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$1,900,000
3 Beds ⋅ 2 Baths ⋅ 409893 MLS ⋅ Fee Simple Tenure
Tucked just off coveted Polipoli Road in Kula, this remarkable Upcountry estate is a rare blend of artistic legacy, architectural pedigree, and timeless Maui beauty. Once home to celebrated Hawai‘i artist and educator Richard “Dick” L. Nelson — creator of the renowned Tri-Hue watercolor technique the property reflects a life inspired by creativity, tranquility, and the extraordinary natural surroundings of Upcountry Maui. Designed in collaboration with distinguished mid-century architect Edward Sullam, a protégé of legendary architect Vladimir Ossipoff and architect of the original Shops at Wailea, the residence was thoughtfully positioned to embrace breathtaking bi-coastal views stretching from mountain to ocean. A charming one-bedroom cottage welcomes you near the entry, while the main residence sits gracefully atop the property, capturing panoramic vistas, golden sunsets, and the peaceful ambiance that makes Kula one of Maui’s most treasured communities. The home showcases quality construction and timeless architectural design with expansive windows, skylights, and abundant natural light throughout. Rich character and warmth are felt in every space. One of the three bedrooms served as Dick Nelson’s private art studio and features its own separate entrance, creating endless possibilities for a creative retreat, guest suite, family room, home office, or private sanctuary. The spacious primary suite offers two walk-in closets and easy access to a beautifully appointed bath with dual vanities, walk-in shower, and heated towel bar. The additional bedroom is ideal for guests, or flexible work-from-home living. The kitchen features koa-accented cabinetry, updated built-in appliances, and stainless-steel refrigeration, blending island character with everyday functionality. The open plan living/dining/kitchen features a wood burning fireplace, vaulted wood ceiling, built in credenza and a front viewing deck perfect for drinks at sunset. A two-car garage with loft storage adds convenience and practicality. Located in the heart of Kula, this exceptional property offers the coveted Upcountry lifestyle — cool evenings, scenic paths, and close proximity to beloved local destinations including Grandma’s Coffee House, Kula Bistro, the Kula Market, Haleakala Waldorf School, and Kula Elementary. Nearby attractions such as the Lavender Farm, Strawberry Farm, and Ulupalakua Ranch & Winery complete the idyllic Maui experience. Rarely does a property combine such artistic provenance, architectural significance, and awe-inspiring beauty. This is more than a home, it is a legacy property where inspiration, serenity, and Maui’s finest views come together in perfect harmony.

162 Koheo Rd, Kula

Listing courtesy of ENRG Realty.

$919,000
2 Beds ⋅ 2 Baths ⋅ 409890 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Remote workers and semi-retirees eyeing an escape from the mainland will find a lot to like in F209 at Maui Kamaole. Both the upstairs primary bedroom and the main floor guest bedroom look out toward Haleakala volcano, and with Hawaii running behind the mainland, early mornings come with a front-row seat to the sunrise over the mountain that most people only see on vacation. The guest bedroom doubles naturally as a home office. Three lanais in total catch the light at different times of day, and the whole unit sits in one of the quietest corners of the complex with a private BBQ area just outside the door. At 1,052 square feet the space lives comfortably, the insulated ceiling keeps electric bills lower than most comparable units, and convenient parking means the practical side of daily life here is as easy as it gets. Maui Kamaole spans more than 23 acres of lush tropical landscaping on a hillside directly across from Kamaole Beach Park III, with two pools including a sand-bottom pool, two spas, gas grills, and tennis courts, all within easy reach of Keawakapu Beach, South Maui dining, and the kind of unhurried pace that makes you wonder why you waited this long to make the move. PHL Prime Resort financing is available for this condo! This program helps avoid the higher down payment and rate adjustments associated with vacation rental financing.

2777 S Kihei Rd Unit F209, Kihei

Listing courtesy of eXp Realty.

$80,000
1 Beds ⋅ 1 Baths ⋅ 409887 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Whaler 1120 U -Experience the beauty of Kaanapali from this  a one-bedroom, one-bath interval ownership opportunity ideally situated on the north side of Tower I. Enjoy breathtaking ocean views overlooking world-famous Black Rock, with panoramic vistas extending across Kaanapali Beach and toward the island of Molokai This beautifully appointed residence offers all the comforts of home, featuring a spacious kitchen with granite countertops, stainless steel appliances, an in-room washer and dryer, and a convenient storage cubby for your personal items. Both the living room and bedroom open directly to a private lanai, creating the perfect setting to relax and take in Maui’s spectacular sunsets and ocean breezes. Owners enjoy access to The Whaler’s exceptional resort amenities, including oceanfront swimming pool and jacuzzi, tennis and pickleball courts, fitness center, beautifully landscaped grounds, and direct beach access. Located in the heart of Kaanapali, The Whaler sits adjacent to Whalers Village, offering more than 100 shops, restaurants, and entertainment options. Stroll the scenic oceanfront boardwalk, explore nearby snorkeling and diving spots, or simply enjoy the world-class beach right outside your door This interval ownership provides annual occupancy from October 3 through October 17 every year in unit 1120. For those seeking an extended stay, the consecutive V interval is also available, offering occupancy from October 17 through October 31. Don’t miss this rare opportunity to own your piece of paradise at one of Maui’s most sought-after beachfront resorts.

2481 Kaanapali Pkwy Unit 1120 U, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$40,000
1 Beds ⋅ 1 Baths ⋅ 409888 MLS ⋅ Leasehold Tenure ⋅ Whaler I BLDG.
Whaler 1120 V -Experience the beauty of Kaanapali from this  a one-bedroom, one-bath interval ownership opportunity ideally situated on the north side of Tower I. Enjoy breathtaking ocean views overlooking world-famous Black Rock, with panoramic vistas extending across Kaanapali Beach and toward the island of Molokai This beautifully appointed residence offers all the comforts of home, featuring a spacious kitchen with granite countertops, stainless steel appliances, an in-room washer and dryer, and a convenient storage cubby for your personal items. Both the living room and bedroom open directly to a private lanai, creating the perfect setting to relax and take in Maui’s spectacular sunsets and ocean breezes. Owners enjoy access to The Whaler’s exceptional resort amenities, including oceanfront swimming pool and jacuzzi, tennis and pickleball courts, fitness center, beautifully landscaped grounds, and direct beach access. Located in the heart of Kaanapali, The Whaler sits adjacent to Whalers Village, offering more than 100 shops, restaurants, and entertainment options. Stroll the scenic oceanfront boardwalk, explore nearby snorkeling and diving spots, or simply enjoy the world-class beach right outside your door This interval ownership provides annual occupancy from October 17 through October 31 every year in unit 1120. For those seeking an extended stay, the consecutive U interval is also available, offering occupancy from October 3 through October 17. Don’t miss this rare opportunity to own your piece of paradise at one of Maui’s most sought-after beachfront resorts. This is a Leasehold Interval for V.

2481 Kaanapali Pkwy Unit 1120 V, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$650,000
2 Beds ⋅ 2 Baths ⋅ 409882 MLS ⋅ Fee Simple Tenure ⋅ Pacific Shores BLDG.
Opportunity knocks in sunny South Kihei with this upgraded Pacific Shores unit! This easy in/out corner unit with 2 parking stalls, is close to the BBQ, pool, and jacuzzi area and is equipped with three AC units to keep everyone cool if you're not out enjoy the beach or amenities! Plus Ocean Views from your Lanai! Two bedrooms and two full baths, custom tile walk in shower, hardwood cabinetry, laminate flooring, granite counter tops, upgraded Washer/Dryer and high end furnishing all included! This unit is sold turn key and complete with everything you need to enjoy paradise. Pacific Shores is known for it's amazing location across the street from beautiful Charlie Youngs and Kamaole 1 beach, upgraded pool/jacuzzi area, and some of the lowest maintenance fees found in South Kihei! The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property, Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days. Seller holds an active real estate license in Florida and Arkansas.

2219 S Kihei Rd Unit A204, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$3,298,000
2 Beds ⋅ 3 Baths ⋅ 409879 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas Ii BLDG.
YOUR wait is Over! Located in the arguably the finest, front-row location in all of the Kapalua coastline communities, Kapalua Bay Villas 34B1,2 provides the most dramatic views of the ocean, island, sunset, resort, Dragon’s Teeth (Makaluapuna Point) and the Kapalua Coastal Trail! This Villas is a 2-story, two-bedroom, three-bathroom direct-oceanfront villas spaciously spread across 1,697 sq. ft. Whale-watching can be enjoyed from the comfort & convenience from your Villas (of the lanai, dining area, great room & primary bedroom.) YOU will never need to leave your home! Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. The best of luxury island living is a result of a thoughtful & extensive 2015 renovation. The scope of work included 1) complete kitchen renovation (including cabinetry, granite counter tops, drywall, plumbing, electrical and all appliances), 2) installation of Western Window sliding doors (dining room, primary bedroom lanai) & Breezway Altair jalousie windows, 3) redesign of great room entertainment center, 4) remodeled primary bedroom’s bathroom & lanai areas. Custom photography wall art and custom blinds were installed (2014). Additional recent upgrades & improvements include new air conditioning system (2025), interior custom paint (2025), Wayfair living room furniture (2024) & new W/D flooring (2025). Kapalua Bay Villas 34B1-2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.45 acres & offers pools, club house, BBQ & tennis / pickleball court amenities. Kapalua Bay and Oneloa Bay are convenient walking distance from Kapalua Bay Villas. The Kapalua Resort community offers Maui’s finest resort services & experiences including fine-dining, shopping, whale watching, snorkeling, swimming, golf, hiking, the world-renowned D.T. Fleming Beach, Honolua Bay, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay. The monthly HOA fee is $2,580. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 34B1-2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,398,000
2 Beds ⋅ 3 Baths ⋅ 409878 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas Ii BLDG.
If YOU have been dreaming about YOUR beach home in Paradise, DREAM NO MORE! Kapalua Bay Villas 11B2 is single-level two-bedroom, three-bathroom Villa spaciously spread across 1,503 sq. ft. Perfectly perched at the top of the community, enjoy the breathtaking views of the ocean, island, the luscious tropical Kapalua Bay Villas grounds & resort communities. Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. Meticulously maintained & renovated from 2020 to 2024, the scope of work includes: major kitchen remodel (cabinets, stove, refrigerator, microwave, granite counters, lighting, sink, faucet and water filter), new appliances (dishwasher, W/D, refrigerator), new bedroom AC condensers, new water heaters, large picture-sized kitchen window, replacement of exterior lanai flooring of guest bedroom, new interior door hardware, new louvered (Jalousie) windows, remodeled living room TV cabinetry, new guest bedroom exterior & lanai doors, new bathroom faucets & towel racks, new furnishings (living room couch & chairs, coffee table/ end table, dining room table set, primary bedroom furniture, mattresses w/ protective covers, guestroom furniture), custom interior paint throughout, window coverings & upgraded all canned lights & installation of new ceiling fans. Kapalua Bay Villas 11B2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. The monthly HOA fee is $2,580. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.451 acres and offers pools & tennis court. Beach front access to Kapalua Bay and Oneloa Bay is within walking distance from this oceanfront condominium community. The Kapalua Resort community offers Maui’s finest dining and resort activities including snorkeling, hiking, golf, pickleball, tennis and Kapalua Zipline activities! The Kapalua Bay Villas are located in the heart of the Kapalua Resort. Amenities include world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay & incredible shopping & fine-dining experiences. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 11B2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$6,398,000
2 Beds ⋅ 3 Baths ⋅ 409875 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ironwoods BLDG.
Simply bring your toothbrush & embrace the finest in tropical luxury island living in Kapalua, West Maui. Offering two bedrooms, 2 bathrooms, and a flex room/den, this spacious beachfront property at Ironwoods 22 provides breathtaking ocean views throughout. Completely renovated in 2011 from floor to ceiling, the property has been meticulously maintained as a second home. Fully appointed with the highest quality appliances & building materials (Hansgrohe, Kohler, Bosch etc.), YOU will spend your time on Maui cooking, reading, entertaining & socializing while gazing at the most dramatic ocean, islands & golf course views within the Kapalua resort community. Furnishings were custom-built or purchased specifically in mind to maximize enjoyment & comfort. Built in 1979, the Ironwoods community consists of 40 apartments spread across ten 2-story and 3-story buildings. The community is situated on 9.193 acres across a pristine portion of the Kapalua coastline. Amenities include pool, spa, clubhouse with fitness equipment, tennis and pickleball courts, assorted fruit trees on the grounds and on-site manager’s facility. Sold furnished with exception of Sellers’ personal possessions and other items. Your Time Is Now.

22 Ironwood Ln Unit 22, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,699,000
2 Beds ⋅ 2 Baths ⋅ 409874 MLS ⋅ Fee Simple Tenure ⋅ Mahana BLDG.
VIEWS VIEWS VIEWS! Rarely does one of the best beach front properties become available…until NOW! Located on the tenth floor of the Lanai building (aka South Building), Mahana 1019 is a corner-coastline, direct beachfront 2-bedroom and 2-bathroom condominium located on the world-famous white sand beaches of Kaanapali North Beach. With tropical Asian influenced décor, custom materials & premium appointments, this estate embodies the true spirit of island living! Sold furnished. The Mahana of Kaanapali is a beachfront high-riser condominium community that consists of 216 units across two 12-floor buildings. Zoned HOTEL, the property is permitted to conduct transient vacation rentals. The community includes pool, spa and BBQ amenities. YOUR Time is Now.

110 Kaanapali Shores Pl Unit 1019, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,750,000
3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ Fee Simple Tenure
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$479,000
1 Baths ⋅ 409871 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Unwind in the tropical paradise of Kaanapali Shores. Fronting a sandy beach, the Resort amenities include two swimming pools, spas, pickleball and tennis courts, BBQ's, sauna and the Beach Club a full service restaurant. Access to on site fitness center. The interior of 442 is a full kitchen with granite counters and tiled floors and carpet. Enjoy coffee on the covered lanai reading a good book. Private, corner location with an extra window, close to parking and quiet. Come make 442 your piece of paradise.

3445 Lower Honoapiilani Rd Unit 442, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,325,000
1 Beds ⋅ 2 Baths ⋅ 409869 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
Rarely available custom residence at Masters at Kaanapali Hillside. Thoughtfully reimagined beyond a traditional renovation, this architecturally distinctive 1-bedroom, 2-bath home features ocean views, dramatic vaulted ceilings, and a one-of-a-kind custom floor plan that captures the essence of contemporary island living.The expansive chef's kitchen serves as the centerpiece of the home, showcasing quartz countertops, custom cabinetry, designer lighting, integrated appliances, and a large gathering island ideal for entertaining. Warm hardwood flooring, custom floating stairs, designer finishes, and renovated bathrooms enhance the home's sophisticated coastal aesthetic.The light-filled living area opens seamlessly to a generous covered lanai with ocean views and tropical surroundings, creating an effortless indoor-outdoor lifestyle. The spacious primary suite features vaulted ceilings, abundant natural light, and a custom wardrobe system. Located within the prestigious gated Masters at Kaanapali Hillside, residents enjoy beautifully maintained grounds, resort-style amenities, privacy, and convenient access to Kaanapali's world-renowned beaches, golf courses, dining, and shopping. A truly unique opportunity to own one of the most extensively customized and architecturally distinctive residences within Masters at Kaanapali Hillside.

50 Puu Anoano St Unit 1704, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$565,000
2 Beds ⋅ 2 Baths ⋅ 409866 MLS ⋅ Fee Simple Tenure ⋅ Keonekai Villages BLDG.
Welcome to Keonekai Villages 27-102! This beautifully updated 2-bedroom, 2-bath ground floor condo is tucked away from the parking lot, offering a peaceful setting with added privacy and a private fenced yard to enjoy your own outdoor space. Rarely available and move-in ready, this residence offers exceptional value in the heart of South Kihei. The thoughtfully redesigned floor plan features an opened kitchen wall, creating a bright, functional living space with an easy flow throughout. The chef-inspired kitchen showcases butcher block countertops, open shelving, and a warm, stylish design that gives the home a unique feel. Both bathrooms have been tastefully updated, and the condo has been freshly painted throughout with new ceiling fans and upgraded lighting. Perfectly located just across from Kamaole Beach Park III, you’ll be close to sandy beaches, restaurants, shopping, and everything South Maui has to offer. Don’t miss the opportunity to see this South Kihei gem — schedule your private showing today!

160 Keonekai Rd Unit 27-102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$3,299,000
1 Beds ⋅ 2 Baths ⋅ 409858 MLS ⋅ Fee Simple Tenure
Perched high on the exclusive slopes of west Maui in the area of Launiupoko, this property has over 43 acres of privacy and beauty. A one-of-a-kind estate that sits on pristine West Maui land at the top of a hill which offers breathtaking panoramic ocean views, beautiful travertine stone tile and a private in-ground swimming pool. This custom retreat is perfect for a buyer seeking a legacy property or a private, peaceful, tropical sanctuary. Unobstructed, over 250-degree views of the Pacific Ocean, neighboring islands and vibrant Maui sunsets from your elevated vantage point. The main house boasts granite counters in kitchen, along with stainless steel appliances. The open floorplan overlooks the view and a sparkling pool accessed thru disappearing glass doors, bringing the outside in. With additional bedroom and bathroom semi-attached via roof, this makes it excellent for entertaining guests or multi-generational living. A detached two car garage also has living space for guests. Perfect for a family compound. Must see to truly appreciate the beauty, serenity and tropical splendor of this property. This is the one you've been waiting for. This is a condominiumized parcel (CPR).

390 Punakea Loop Unit A, Lahaina

Listing courtesy of Maui No Ka Oi Properties.

$549,900
2 Beds ⋅ 2 Baths ⋅ 409856 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iv BLDG.
Nicely updated 2 bedroom, 1 1/2 bathroom ground floor condo is a pet friendly complex. Granite kitchen counter tops, maple cabinets and stainless steel appliances greet you as you walk in the door. Hard surface flooring throughout. Make the yard your own private oasis. Easy to show. Call your favorite REALTOR to schedule a private showing today.

140 Uwapo Rd Unit 26-103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$445,000
2 Beds ⋅ 2 Baths ⋅ 409855 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG.
Welcome to Kihei Villages 30-201, a charming 2-bedroom, 1.5-bath second-floor condo located in the heart of North Kihei. Tucked away in a quiet location within the complex, this unit enjoys a peaceful setting far from the highway while still offering convenient access to everything Maui has to offer. This unit features a renovated kitchen and bathrooms, fresh interior paint completed in 2026, and new flooring throughout. Designed with both comfort and functionality in mind, the thoughtfully laid-out floor plan opens to a private lanai off the living room-an ideal spot to unwind and enjoy Maui's year-round tropical breezes. Additional highlights include an in-unit washer and dryer, abundant natural light, and the added benefit of residing in a pet-friendly community. Kihei Villages is a residential complex just a short stroll from Sugar Beach and the Kihei Canoe Club, making it easy to enjoy morning walks along the shore, paddling, sunsets, and all the outdoor activities that define island living. Conveniently located in North Kihei, the property offers a short drive to South Kihei, Wailea, Central Maui, and Kahului Airport.

140 Uwapo Rd Unit 30-201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$525,000
1 Beds ⋅ 1 Baths ⋅ 409851 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Bright & beautifully remodeled Maui Vista condo offers you instant mountain & ocean views. Highly upgraded with all alderwood new cabinets with stylish soft close drawers, quartz counters, man made wood floors. Located across the street from world famous Charley Young beach & in close proximity to many local & upscale dining & shopping options. This condo is appointed with NEW split level AC's throughout, new custom blackout drapes, new queen size bed, new couch with a queen size sleeper sofa, a custom built owners closet. On property, enjoy the many features this complex offers; 3 pools, tennis & pickleball courts & multiple BBQ areas.

2191 S Kihei Rd Unit 2323, Kihei

Listing courtesy of Hawaii Life (W).

$690,000
409850 MLS ⋅ Fee Simple Tenure
Premium Large Vacant Lot with breathtaking Ocean and Mountain Views. This 13,205 Sq. Ft. lot is located at the top of the highly sought after, beautifully maintained Kulamanu Subdivision. One of the last remaining lots available in Kulamanu. Contact your favorite real estate agent today to schedule a showing!

24 Ka'alele Pl Unit 336, Kula

Listing courtesy of Kulamanu Realty.

$630,000
1 Beds ⋅ 1 Baths ⋅ 409842 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
This Beautiful spacious 1BR,1BA nicely updated and fully furnished condo offers an ocean view, luxury vinyl floors, acacia wood countertops in kitchen, split A/C, tasteful furnishings, fully equipped kitchen and in unit laundry. Hale Kamaole is a highly desirable complex directly across the street from Kamaole Beach Park III, one of south Maui's most popular beaches! Kamaole Beach Park III is great for swimming, snorkeling, a picnic on the grassy park, laying on the soft golden sand, strolling or watching picturesque sunsets. The complex offers two pools, tennis courts, courtyard, BBQ areas and is close to popular restaurants, shops and activities. With so much close by, you might not need a car. The complex is currently vacation rentable, allows pets and has an elevator. Unit also comes with a fully stocked beach closet with toys, umbrella and chairs. Call now for a private showing!

2737 S Kihei Rd Unit 238, Kihei

Listing courtesy of Romvari Realty Ltd.

$1,799,000
3 Beds ⋅ 3 Baths ⋅ 409841 MLS ⋅ Fee Simple Tenure
Also listed as Condo – (MLS#409840) Welcome to 154 Kualapa Place, Unit 54 at The Vintage at Ka'anapali — offered for the first time since its original ownership. This beautifully maintained single-level, 3-bedroom, 3-bathroom detached condominium lives like a single-family home within one of Ka'anapali’s most sought-after gated communities. The flexible floor plan features two spacious primary suites with en-suite bathrooms, brand-new central air conditioning, a new water heater, fresh interior paint, updated lighting and electrical outlets, and rich mango wood kitchen cabinetry. A covered lanai surrounded by lush tropical landscaping, flowering plants, and mature trees provides a peaceful setting for outdoor dining, relaxation, and enjoying Maui’s year-round indoor-outdoor lifestyle. Consisting of just 73 detached residences, The Vintage at Ka'anapali offers a low-density island lifestyle in the heart of the Ka'anapali Resort community. Enjoy close proximity to world-class golf courses, Whalers Village, renowned Ka'anapali Beach, shopping, and fine dining. Community amenities include a clubhouse with pool, spa, and exercise room, creating the perfect setting for full-time living or a luxurious Maui retreat. This is a Residential CPR.

154 Kualapa Pl Unit 54, Lahaina

Listing courtesy of Hawaii Life (KAP).

$1,799,000
3 Beds ⋅ 3 Baths ⋅ 409840 MLS ⋅ Fee Simple Tenure ⋅ Vintage At Kaanapali BLDG.
Also listed as Residential – (MLS#409841) Welcome to 154 Kualapa Place, Unit 54 at The Vintage at Ka'anapali — offered for the first time since its original ownership. This beautifully maintained single-level, 3-bedroom, 3-bathroom detached condominium lives like a single-family home within one of Ka'anapali’s most sought-after gated communities. The flexible floor plan features two spacious primary suites with en-suite bathrooms, brand-new central air conditioning, a new water heater, fresh interior paint, updated lighting and electrical outlets, and rich mango wood kitchen cabinetry. A covered lanai surrounded by lush tropical landscaping, flowering plants, and mature trees provides a peaceful setting for outdoor dining, relaxation, and enjoying Maui’s year-round indoor-outdoor lifestyle. Consisting of just 73 detached residences, The Vintage at Ka'anapali offers a low-density island lifestyle in the heart of the Ka'anapali Resort community. Enjoy close proximity to world-class golf courses, Whalers Village, renowned Ka'anapali Beach, shopping, and fine dining. Community amenities include a clubhouse with pool, spa, and exercise room, creating the perfect setting for full-time living or a luxurious Maui retreat.

154 Kualapa Pl Unit 54, Lahaina

Listing courtesy of Hawaii Life (KAP).

$52,000
1 Beds ⋅ 2 Baths ⋅ 409836 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Whaler Time Interval 324 J offers a prime to visit Maui during Mother's Day, with usage dates May 1-15. For Buyers wanting 4 weeks - 324 K is also listed for sale separately. This spacious 1-bedroom 2-bath Whaler Time Interval unit was renovated in 2013 which included new tile flooring, hardwood cabinetry, granite counter tops, stainless steel appliances, and fully remodeled bathrooms. Owners can choose to participate in exchanging their weeks in Intervals International. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due in July. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach walk, day spa, sauna, newly upgraded workout facility, salon, underground parking, tennis courts, and a business hub center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. The center courtyard offers an impeccably landscaped tropical garden with Koi fishpond. Situated in the heart of Kaanapali Beach, The Whaler is close to the famed snorkeling spot at Black Rock and world class shopping and dining, as well as championship golf courses

2481 Kaanapali Pkwy Unit 324 J, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,395,000
1 Beds ⋅ 2 Baths ⋅ 409833 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG.
What is the first thing you notice about Kapalua Bay Villas 12B3 when you walk through the front door? The ocean view you've been dreaming about! 12B3 looks out to the Pacific ocean like no other. In my opinion its even a better view than many ocean front units! With a line of sight running out toward the friendly isle of Molokai across the channel and up the coast toward world famous Honolua Bay. The building's elevation puts you above the noise, perched over the buildings and vegetation rather than looking through it. Open horizon, evening color, and rainbows come with the orientation. In the back of your mind, you think the view can't get any better..but then you reach the second floor, and that view literally stops conversation with admiration.The primary upper bedroom claims the entire upper level, and from the bed the floor to ceiling windows frame the open Pacific and the island of Molokai with a view that simply cannot be described adequately with mere words.  Step onto the covered upper lanai with coffee in the morning or a drink as the day winds down and the channel is laid out in front of you, Molokai holding the horizon, the surf working below, the sun dropping into the water and lighting up the whole room behind you. This is the view people travel to Maui hoping to catch from a restaurant, and here it is the thing you live with. Nights are quiet and dark enough for stars, and in season the whales move through the channel right in front of you. A bedroom that does this is rare anywhere on this coast, and it is the reason this residence stays with people long after the showing ends.  The rest of the residence is built for how most people want Maui to actually live. You enter on the parking lot level, as close as possible to the gated entry and step straight inside, no stairs after the drive from the airport, groceries and boards and luggage moving in one clean trip. The lower floor opens to a great room where the Pacific fills the space, with a three quarter bath that gives visiting family their own corner. Upstairs, the master holds the full bath and the washer and dryer where you want them. There is a unit below and no one above you. At 995 square feet across two levels, 12B3 lives well beyond its footprint. Two bathrooms separate it from nearly every one bedroom condo on Maui, which makes it a real option for couples traveling with friends or a small family rather than a tight retreat for two. Sold fully furnished and turnkey, central air throughout, short term rentals permitted for now and  with a rental history that speaks for itself. The community sits on sixteen oceanfront acres with three heated pools, BBQ pavilions, tennis courts striped for pickleball, and direct access to the Kapalua Coastal Trail. Oneloa Beach, the the former Montage Kapalua Bay (now a St. Regis Estates branded 5 Star Resort), and the Plantation Course clubhouse are all within striking distance, and the Tennis Garden's sixteen pickleball courts and Napili Bay sit just down the road. Here is what a buyer who knows this market will see. The most desirable one bedroom floor plan in the complex, two baths, direct entry, the perched unobstructed MASSIVE view, turnkey and producing income, all at a number that crushes any of the competing listings. Run the comparables and the position becomes obvious. Floor plans like this do not sit, and a view like the one off that upper lanai does not come back to market on a schedule. The owners who waited on the last well priced unit in this complex are the ones still watching the listings. Don't let that be you.

500 Bay Dr Unit 12B3, Lahaina

Listing courtesy of Real Broker.

$1,190,000
4 Beds ⋅ 2 Baths ⋅ 409832 MLS ⋅ Fee Simple Tenure
Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveniently located near shops and restaurants. This beautiful 4-bedroom, 2-bathroom home was fully remodeled in 2024-2025, featuring brand new roofing, windows, doors, exterior stucco, plumbing, and updated electrical wiring and fixtures. The kitchen includes all-new cabinets with quartz countertops, new appliances, and the bathrooms feature tiled showers. Vinyl flooring has been installed throughout. The yard has been refreshed with a new irrigation system and freshly planted grass. Experience island-style living: park your car in the carport, stroll to nearby shops to run errands, take a walk at the park during sunset, and enjoy dinner at one of the many local restaurants on your way home. This is Unit A of Kanoe St Condominium, a four-unit CPR. Unit D (MLS #406499) is also available. Some of the photos are digitally staged. Contact your favorite Realtor to schedule a showing today.

2055 Kanoe St Unit A, Kihei

Listing courtesy of Equity One Real Estate Inc (M).

$1,099,000
4 Beds ⋅ 3 Baths ⋅ 409828 MLS ⋅ Fee Simple Tenure
Welcome to 43 Papahi Loop in the highly desirable Legends at Maui Lani! This move-in-ready two-story single-family home offers 4 bedrooms, 2.5 baths, and the perfect blend of comfort, privacy, and convenience. Situated on a slightly elevated lot with a rear property line adjoining a cul-de-sac, the property enjoys a greater sense of openness, refreshing trade winds, and beautiful mountain vistas. Enjoy majestic Haleakala views from the second-floor lanai and upstairs living areas, while the front of the home captures stunning West Maui Mountain views, creating a picturesque island backdrop. Thoughtfully maintained and updated, this home features brand-new central air conditioning, luxury vinyl plank flooring throughout, fresh interior paint, brand-new window blinds, and brand-new window screens. The versatile floor plan provides comfortable living spaces for family, guests, or work-from-home needs, while the fully fenced yard offers room for outdoor enjoyment, pets, gardening, and entertaining. Additional features include an extended driveway, attached two-car garage, solar water heating with a large-capacity tank, automatic irrigation in both the front and rear yards, and a home appliance warranty for added peace of mind. Ideally located in the heart of Central Maui, this exceptional property is just minutes from Maui Memorial Medical Center, schools, parks, shopping, dining, golf, and Kahului Airport. Its central location provides convenient access to Upcountry Maui, South Maui, West Maui, and many of Maui's world-famous beaches. Combining mountain views, thoughtful upgrades, an elevated homesite, and a highly desirable Maui Lani location, 43 Papahi Loop presents a wonderful opportunity to own a well-cared-for home in one of Central Maui's most sought-after communities.

43 Papahi Loop, Kahului

Listing courtesy of Real Broker.

$2,749,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
3 Beds ⋅ 4 Baths ⋅ 409821 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Puamana! Welcome to your Maui Beach house at 24-4 Puamelia - 75 steps to the main beach access! Rinse off in the ocean or the pool, then slip in through your private side entry to the spacious shaded back lanai. Fire up the gas BBQ, gather your 'Ohana, and relax with a lilikoi margarita. Wake up in the main bedroom upstairs and check the surf conditions from your pillow. A cool garden-view bedroom downstairs with its own bath is perfect for those who prefer no steps, and a third bedroom with twin beds rounds out the layout for guests or kids. Puamana sits on a seasonal sandy beach with three surf spots. Puamelia place is a quiet, no-through-traffic street — no highway noise, just ocean. Stroll the footbridge to the pool and the site where our beloved clubhouse will be rebuilt. This end unit in the 24 building was spared from the Lahaina Fire. Remodeled in 2005 with a second floor addition, it lives large with multiple lockable owner's closets for all your gear. Recent renovations include new AC in 2026, interior and exterior paint, furnishings, art work, front door. Short term rental -capable; no special permits necessary. Gated, low-density, classic Hawaiiana. See why Hawaiian Royalty made Lahaina home. Check out the 3D tour.

24 Puamelia Pl Unit 24-4, Lahaina

Listing courtesy of Hawaii Life (L).

$749,000
2 Beds ⋅ 2 Baths ⋅ 409816 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Welcome to Island Surf Unit 214, a tastefully upgraded vacation rentable condo in the heart of South Kihei offering excellent ocean views, exceptional versatility, and outstanding income potential.This complex is zoned B-2 community Business District and is not subject to Bill 9. This 2-bedroom, 2-bath vacation-rentable condominium features a desirable double lanai and a unique lock-off configuration, allowing the unit to function as a spacious two-bedroom residence or as a one-bedroom condo with a separate studio, creating multiple rental opportunities. The entire Island surf building recently, at significant investment, completed a multiphase upgrade renewing the structure, relining all the vertical plumbing to each unit, and adding a brand new roof with solar panels, as well as doing extensive work on the wastewater pipes. Perfectly positioned on South Kihei Road directly across from Kalama Beach Park and The Cove, one of South Maui's most popular beginner-friendly surf breaks, this prime location places you at the center of Maui's active island lifestyle. Just steps from your door, you'll find dining, shopping, beaches, paddleboarding, surfing, and endless outdoor recreation. Adding to the appeal, South Maui Gardens is located just behind the complex, offering a vibrant open-air gathering space with popular food trucks, and lush tropical landscaping. The ground floor of Island Surf is home to an array of convenient shops, restaurants, and local businesses, creating a true live-work-play environment. Whether you're seeking a primary residence, second home, or investment property, this exceptional corner unit offers the ideal combination of flexibility, location, and lifestyle in one of South Maui's most sought-after destinations. Offered fully furnished and ready to enjoy. Please reach out today to schedule your own private showing.

1993 S Kihei Rd Unit 214, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$555,000
2 Beds ⋅ 2 Baths ⋅ 409814 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.