Wailea, HI Homes

/42
$799,000 Open Wed 9AM - 5PM
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
2619 S Kihei Rd Unit A403, Kihei, HI 96753

Escape to paradise in this TOP FLOOR/CORNER unit, situated directly across from the popular Kamaole III Beach Park, where every day feels like a getaway. Designed for coastal comfort, this beautifully updated two-bedroom, two-bath condo offers VAULTED ceilings which enhance the open concept design and only found in top floor living. In addition, the owners have thoughtfully ENCLOSED THE WALL

Laura Myers

Coldwell Banker Island Prop-Ku

(808) 300-5909

2619 S Kihei Rd Unit A403, Kihei, HI 96753
/20
$6,295 per month
- 1 Bed
- 2 Baths
- 893 Sq Ft
- Condo for Rent
2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753

The advertised rate of $6,296/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753
/50
$3,100,000 Sold Jan 07, 2026

4351 Wailina St, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,739 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $1,132/SF
- 313 Days On Market
Current Estimated Value $3,667,535

Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

4351 Wailina St, Kihei, HI 96753

/25
Est $1,022,490 Not Listed For Sale

700 Kupulau Dr, Kihei, HI 96753
700 Kupulau Dr, Kihei, HI 96753

Last Sold Summary
- 3% Below List Price
- $36/SF
- 7 Days On Market
Last Sold Price $1,050,000

Last Listing Agent Rick Brandt Island Sotheby's Int'l Rlty(W)

/42
$2,235,000
- 2 Beds
- 3 Baths
- 1,575 Sq Ft
3300 Wailea Alanui Dr Unit 3A, Kihei, HI 96753

Discover your perfect island retreat in this spacious and private condo nestled in a tropical setting in Wailea Ekahi. This rare and striking 2-bedroom, 2.5-bathroom townhouse offers the ideal blend of comfort, space, and tranquility while being just steps away from Keawakapu Beach; one of the world's most beautiful beaches. As you enter the unit you're welcomed by the bright kitchen connecting

Marcus Nygren

Coldwell Banker Island Prop(S)

(808) 774-3744

3300 Wailea Alanui Dr Unit 3A, Kihei, HI 96753
/36
$15,000 per month
- 4 Beds
- 4 Baths
- 2,587 Sq Ft
- Condo for Rent
10 Kai Malu Dr Unit 301, Kihei, HI 96753

Luxury long-term rental at Lai Loa in Wailea. This spacious 4-bedroom, 3.5-bath penthouse residence offers approximately 2,587 square feet of interior living space with modern island design, central air conditioning, and an attached one-car garage. Residence 301 is one of the exclusive full-floor Penthouse residences occupying the entire third level, offering enhanced privacy and elevated

Adam Alexander Maui Resort Realty

10 Kai Malu Dr Unit 301, Kihei, HI 96753
/41
$1,550,000 Sold May 06, 2025

3010 Kauhale St, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1985
Last Sold Summary
- 3% Above List Price
- $1,123/SF
- 10 Days On Market
Current Estimated Value $1,511,824

Last Listing Agent Marcus Springs Keller Williams Realty Maui-Ki

3010 Kauhale St, Kihei, HI 96753

/43
Est $409,338 Not Listed For Sale

2747 S Kihei Rd Unit A202, Kihei, HI 96753
- 1 Bed
- 1 Bath
- 597 Sq Ft
- Built 1992
2747 S Kihei Rd Unit A202, Kihei, HI 96753

Last Sold Summary
- 9% Below List Price
- $754/SF
- 43 Days On Market
Last Sold Price $450,000

Last Listing Agent Melissa Montgomery Coldwell Banker Island Prop(S)

/44
$1,100,000
- 2 Beds
- 2 Baths
- 1,052 Sq Ft
2777 S Kihei Rd Unit 208, Kihei, HI 96753

Maui Kamaole D208 — Quiet Garden Two-Bedroom With Three Lanais Near Keawakapu & Kam III Beaches Set at the Wailea end of South Kihei, Maui Kamaole is a low-rise, 23-acre community known for generous green space, mature landscaping, and walkable access to two of Maui’s signature beaches—Kamaole III and Keawakapu—plus the Kihei Boat Ramp directly across the street. Residence D208 sits in one of the

Eric West

Real Broker

(808) 809-9658

2777 S Kihei Rd Unit 208, Kihei, HI 96753
/20
$13,386 per month
- 2 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, HI 96753

The advertised rate of $13,386/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 24, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, HI 96753
/49
$1,850,000 Sold Jun 13, 2025

98 Ahekolo St, Kihei, HI 96753
- 5 Beds
- 4 Baths
- 2,660 Sq Ft
- Built 2004
Last Sold Summary
- 7% Below List Price
- $695/SF
- 15 Days On Market
Current Estimated Value $1,874,346

Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

98 Ahekolo St, Kihei, HI 96753

/30
Est $837,145 Not Listed For Sale

2653 S Kihei Rd Unit 216, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
2653 S Kihei Rd Unit 216, Kihei, HI 96753

Last Sold Summary
- 10% Below List Price
- $1,045/SF
- 128 Days On Market
Last Sold Price $930,000

Last Listing Agent Gina Duncan ENRG Realty

/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
/24
$2,800 per month
- 2 Beds
- 2 Baths
- 733 Sq Ft
- Condo for Rent
2747 S Kihei Rd Unit F109, Kihei, HI 96753

This adorable condo says 'welcome home' as soon as you open the door. It is fully furnished, has two bedroom, two bath and new floors, fresh paint, linens, drapes and is ready for you to move-in. An in-unit washer/dryer adds to the feeling of 'home'. Enjoy the convenience of a parking stall directly outside the front door. A second vehicle can be accommodated across the lot on a first-come,

P. Denise La Costa La Costa Realty Hawai'i LLC

2747 S Kihei Rd Unit F109, Kihei, HI 96753
/24
$800,000 Sold Nov 20, 2025

2737 S Kihei Rd Unit 311, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,112 Sq Ft
- Built 1974
Last Sold Summary
- 28% Below List Price
- $719/SF
- 167 Days On Market
Current Estimated Value $910,821

Last Listing Agent Amber Lee Hawaii Life (W)

2737 S Kihei Rd Unit 311, Kihei, HI 96753

/50
Est $2,014,703 Not Listed For Sale

754 Kumulani Dr, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,964 Sq Ft
- Built 1976
754 Kumulani Dr, Kihei, HI 96753

Last Sold Summary
- 15% Above List Price
- $891/SF
- 63 Days On Market
Last Sold Price $1,750,000

Last Listing Agent Darla Phillips eXp Realty

/37
$1,499,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3150 Wailea Alanui Dr Unit 3507, Kihei, HI 96753

Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated

Marcus Nygren

Coldwell Banker Island Prop(S)

(808) 755-2476

3150 Wailea Alanui Dr Unit 3507, Kihei, HI 96753
/20
$7,269 per month
- 1 Bed
- 2 Baths
- 893 Sq Ft
- Condo for Rent
2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753

The advertised rate of $7,270/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753
/40
$220,000 Sold Mar 14, 2025

2653 S Kihei Rd Unit 311, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
Last Sold Summary
- $247/SF
- 89 Days On Market
Current Estimated Value $889,174

Last Listing Agent Courtney Stice Compass

2653 S Kihei Rd Unit 311, Kihei, HI 96753

/49
Est $1,184,833 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
- 9% Below List Price
- $1,370/SF
- 24 Days On Market
Last Sold Price $1,300,000

Last Listing Agent Alana Rucynski Hawaii Life (W)

/48
$3,850,000 Pending
- 2 Beds
- 2 Baths
- 1,038 Sq Ft
4850 Makena Alanui Unit B304, Kihei, HI 96753

Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned

Aubrey Christopher

Keller Williams Realty Maui-Ka

(808) 353-8640

4850 Makena Alanui Unit B304, Kihei, HI 96753
/16
$10,000 per month
- 3 Beds
- 3 Baths
- 1,574 Sq Ft
- Condo for Rent
197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753

Just moments from the iconic Four Seasons Resort in Wailea, this fully redesigned townhome offers exceptional access to world-class oceanfront amenities while maintaining privacy within the prestigious Makalii community. This 3-bedroom, 3-bath residence with a 2-car garage is a high-elevation corner unit, providing enhanced privacy, full south-facing exposure, and dynamic ocean views with

Amanda Cooper Keller Williams Realty Maui-Ka

197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753
/32
$1,530,000 Sold Nov 21, 2025

3100 Mapu Place, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1974
Last Sold Summary
- 17% Below List Price
- $1,449/SF
- 101 Days On Market
Current Estimated Value $1,529,417

Last Listing Agent Dennis Carhart Coldwell Banker Island Prop(S)

3100 Mapu Place, Kihei, HI 96753

/50
Est $1,639,991 Not Listed For Sale

10 Wailea Ekolu Place Unit 1006, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- Built 1979
10 Wailea Ekolu Place Unit 1006, Kihei, HI 96753

Last Sold Summary
- 4% Below List Price
- $1,587/SF
- 38 Days On Market
Last Sold Price $1,700,000

Last Listing Agent Leslie Smith Hawaii Life (W)

/37
$1,150,000
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
2777 S Kihei Rd Unit 203, Kihei, HI 96753

Step into the comfort and charm of Maui Kamaole F-203, a beautifully refreshed 2-bedroom, 2-bath condo located in one of South Maui’s most desirable resort-style communities. This unit is currently booked out past February, which could transfer to the new owner. This spacious 1,214 sq. ft. unit was thoughtfully updated in 2025 with brand-new carpet and fresh interior paint. The kitchen and

Steve Landin

Keller Williams Realty Maui-Ka

(808) 353-5926

2777 S Kihei Rd Unit 203, Kihei, HI 96753
/20
$9,464 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753

The advertised rate of $9,464/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
/48
$686,500 Sold Sep 18, 2025

2695 S Kihei Rd Unit 4-308, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Built 1983
Last Sold Summary
- 18% Below List Price
- $839/SF
- 197 Days On Market
Last Listing Agent Janice Goodnight Coldwell Banker Island Prop-KP

2695 S Kihei Rd Unit 4-308, Kihei, HI 96753

/36
Est $1,546,628 Not Listed For Sale

3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 952 Sq Ft
- Built 1976
3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753

Last Sold Summary
- 10% Below List Price
- $1,812/SF
- 3 Days On Market
Last Sold Price $1,725,000

Last Listing Agent Jolanta Frazier Coldwell Banker Island Prop(S)

/50
$950,000
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 10-103, Kihei, HI 96753

Kamaole Sands Residence 10-103 is a one-bedroom, two-bathroom ground-floor vacation rental condominium located in one of the most desirable locations in the complex. Residence 10-103 boasts the largest covered lanai Kamaole Sands has to offer. Oriented Northwest, this property takes full advantage of year-round sunsets, sun exposure, and West Maui Mountain views. Residence 10-103 features

Michael Mulski

Pacific Image Properties

(808) 865-0580

2695 S Kihei Rd Unit 10-103, Kihei, HI 96753
/23
$7,300 per month
- 3 Beds
- 3 Baths
- 1,796 Sq Ft
- Condo for Rent
83 Kainehe Place Unit 9B, Kihei, HI 96753

Experience the epitome of resort living in the heart of Wailea with this stunning, fully furnished Kai Malu home. This property boasts three spacious bedrooms and 2.5 well-appointed bathrooms, offering ample space for relaxation and comfort. The home is nestled within a secure, gated community, providing an added layer of peace of mind. The two-car garage offers plenty of room for vehicles or

Dan Macdonell Hawaii Life (W)

83 Kainehe Place Unit 9B, Kihei, HI 96753
/33
$1,185,000 Sold Mar 17, 2025

155 Wailea Ike Place Unit 99, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1990
Last Sold Summary
- 5% Below List Price
- $1,122/SF
- 153 Days On Market
Current Estimated Value $1,354,040

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

155 Wailea Ike Place Unit 99, Kihei, HI 96753

/45
Est $1,366,605 Not Listed For Sale

2757 S Kihei Rd Unit 203, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
- Built 2023
2757 S Kihei Rd Unit 203, Kihei, HI 96753

Last Sold Summary
- 1% Above List Price
- $972/SF
- 37 Days On Market
Last Sold Price $1,350,000

Last Listing Agent Geoffrey Cook Century 21 Island Homes

/37
$575,000
- 3 Beds
- 2 Baths
- 1,035 Sq Ft
2747 S Kihei Rd Unit E308, Kihei, HI 96753

Located across the street from one of Maui's best beaches, welcome to Kihei Shores E308, the most affordable 3 bedroom condo on Maui! A clean top-floor, 3-bedroom, 2-bath condo in the desirable South Maui area. This residential condo features a new AC, upgraded bathroom vanities, sleek laminate wood flooring, built-in closet organizers, stripped popcorn ceilings, recent paint work and lighted

Jyoti Graziano

eXp Realty

(808) 793-5249

2747 S Kihei Rd Unit E308, Kihei, HI 96753
/2
$3,800 per month
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
293 Alaume St, Kihei, HI 96753

Property Id: 547088Beautiful and well maintained 3 bedroom upstairs unit of a house. A large deck covered for more space and outdoor living . This is a quiet peaceful home. Full washer and dryer, two parking spots in the driveway one in front of the other. Walking distance to beautiful world class beaches. Gym close by, great safe neighborhood in South Maui. We are looking for

293 Alaume St, Kihei, HI 96753
/30
$560,000 Sold Nov 17, 2025

2737 S Kihei Rd Unit 2-127, Kihei, HI 96753
- 1 Bed
- 1 Bath
- 778 Sq Ft
- Built 1974
Last Sold Summary
- 20% Below List Price
- $720/SF
- 206 Days On Market
Current Estimated Value $674,167

Last Listing Agent Jean Becklund eXp Realty

2737 S Kihei Rd Unit 2-127, Kihei, HI 96753

/7
Est $963,507 Not Listed For Sale

92 Hoolapa St, Kihei, HI 96753
92 Hoolapa St, Kihei, HI 96753

Last Sold Summary
- 12% Above List Price
- $113/SF
- 102 Days On Market
Last Sold Price $860,000

Last Listing Agent Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

/34
$1,249,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3150 Wailea Alanui Dr Unit 3508, Kihei, HI 96753

Wailea Palms 3508 is a top floor, 2-bed/2-bath unit situated in the lower quiet area of the complex. 3508 has a desired north facing location allowing for maximum use of the nearly 300 sq ft partially covered lanai! There are wonderful ocean views with west Maui in the background from the primary bedroom, lanai, and living room. The unit has a tastefully remodeled kitchen with stainless steel

Marcus Nygren

Coldwell Banker Island Prop(S)

(808) 556-8995

3150 Wailea Alanui Dr Unit 3508, Kihei, HI 96753
/9
$3,900 per month
- 2 Beds
- 1 Bath
- 964 Sq Ft
- House for Rent
591 Kumulani Dr, Kihei, HI 96753

Property Id: 516252 bed 1 Bath Ohana with independent driveway. AC in every room. Just renovated with tile through out. Extra beds in bedroom can sleep 5. Has own washer dryer, carport.

591 Kumulani Dr, Kihei, HI 96753
/43
$1,975,000 Sold Feb 24, 2026

59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $1,583/SF
- 3 Days On Market
Current Estimated Value $2,062,612

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

59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753

/31
Est $674,998 Not Listed For Sale

51 Kihalani St Unit 305, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 4,109,973 Sq Ft
- Built 2019
51 Kihalani St Unit 305, Kihei, HI 96753

Last Sold Summary
- 8% Below List Price
- $0/SF
- 29 Days On Market
Last Sold Price $735,000

Last Listing Agent Donavan OToole Real Broker

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