Wailea, HI Homes

/43
$799,000 Open Wed 3PM - 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
$6,745 per month
- 1 Bed
- 2 Baths
- 893 Sq Ft
- Condo for Rent
2695 S Kihei Rd Unit ID1295773P, Kihei, HI 96753

The advertised rate of $6,746/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 6, 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 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
Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

4351 Wailina St, Kihei, HI 96753

/49
Est $1,184,833 Not Listed For Sale
- 2 Beds
- 2 Baths
- 949 Sq Ft
3950 Kalai Waa St Unit P201, Kihei, HI 96753

3950 Kalai Waa St Unit P201, Kihei, HI 96753

/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
/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
/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

/45
Est $1,366,605 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
2757 S Kihei Rd Unit 203, Kihei, HI 96753

2757 S Kihei Rd Unit 203, Kihei, HI 96753

/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
$21,867 per month
- 2 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
155 Wailea Ike Place Unit ID1436437P, Wailea-Makena, HI 96753

The advertised rate of $21,867/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 20, 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 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

/7
Est $963,507 Not Listed For Sale
92 Hoolapa St, Kihei, HI 96753

92 Hoolapa St, Kihei, HI 96753

/50
$1,539,000 Open Wed 2PM - 5PM
- 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
/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
/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

/31
Est $674,998 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

/49
$2,125,000 Pending
- 2 Beds
- 3 Baths
- 1,559 Sq Ft
3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753

Discover the epitome of island luxury in this beautifully remodeled 2-bedroom, 2.5-bath top-floor unit at Wailea Palms Residences. Every inch of this home has been thoughtfully redesigned, blending modern sophistication with the laid-back charm of Maui. The open floor plan is complemented by tile and wood flooring throughout, while split AC units ensure comfort year-round. Step out onto the

Bradley MacArthur

Hawaii Life (W)

(808) 215-4199

3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753
/20
$5,884 per month
- 1 Bed
- 2 Baths
- 893 Sq Ft
- Condo for Rent
2695 S Kihei Rd Unit ID1295784P, Kihei, HI 96753

The advertised rate of $5,885/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 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 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

/46
Est $662,948 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

/37
$1,499,000 Open Thu 11:30AM - 5:30PM
- 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
/13
$4,500 per month
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
- Condo for Rent
3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753

Available now - 6-month minimum lease term Apply online with the zillow platform Rent is Plus Tax (GET) Available for showing to approved applicants only. Furnished Wailea Palms Residence. Ocean view from lanai and master bedroom. New A/C systems in 2019. New living room furniture in 2022.

Robert McDaniel Wailea Vacation Rentals

3150 Wailea Alanui Dr Unit 3805, Kihei, 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

/36
Est $516,632 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

/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
/20
$11,035 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
155 Wailea Ike Place Unit ID1295779P, Wailea-Makena, HI 96753

The advertised rate of $11,036/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 10, 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 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

/31
Est $1,043,332 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

/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
/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

/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
$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
/18
$3,500 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
293 Alaume St, Kihei, HI 96753

Property Id: 547088A large deck covered to enjoy evening meals or a morning breakfast. Fully furnished and ready to move in. I pay all the utilities except for electricity. This is a place for a quiet retreat. Full washer and dryer, two parking spots in the driveway. Walking distance to a beautiful world class beaches. Gym close by. A great safe neighborhood in South Maui. We are looking

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

/46
Est $560,585 Not Listed For Sale
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 5-102, Kihei, HI 96753

160 Keonekai Rd Unit 5-102, Kihei, HI 96753

/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
/10
$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
Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

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

/30
Est $2,049,846 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

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