Wailea, HI Homes

/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
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/18
$6,500 Per Month
- 2 Beds
- 2 Baths
- 1,241 Sq Ft
- Ocean-View Furnished 2BR/2BA Furnished Condo with Resort Amenities - Long-Term Wailea Living
67 Wailea Gateway Place Unit 6-203 Kihei, HI 96753, Kihei, HI 96753

Wake up to panoramic ocean views and end each day with Maui’s spectacular sunsets from your private lanai. This beautifully furnished 2-bedroom, 2-bath residence at Keala O Wailea offers the comfort of a private home with the amenities of a resort — ideal for long-term living in one of Wailea’s most desirable gated communities.The open-concept living area flows seamlessly to the spacious

67 Wailea Gateway Place Unit 6-203 Kihei, HI 96753, Kihei, HI 96753
/35
$845,000 Sold Mar 30, 2026

2777 S Kihei Rd Unit 106, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 849 Sq Ft
- Built 1990
Last Sold Summary
- 15% Below List Price
- $995/SF
- 131 Days On Market
Current Estimated Value $780,426

Last Listing Agent Clint Hansen Maui Luxury Real Estate LLC

2777 S Kihei Rd Unit 106, Kihei, HI 96753

/36
Est $543,064 Not Listed For Sale

160 Keonekai Rd Unit 24-102, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 756 Sq Ft
- Built 1992
160 Keonekai Rd Unit 24-102, Kihei, HI 96753

Last Sold Summary
- 6% Below List Price
- $767/SF
- 83 Days On Market
- Last Sold Price $580,000
- Apr 29, 2025
Last Listing Agent Michael Trotto Pali Kai Inc

/50
$3,200,000
- 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) 515-4169

3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753
/35
$6,250 Per Month
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
- Wailea's newest development, La'i Loa, 2 bedroom / 2 bathroom Furnished & Fabulous - Available 4/...
40 Kai Malu Dr Unit 102, Kihei, HI 96753

Introducing a rare opportunity at Wailea's newest development, La'i Loa. A serene brand new 2 bedroom / 2 bathroom retreat embracing island elegance with modern grace. The expansive sliding window wall in the great room offers generous indoor outdoor living with mesmerizing views from the ocean-facing lanai. This conveniently located villa offers everything you need for a gratifying lifestyle at

40 Kai Malu Dr Unit 102, Kihei, HI 96753
/19
$5,750,000 Sold Feb 27, 2026

4000 Wailea Alanui Dr Unit 603, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $3,026/SF
- 8 Days On Market
Current Estimated Value $6,034,069

Last Listing Agent Nancy J. Callahan Coldwell Banker Island Prop(S)

4000 Wailea Alanui Dr Unit 603, Kihei, HI 96753

/50
Est $1,966,420 Not Listed For Sale

484 Hoala Dr, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,160 Sq Ft
- Built 1995
484 Hoala Dr, Kihei, HI 96753

Last Sold Summary
- 16% Above List Price
- $787/SF
- 22 Days On Market
- Last Sold Price $1,700,000
- Apr 28, 2025
Last Listing Agent Mary Kerstulovich Hawaii Life (W)

/38
$2,295,000
- 3 Beds
- 3 Baths
- 2,088 Sq Ft
182 Ponana St, Kihei, HI 96753

Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no

Eric West

Real Broker

(808) 515-5189

182 Ponana St, Kihei, HI 96753
/17
$2,714 Per Month
- 2 Beds
- 1 Bath
- 700 Sq Ft
- Maui Meadows - 2 Bed 1 Bath Unfurnished Cottage with Panoramic Ocean Views
3258 Waileia Place, Kihei, HI 96753

Very quiet, secluded stand alone cottage on a 0.63 acre lot with great panoramic ocean views. Cottage sits at the bottom/back end of the lot. Interiors are mostly original and may be considered a bit outdated. Priced accordingly and a great value for the right person. No other house on the property. $2714.14 a month includes landscaping. Rent will increase to $3,000 per month (still including

3258 Waileia Place, Kihei, HI 96753
/42
$3,450,000 Sold May 30, 2025

4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753
- 2 Beds
- 3 Baths
- 1,732 Sq Ft
- Built 1987
Last Sold Summary
- 21% Below List Price
- $1,992/SF
- 323 Days On Market
Current Estimated Value $3,161,818

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

4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

/31
Est $639,394 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
- 13% Below List Price
- $0/SF
- 29 Days On Market
- Last Sold Price $735,000
- Aug 23, 2023
Last Listing Agent Donavan OToole Real Broker

/50
$750,000
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 9-209, Kihei, HI 96753

Kamaole Sands 9-209 is a fully furnished vacation rental condominium boasting Pacific Ocean views, tasteful renovations, and a generous-sized covered outdoor deck. This residence is oriented Southwest taking advantage of year-round sunsets, excellent cross-breeze, and protection from the afternoon sun. Close proximity of ocean within the development on the 2nd floor of Building 9. Kamaole Sands

Michael Mulski

Pacific Image Properties

(808) 563-4496

2695 S Kihei Rd Unit 9-209, Kihei, HI 96753
/33
$3,300 Per Month
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
- Step into the peaceful and lovingly cared-for 2-bedroom, 2-bath condo in Haleakala Shores — one o...
2619 S Kihei Rd, Kihei, HI 96753

Tucked away on the quiet, south-facing side of the building, this top-floor unit offers a peaceful garden setting with a decent peekaboo ocean view, all just steps away from golden sunsets at Kamaole Beach Park III.The location is truly special — just across from one of Kihei’s most beloved beaches, where grassy knolls meet soft white sand and gentle waves roll in. Whether you're

2619 S Kihei Rd, Kihei, HI 96753
/50
$2,975,000 Sold Mar 27, 2026

440 Mikioi Place, Kihei, HI 96753
- 5 Beds
- 6 Baths
- 3,489 Sq Ft
- Built 1988
Last Sold Summary
- 1% Below List Price
- $853/SF
- 54 Days On Market
Current Estimated Value $2,918,441

Last Listing Agent Sloan Allison Coldwell Banker Island Prop(S)

440 Mikioi Place, Kihei, HI 96753

/46
Est $631,932 Not Listed For Sale

51 Kihalani St Unit 301, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,022 Sq Ft
- Built 2019
51 Kihalani St Unit 301, Kihei, HI 96753

Last Sold Summary
- 16% Below List Price
- $733/SF
- 19 Days On Market
- Last Sold Price $749,000
- Aug 30, 2024
Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

/50
$3,095,000 Pending
- 4 Beds
- 4 Baths
- 3,007 Sq Ft
347 Kualono Place, Kihei, HI 96753

Experience Wailea Luxury living in this beautifully updated Wailea Pualani Estates residence at 347 Kualono Pl. This private residence is located in a gated community within the Wailea Resort, surrounded by world-class golf courses, shopping, dining, and beautiful beaches. Enjoy lush tropical garden vistas and a pleasant ocean view from the main living area and lanai. Nestled along the

Bradley MacArthur

Hawaii Life (W)

(808) 470-5545

347 Kualono Place, Kihei, HI 96753
/22
$3,000 Per Month
- 2 Beds
- 2 Baths
- 728 Sq Ft
- Gorgeous clean and modern furnished 2/2 lowest level Kihei Shores Unit!
2747 S Kihei Rd, Kihei, HI 96753

Well located downstairs/basement level, 2 bedroom 2 bathroom newly renovated, cool and quiet furnished unit. This fresh and airy unit boasts all new furnishing, all basic cookware and ice cold AC. Ceiling fans in every room and easy access to both parking spots. The benefit of the basement level units is privacy and quiet surroundings. Unit is across the street from the KAM III and has full

2747 S Kihei Rd, Kihei, HI 96753
/45
$1,565,000 Sold Aug 08, 2025

2715 Puu Hoolai St, Kihei, HI 96753
- 6 Beds
- 5 Baths
- 3,248 Sq Ft
- Built 1996
Last Sold Summary
- 15% Below List Price
- $482/SF
- 122 Days On Market
Current Estimated Value $1,711,360

Last Listing Agent Ralph Gorgoglione Maui Life Homes Inc

2715 Puu Hoolai St, Kihei, HI 96753

/36
Est $483,088 Not Listed For Sale

160 Keonekai Rd Unit 13-101, Kihei, HI 96753
- 2 Beds
- 1 Bath
- 625 Sq Ft
- Built 1992
160 Keonekai Rd Unit 13-101, Kihei, HI 96753

Last Sold Summary
- 23% Below List Price
- $1,000/SF
- 282 Days On Market
- Last Sold Price $625,000
- Apr 26, 2024
Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

/50
$2,875,000
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753

The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout

Dale Richardson Hawaii Life (W)

60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753
/48
$6,650 Per Month
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
- Top Value Ocean View Condo in Wailea | New 2024 Build | Available May 3 | Flexible Lease Terms
24 Kai Malu Dr, Wailea, HI 96753

Enjoy seamless indoor-outdoor living from the expansive ocean-facing lanai, paired with a spacious open-concept layout designed for comfort and style.Property Highlights:• 1,374 sq ft open-concept floor plan• Ocean views from main living areas and lanai• Brand new 2024 construction• High-end kitchen with premium appliances and cabinetry• Spacious primary suite with

24 Kai Malu Dr, Wailea, HI 96753
/28
$470,000 Sold Oct 10, 2025

2747 S Kihei Rd Unit B106, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 719 Sq Ft
- Built 1992
Last Sold Summary
- 5% Below List Price
- $654/SF
- 8 Days On Market
Current Estimated Value $473,352

Last Listing Agent Marilyn Steinmetz AOK Properties LLC

2747 S Kihei Rd Unit B106, Kihei, HI 96753

/31
Est $1,049,412 Not Listed For Sale

25 One Hali Ln Unit 9-203, Kihei, HI 96753
- 3 Beds
- 2.5 Baths
- 280,526 Sq Ft
- Built 2012
25 One Hali Ln Unit 9-203, Kihei, HI 96753

Last Sold Summary
- 7% Below List Price
- $4/SF
- 10 Days On Market
- Last Sold Price $1,130,000
- Dec 07, 2023
Last Listing Agent Eddie Niemeyer Coldwell Banker Island Prop(S)

/46
$17,950,000
- 4 Beds
- 5 Baths
- 4,328 Sq Ft
4950 Makena Rd Unit 8, Kihei, HI 96753

Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile

Leslie Smith Hawaii Life (W)

4950 Makena Rd Unit 8, Kihei, HI 96753
/40
$3,850 Per Month
- 2 Beds
- 2 Baths
- 1,306 Sq Ft
- Townhouse for Rent
25 One Hali Ln, Kihei, HI 96753

Dramatic design highlights this fully furnished and spacious two-story unit with 1,306 interior square feet, which enters on the second floor and is crowned by a cozy loft on the floor above.An open-style kitchen is fully equipped with the latest in culinary enhancements. The master bedroom has an in-suite bathroom and features a California king-sized bed. The second bedroom offers a

25 One Hali Ln, Kihei, HI 96753
/50
$2,300,000 Sold Jan 16, 2026

3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753
- 1 Bed
- 1 Bath
- 891 Sq Ft
- Built 1977
Last Sold Summary
- 13% Below List Price
- $2,581/SF
- 167 Days On Market
Current Estimated Value $2,271,231

Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

/16
Not Listed For Sale

47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753
- 2 Beds
- 2 Baths
- 321,734 Sq Ft
- Built 2018
47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753

Last Sold Summary
- $7/SF
- 5 Days On Market
- Last Sold Price $2,400,000
- Jun 15, 2023
Last Listing Agent Jasmine O'brien Keller Williams Realty Maui-Ka

/35
$589,000 Pending
- 2 Beds
- 2 Baths
- 890 Sq Ft
2653 S Kihei Rd Unit 212, Kihei, HI 96753

Welcome to Maui Parkshore 212, an oceanview 2-bedroom, 2-bathroom vacation rental directly across from Kamaole Beach Park III. This tastefully designed condo features a sleek kitchen, vinyl plank flooring, and spacious bedrooms and bathrooms, creating the perfect retreat after a day of island adventures. With seamless indoor-outdoor living, you’ll soak in breathtaking sunsets over the Pacific,

Sara Fox Keller Williams Realty Maui-Ki

2653 S Kihei Rd Unit 212, Kihei, HI 96753
/22
$4,000 Per Month
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- House for Rent
2795 Kauhale St, Kihei, HI 96753

Available 5/23/26 - South Kihei – Dog Friendly, Brand New Renovated 3 Bed / 2 Bath with Ocean ViewsBe the first to enjoy this beautifully renovated, unfurnished upper-level unit of the main house with a separate entrance and two parking spaces. Everything is brand new and the home has not been lived in since the renovation.This very clean and modern 3-bedroom, 2-bathroom residence

2795 Kauhale St, Kihei, HI 96753
/43
$1,690,000 Sold Nov 24, 2025

2960 S Kihei Rd Unit 209, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 767 Sq Ft
- Built 1973
Last Sold Summary
- 16% Below List Price
- $2,203/SF
- 121 Days On Market
Current Estimated Value $1,772,075

Last Listing Agent Brett Christiansen Compass-W

2960 S Kihei Rd Unit 209, Kihei, HI 96753

/46
Est $530,038 Not Listed For Sale

160 Keonekai Rd Unit 5-102, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
160 Keonekai Rd Unit 5-102, Kihei, HI 96753

Last Sold Summary
- 13% Below List Price
- $813/SF
- 95 Days On Market
- Last Sold Price $610,000
- Nov 20, 2024
Last Listing Agent Bill Buffington Coldwell Banker Island Prop(S)

/37
$1,550,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753

Call to view! Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area

Bob Hansen Maui Luxury Real Estate LLC

3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753
/17
$3,450 Per Month
- 2 Beds
- 1 Bath
- 1,286 Sq Ft
- Condo for Rent
753 Launa Dr Unit B, Kihei, HI 96753

Turn-key island retreat backing onto expansive undeveloped ranch land. This fully furnished 2-bedroom, 1-bath residence is tucked away in the peaceful Maui Meadows neighborhood, where privacy, nature, and comfort come together effortlessly. Perched among a lush tree canopy, the home offers a serene, elevated jungle ambiance complemented by beautiful ocean views. Step onto your spacious 340 sq.

753 Launa Dr Unit B, Kihei, HI 96753
/50
$2,475,000 Sold Jun 20, 2025

72 Kainui Loop Unit 70A, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,796 Sq Ft
- Built 2008
Last Sold Summary
- 17% Below List Price
- $1,378/SF
- 171 Days On Market
Current Estimated Value $2,408,064

Last Listing Agent Carla Lorimor Polaris Pacific

72 Kainui Loop Unit 70A, Kihei, HI 96753

/30
Est $1,981,190 Not Listed For Sale

129 Poailani Place Unit 23, Kihei, HI 96753
- 3 Beds
- 2.5 Baths
- 365,904 Sq Ft
- Built 2006
129 Poailani Place Unit 23, Kihei, HI 96753

Last Sold Summary
- 13% Above List Price
- $5/SF
- 64 Days On Market
- Last Sold Price $1,750,000
- May 18, 2023
Last Listing Agent Yvienne Peterson The Agency Maui

/42
$5,750,000
- 3 Beds
- 3 Baths
- 2,521 Sq Ft
3800 Wailea Alanui Dr Unit 209, Kihei, HI 96753

Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious gated, Hotel-Zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end

Caroline Neubauer Keller Williams Realty Maui-Ka

3800 Wailea Alanui Dr Unit 209, Kihei, HI 96753
/75
$7,800 Per Month
- 3 Beds
- 3 Baths
- 1,802 Sq Ft
- Beautiful Fully Furnished, 3 Bed/3 Bath Makali'i at Wailea Townhome with Infinity Pool
161 Holomoana Way, Wailea-Makena, HI 96753

Perched in the hilltops of the Wailea sits this FURNISHED 3 bedroom, 3 bathroom Luxury Townhome with a 1 car garage.Welcome to Makali'i 102-6B, this luxury modern Townhome, has approx. 2,500 sq ft of indoor and outdoor space, enjoy spectacular sunsets and seasonal whale watching right from your lanai. Seamless indoor-outdoor living with an open-concept layout, a private entry courtyard,

161 Holomoana Way, Wailea-Makena, HI 96753
/23
$650,000 Sold Aug 21, 2025

3950 Kalai Waa St Unit M102, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
Last Sold Summary
- 13% Below List Price
- $685/SF
- 92 Days On Market
Current Estimated Value $875,871

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

3950 Kalai Waa St Unit M102, Kihei, HI 96753

/40
Not Listed For Sale

2695 S Kihei Rd Unit 5-401, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 1983
2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

Last Sold Summary
- $1,171/SF
- 28 Days On Market
- Last Sold Price $1,391,236
- Feb 23, 2024
Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

Showing Results 41 - 80, Page 2 of 18

Hawaii Maui County Wailea

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