Wailea, HI Homes

/50
$543,433

$26K PRICE DROP
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 1-103, Kihei, HI 96753

This is the residence you have been waiting for! Welcome! (E Komo Mai), to your Maui sanctuary - a place to call home, your private island retreat, or a desirable investment opportunity. Splendidly positioned as an inviting ground-floor end unit, this gracious home offers an abundance of natural light, enhanced privacy, and a spacious yard that creates a seamless extension of your indoor living

Karen Olsen Keller Williams Realty Maui-Ki

160 Keonekai Rd Unit 1-103, Kihei, HI 96753
/45
$6,185,000

Sold Aug 27, 2025

3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,879 Sq Ft
- Built 2005
Last Sold Summary
- $2,148/SF
- 28 Days On Market
Current Estimated Value $6,202,318

Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753

/43
Est $1,138,537

Not Listed For Sale

3950 Kalai Waa St Unit P202, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit P202, Kihei, HI 96753

Last Sold Summary
- 127 Days On Market
Last Listing Agent Leslie Smith Hawaii Life (W)

/48
$2,795,000

$190K PRICE DROP
- 2 Beds
- 2 Baths
- 1,359 Sq Ft
4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, &

Robbie Dein Maui Real Estate Advisors LLC

4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753
/49
$1,150,000

Sold Apr 24, 2026

3950 Kalai Waa St Unit V202, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
Last Sold Summary
- 6% Below List Price
- $1,212/SF
- 175 Days On Market
Current Estimated Value $1,132,387

Last Listing Agent Kela Fernandez Keller Williams Realty Maui-Ka

3950 Kalai Waa St Unit V202, Kihei, HI 96753

/49
Est $1,156,418

Not Listed For Sale

3950 Kalai Waa St Unit P201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit P201, Kihei, HI 96753

Last Sold Summary
- 24 Days On Market
Last Listing Agent Alana Rucynski Hawaii Life (W)

/14
$395,000
- 1 Bed
- 1 Bath
- 597 Sq Ft
2747 S Kihei Rd Unit A302, Kihei, HI 96753

Coastal Living right across the street from Kamaole III Beach Park! Welcome home to your slice of South Maui paradise! This desirable 1-bedroom, 1-bathroom condo at Kihei Shores offers the ultimate blend of convenience and relaxed island living. Tucked peacefully away from the main road traffic, this 597 sq. ft. unit features an open floor plan, a private covered lanai perfect for morning coffee,

Marnel Lozano Destination Maui Realty LLC

2747 S Kihei Rd Unit A302, Kihei, HI 96753
/50
$860,000

Sold Jun 15, 2026

3200 Wailea Alanui Dr Unit 2102, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 1,022 Sq Ft
- Built 1992
Last Sold Summary
- 12% Below List Price
- $841/SF
- 49 Days On Market
Current Estimated Value $1,051,258

Last Listing Agent Dale Richardson Hawaii Life (W)

3200 Wailea Alanui Dr Unit 2102, Kihei, HI 96753

/34
Est $1,072,569

Not Listed For Sale

3950 Kalai Waa St Unit M201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit M201, Kihei, HI 96753

Last Sold Summary
- 110 Days On Market
Last Listing Agent Leslie Smith Hawaii Life (W)

/25
$4,500,000
- 7 Beds
- 5 Baths
- 3,254 Sq Ft
3264 Keha Dr, Kihei, HI 96753

E Komo Mai to Your Own Private Paradise Above Wailea. As you pass through the gates, a lush tropical landscape unfolds. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Cascading waterfalls and a tranquil koi pond greet you upon arrival. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a

Chelsea Mack eXp Realty

3264 Keha Dr, Kihei, HI 96753
/47
$3,130,500

Sold May 22, 2026

3179 S Noho Loihi Way, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 2,873 Sq Ft
- Built 2017
Last Sold Summary
- 10% Below List Price
- $1,090/SF
- 115 Days On Market
Current Estimated Value $3,698,046

Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

3179 S Noho Loihi Way, Kihei, HI 96753

/39
Est $2,095,408

Not Listed For Sale

3950 Kalai Waa St Unit H101, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,790 Sq Ft
- Built 1998
3950 Kalai Waa St Unit H101, Kihei, HI 96753

Last Sold Summary
- 205 Days On Market
Last Listing Agent Leslie Smith Hawaii Life (W)

/43
$1,045,000

$350K PRICE DROP
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
155 Wailea Ike Place Unit 140, Kihei, HI 96753

This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from

Robbie Dein Maui Real Estate Advisors LLC

155 Wailea Ike Place Unit 140, Kihei, HI 96753
/32
$549,000

Sold Jun 15, 2026

2695 S Kihei Rd Unit 7-103, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Built 1983
Last Sold Summary
- 8% Below List Price
- $671/SF
- 3 Days On Market
Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

2695 S Kihei Rd Unit 7-103, Kihei, HI 96753

/34
Est $1,905,574

Not Listed For Sale

3950 Kalai Waa St Unit E103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,788 Sq Ft
- Built 1998
3950 Kalai Waa St Unit E103, Kihei, HI 96753

Last Sold Summary
- 85 Days On Market
Last Listing Agent Leslie Smith Hawaii Life (W)

/32
$699,900
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
2881 S Kihei Rd Unit 100, Kihei, HI 96753

Well kept and nicely appointed vacation rental located near the top of the complex. This is a very spacious 2 bed, 2 bath with an open floor plan that appeals to visitors. The south Maui location offers restaurants, shopping, resort golf courses and beautiful beaches in close proximity to the condo. Call your favorite REALTOR® to schedule a private showing today. This is a Leasehold property.

Roger Pleski Coldwell Banker Island Prop(S)

2881 S Kihei Rd Unit 100, Kihei, HI 96753
/50
$4,150,000

Sold Apr 02, 2026

179 Lolowaa Place Unit 2, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 3,330 Sq Ft
- Built 2024
Last Sold Summary
- 31% Below List Price
- $1,246/SF
- 218 Days On Market
Current Estimated Value $5,132,494

Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

179 Lolowaa Place Unit 2, Kihei, HI 96753

/32
Est $1,109,633

Not Listed For Sale

3950 Kalai Waa St Unit E101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit E101, Kihei, HI 96753

Last Sold Summary
- 48 Days On Market
Last Listing Agent Rhonda Smith-Sanchez Coldwell Banker Island Prop(P)

/15
$525,000

$105K PRICE DROP Under Contract
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 107B7, Kihei, HI 96753

Desirable ground-floor 1BR/2BA condo in Kamaole Sands, offering a relaxed tropical garden setting ambiance. The spacious lanai provides seamless indoor-outdoor living and direct access to the resort’s lush landscaping and amenities. This unit is fully furnished and actively used as a short-term vacation rental, making it an excellent turnkey investment with strong income potential. Located

Hanako Hata Starts International HI, Inc.

2695 S Kihei Rd Unit 107B7, Kihei, HI 96753
/21
$389,000

Sold Jun 17, 2026

160 Keonekai Rd Unit 13-208, Kihei, HI 96753
- 2 Beds
- 1 Bath
- 625 Sq Ft
- Built 1992
Last Sold Summary
- 18% Below List Price
- $622/SF
- 147 Days On Market
Current Estimated Value $433,094

Last Listing Agent Mateo Manzari Coldwell Banker Island Prop-Ku

160 Keonekai Rd Unit 13-208, Kihei, HI 96753

/38
Est $1,809,834

Not Listed For Sale

3950 Kalai Waa St Unit D103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit D103, Kihei, HI 96753

Last Sold Summary
- 50 Days On Market
Last Listing Agent Leslie Smith Hawaii Life (W)

/35
$1,600,000

$200K PRICE DROP Pending
- 2 Beds
- 2 Baths
- 767 Sq Ft
2960 S Kihei Rd Unit 310, Kihei, HI 96753

HOTEL ZONING! Enjoy spectacular ocean views from BOTH sides of this wonderful two bedroom, two bath condominium unit! From the living area, the main bedroom, and the spacious lanai, there are breathtaking ocean, Keawakapu Beach, Molokini, Kahoolawe, and Upcountry views!! The guest bedroom on the north side of the unit offers both spectacular ocean and West Maui mountain views! The positioning of

Jeff Simon Hawaii Life (W)

2960 S Kihei Rd Unit 310, Kihei, HI 96753
/39
$3,240,400

Sold Nov 28, 2025

194 E Panana Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,024 Sq Ft
- Built 1992
Last Sold Summary
- 18% Below List Price
- $1,072/SF
- 190 Days On Market
Current Estimated Value $3,053,723

Last Listing Agent Josh Jerman Hawaii Life (W)

194 E Panana Place, Kihei, HI 96753

/50
Est $1,790,269

Not Listed For Sale

3950 Kalai Waa St Unit B103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,568 Sq Ft
- Built 1998
3950 Kalai Waa St Unit B103, Kihei, HI 96753

Last Sold Summary
- 21 Days On Market
Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

/5
$1,450,000
- Land
- 12,414 Sq Ft
- $5,087,719 per Acre
160 Manalo St, Kihei, HI 96753

Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas gated community, this gently sloping lot offers East and West mountain views, as well as, ocean views! Seller is a licensed real estate agent in Arizona.

Peter Slate Coldwell Banker Island Prop(S)

160 Manalo St, Kihei, HI 96753
/39
$1,800,000

Sold Jun 02, 2026

2960 S Kihei Rd Unit 706, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 767 Sq Ft
- Built 1973
Last Sold Summary
- 9% Below List Price
- $2,347/SF
- 98 Days On Market
Current Estimated Value $1,790,040

Last Listing Agent Jeff Simon Hawaii Life (W)

2960 S Kihei Rd Unit 706, Kihei, HI 96753

/35
Est $1,045,830

Not Listed For Sale

3950 Kalai Waa St Unit A201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit A201, Kihei, HI 96753

Last Sold Summary
- 141 Days On Market
Last Listing Agent Al Chiarella Coldwell Banker Island Prop(P)

/39
$1,800,000
- 2 Beds
- 2 Baths
- 767 Sq Ft
2960 S Kihei Rd Unit 514, Kihei, HI 96753

Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile flooring, and stunning ocean views overlooking world-famous Keawakapu Beach. The owners also took advantage of the "walled-off" extra door in the primary bedroom and rotated the bed to capture those incredible ocean views directly from

David McAlear Coldwell Banker Island Prop-Ku

2960 S Kihei Rd Unit 514, Kihei, HI 96753
/36
$1,995,000

Sold Mar 10, 2026

168 Kainui Loop Unit 63B, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,796 Sq Ft
- Built 2008
Last Sold Summary
- 23% Below List Price
- $1,111/SF
- 323 Days On Market
Current Estimated Value $2,513,618

Last Listing Agent Peter Slate Coldwell Banker Island Prop(S)

168 Kainui Loop Unit 63B, Kihei, HI 96753

/50
Est $2,646,285

Not Listed For Sale

393 Kai Malu Place Unit 52B, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 1,852 Sq Ft
- Built 2006
393 Kai Malu Place Unit 52B, Kihei, HI 96753

Last Sold Summary
- 132 Days On Market
Last Listing Agent Christina Haywood Hawaii Life (W)

/35
$649,000
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 7-109, Kihei, HI 96753

Large lanai, ground floor, inner court location at Kamaole Sands. This turnkey 1 bedroom, 2 bathroom condo features tile flooring throughout, picturesque garden views, conveniently located close to the pool and BBQ areas, AC in the living room and bedroom, well equipped open concept kitchen, stainless steel kitchen appliances, an oversized hallway shower, a king sized bed in the bedroom, and a

Matthew Tarasenko PMI Maui

2695 S Kihei Rd Unit 7-109, Kihei, HI 96753
/48
$895,000

Sold Jul 24, 2026

2881 S Kihei Rd Unit 8, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,395 Sq Ft
- Built 1981
Last Sold Summary
- 5% Below List Price
- $642/SF
- 67 Days On Market
Current Estimated Value $1,127,657

Last Listing Agent Scott Catton eXp Realty

2881 S Kihei Rd Unit 8, Kihei, HI 96753

/50
Est $2,722,256

Not Listed For Sale

148 Kai La Place Unit 31A, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,852 Sq Ft
- Built 2006
148 Kai La Place Unit 31A, Kihei, HI 96753

Last Sold Summary
- 3 Days On Market
Last Listing Agent Bradley MacArthur Hawaii Life (W)

/50
$11,998,000
- 4 Beds
- 5 Baths
- 5,126 Sq Ft
14 Halapa Place, Kihei, HI 96753

Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was

Diane Pool Hawaii Life (W)

14 Halapa Place, Kihei, HI 96753
/49
$2,565,000

Sold Mar 11, 2026

3133 Kikihi St Unit Lot 414, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,955 Sq Ft
- Built 1988
Last Sold Summary
- 5% Below List Price
- $1,312/SF
- 24 Days On Market
Current Estimated Value $2,489,418

Last Listing Agent Donna Butterfield Coldwell Banker Island Prop(S)

3133 Kikihi St Unit Lot 414, Kihei, HI 96753

/40
Est $1,080,163

Not Listed For Sale

155 Wailea Ike Place Unit 172, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 908 Sq Ft
- Built 1990
155 Wailea Ike Place Unit 172, Kihei, HI 96753

Last Sold Summary
- 75 Days On Market
Last Listing Agent Caleb Palmer Hawaii Life (W)

/37
$848,000
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
2881 S Kihei Rd Unit 59, Kihei, HI 96753

Welcome to Maui Hill 59, a rarely offered condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a full kitchen remodel in May 2024. Features include an open floor plan, stainless steel appliances, open

Josh Feyen Real Broker

2881 S Kihei Rd Unit 59, Kihei, HI 96753
/2
$3,300,000

Sold Jan 07, 2026

206 Heleuma Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,169 Sq Ft
- Built 1994
Last Sold Summary
- 6% Below List Price
- $1,041/SF
- 33 Days On Market
Current Estimated Value $3,276,742

Last Listing Agent Ryan MacLaughlin Island Sotheby's International Realty(W)

206 Heleuma Place, Kihei, HI 96753

/32
Est $1,456,253

Not Listed For Sale

155 Wailea Ike Place Unit 106, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,383 Sq Ft
- Built 1989
155 Wailea Ike Place Unit 106, Kihei, HI 96753

Last Sold Summary
- 9 Days On Market
Last Listing Agent Marcus Nygren Coldwell Banker Island Prop(S)

/49
$625,000

$87K PRICE DROP
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
2619 S Kihei Rd Unit A305, Kihei, HI 96753

Welcome to Haleakala Shores A305, perfectly situated just across the street from world-famous Kamaole III Beach Park. This spacious 2-bedroom, 2-bath condo offers the ideal combination of island comfort, generous living space, and an unbeatable South Kihei location. Filled with natural light, the open-concept floor plan creates a bright and inviting atmosphere. The well-appointed kitchen flows

Donna Butterfield Coldwell Banker Island Prop(S)

2619 S Kihei Rd Unit A305, Kihei, HI 96753

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Wailea, HI Homes

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