush tropical landscaping, and an elevated vantage point

Dano Sayles Coldwell Banker Island Prop(S)

15 Kiloa St Unit N4, Kihei, HI 96753

/40
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,188 Sq Ft
2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

/48
$1,150,000
- 3 Beds
- 2 Baths
- 1,256 Sq Ft
2730 Ohina St, Kihei, HI 96753

Welcome to the highly sought-after Keonekai neighborhood in South Kihei! This gated and fully fenced property offers a private backyard oasis perfect for entertaining. Enjoy stunning ocean and sunset views from the two spacious viewing decks. The entertaining area contains an outdoor wet bar, additional decking and an above ground hot tub in your private backyard space. The home is designed for

Jean Keating

Coldwell Banker Island Prop-Ku

(808) 556-7210

2730 Ohina St, Kihei, HI 96753
/20
$14,749 per month
- 1 Bed
- 2 Baths
- Condo for Rent
2695 S Kihei Rd Unit ID1295773P, Kihei, HI 96753

Experience the best of Maui in this stylish 1-bedroom condo located in a top-rated resort, just a short walk from Kamaole Beach. Feel at home with serene lanai views, a luxury king-size bed, and modern amenities that ensure a comfortable stay.This modern retreat features an open-concept living room with cozy seating and a smart TV, a fully stocked kitchen with modern appliances, and a bedroom

2695 S Kihei Rd Unit ID1295773P, Kihei, HI 96753
/30
$12,900,000 Sold Aug 22, 2025
- 3,850 Sq Ft
- $3,351/SF
- 260 Days On Market
- 3 Beds
- 3 Baths
- Built 1986
4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753

THE FINEST condominium residence in Hawaii. Located 75 feet from the surveyed shoreline and 56 feet above sea level. Views expand more than 180 degrees and exceed any superlatives. You feel like you “own” magnificent Wailea Beach and the vast ocean beyond, including the West Maui Mountains, Lanai Island, Kahoolawe Island ... even the slopes of Haleakala. The entire top floor of Building #1 at

Dave Wagner Wailea Point Realty, Inc.

4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753

/27
Est $1,191,547 Not Listed For Sale
- 3 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 803, Kihei, HI 96753

2757 S Kihei Rd Unit 803, Kihei, HI 96753

/47
$1,530,000 Open Mon 9AM - 1PM
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753

Discover refined island living in this beautifully renovated 2-bedroom, 2-bath villa at Wailea Palms, a private gated community in South Maui. Perched on the second floor, this residence captures peaceful ocean views and offers a seamless blend of comfort and style. Inside, you'll find bamboo flooring throughout, travertine tile in the kitchen, and ceramic tile in the bathrooms. The kitchen

Amy Ellul

Coldwell Banker Island Prop-Ku

(808) 427-2453

3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753
/19
$5,000 per month
- 2 Beds
- 2 Baths
- 2,000 Sq Ft
- Townhouse for Rent
2757 S Kihei Rd, Kihei, HI 96753

Property Id: 1621168Brand new, elegant, luxury ocean side townhome condo just a few steps from the white sand and turquoise ocean, located in Wailea / South Kihei (Maui). Furnished 2BR 2 BA approx 2000 sft town home condo, with patio and direct ocean views is located in a privately gated luxury estate complex with a beautiful pool and spa, right across the street from magnificent white

2757 S Kihei Rd, Kihei, HI 96753
/29
$710,000 Sold Aug 21, 2025
- 849 Sq Ft
- $836/SF
- 61 Days On Market
- 1 Bed
- 2 Baths
- Built 1999
2777 S Kihei Rd Unit 106, Kihei, HI 96753

Recently renovated, Maui Kamaole III Unit K-106 is a spacious unit, offering 1,061 square feet of living space (849 interior, plus 2 private lanai/patios with 212 square feet), with plenty of ventilation from flow-through tradewinds. The master bedroom suite is a private oasis, separated from the main living area with an en-suite full bathroom with double sinks and private enclosed lanai (patio).

Richelle Thomson Silversword Realty & Property Management

2777 S Kihei Rd Unit 106, Kihei, HI 96753

/50
Not Listed For Sale
- 1 Bed
- 2 Baths
- 653,400 Sq Ft
2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

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