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$750,000
1 Beds ⋅ 2 Baths ⋅ 410775 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island views toward Kaho'olawe and Molokini Crater from this ideally positioned residence. Location is everything, and this top-floor unit with high vaulted ceilings puts the best of Wailea within easy reach. For the tennis or pickleball enthusiast, the renowned Wailea Tennis Club is just a stone’s throw away, while the shops, dining, services, and everyday creature comforts of Wailea Town Center are right outside your front door. Wailea’s world-class beaches, championship golf courses, luxury resorts, shopping, dining, and coastal lifestyle are all nearby. Grand Champions is known for its lush tropical landscaping, convenient location, and resort-style atmosphere, with two swimming pool and spa areas located throughout the community. Whether you’re searching for a primary Maui residence, second home, or rental opportunity, Grand Champions 122 delivers a compelling combination of location, views, lifestyle, and value. At this price point, opportunities in Wailea are increasingly difficult to find. Grand Champions 122 will not last long. Wailea, Maui, Hawai'i… No Ka 'Oi!

155 Wailea Ike Pl Unit 122, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,599,000
1 Beds ⋅ 1 Baths ⋅ 410754 MLS ⋅ Fee Simple Tenure ⋅ Maalaea Surf BLDG.
Welcome to Maalaea Surf F2. Experience island living at its finest in this beautifully appointed ground floor condominium. Tastefully designed with a focus on comfort, quality, and effortless indoor outdoor living. From the moment you walk through the front door, ocean views immediately set the tone. The spacious, thoughtfully designed interior features quality materials and finishes throughout, complemented by a sophisticated kitchen equipped with Wolf appliances and a Sub-Zero refrigerator. A built-in wine cooler and custom Murphy bed cabinet are seamlessly matched to the kitchen cabinetry, creating a cohesive and elegant aesthetic while maximizing functionality. Open the lanai doors and step directly outside to enjoy the lush grounds, pool, and beautiful oceanfront setting. With the pool and ocean just steps from your lanai, this ground floor location makes it easy to embrace Maui's indoor outdoor lifestyle. Maalaea Surf offers an exceptional collection of resort style amenities, including two swimming pools, a tennis court, and pickleball courts. The location is equally convenient, with beaches, shopping, dining, and multiple golf courses all within minutes. Hotel zoned and currently enrolled in a rental program, Maalaea Surf F2 presents an attractive opportunity as a luxurious home, investment property, or both. Come experience the beauty, comfort, and convenience of this exceptional Maui condominium.

12 S Kihei Rd Unit F2, Kihei

Listing courtesy of Hawaii Life (W).

$879,900
1 Beds ⋅ 2 Baths ⋅ 410742 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Rare opportunity at Kihei Beach Resort #405-a direct beachfront 1-bedroom, 2-bath hotel-zoned vacation rental condominium overlooking beautiful Sugar Beach and the sparkling Pacific Ocean. Located on the 4th floor, #405 enjoys spectacular panoramic ocean views from the main living areas and private lanai-the perfect setting for morning coffee, whale watching in season, and unforgettable Maui sunsets. The comfortable floor plan features a full kitchen, central air conditioning, a spacious primary bedroom with king bed, two full bathrooms and a sleeper sofa for additional guests. Kihei Beach Resort sits directly on Sugar Beach, offering miles of sandy shoreline just outside your door. The property features an oceanfront swimming pool, beautifully maintained tropical grounds and an exceptional North Kihei location convenient to South Maui, Ma'alaea and Central Maui. #405 is currently operated as a vacation rental and provides buyers the opportunity to continue rental use or enjoy it as their own Maui retreat. The unit is actively vacation-rented. Advance notice may be required to coordinate access with current guests. Please contact your agent to schedule a private showing.

36 S Kihei Rd Unit 405, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 410724 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Where do exceptional design, beachfront living, and incredible ocean views come together? Welcome to Mana Kai 304! Located just a stone’s throw away from the Wailea resort. One of the finest remodels you will ever see in this iconic beachfront community. Top to bottom renovation. Over $400k invested by the sellers. Every detail is intentional. Every square inch was thoughtfully utilized to its full potential. Finely appointed and completely turnkey, this is one of those special condos that simply feels right the moment you walk through the door. The two-bedroom, two-bath residence offers incredible ocean views from both bedrooms and an exceptional level of craftsmanship, quality, and attention to detail throughout. You truly need to experience this property in person to fully appreciate the finishes, location, and epic views. Positioned directly on world-renowned Keawakapu Beach, Mana Kai 304 offers the ultimate Maui lifestyle and tremendous flexibility to own, vacation, and rent with coveted HOTEL ZONING. Walk out your door and onto one of Maui’s most beautiful beaches, then return home to whale watching, unforgettable sunsets, and ocean views for days. Just show up, kick your feet up, relax, and live the dream. Offered fully furnished and ready for its next owner, Mana Kai 304 is more than a beachfront condo. This is an opportunity to experience the Maui lifestyle at its absolute best. There is a bonus storage closet just outside the front door. The Mana Kai facilities are second to none, with a stunning beachfront pool, community BBQ area, a modern gym, business center, 808 General Store, stand up paddle rentals, and Merriman's is in the process of adding a new on-site restaurant!

2960 S Kihei Rd Unit 304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,199,000
4 Beds ⋅ 3 Baths ⋅ 410723 MLS ⋅ Fee Simple Tenure
Opportunity awaits at 296 Kenolio Road! Located in North Kihei just one block from the beach, this spacious 4-bedroom, 3-bath home offers ocean views, a flexible floor plan, and plenty of potential to make it your own. The upper-level features 2 bedrooms and 2 bathrooms along with the main living areas and a large lanai where you can relax and enjoy ocean views. The lower level offers additional flexible living space with a separate entrance, currently configured with 2 bedrooms and 1 bathroom, providing a variety of possibilities to suit your needs. A two-car garage offers additional parking and storage. Set on a large lot, the property features a spacious driveway, fruit trees, and a generous grassy yard with room to enjoy Maui’s outdoor lifestyle. The home is ready for updates, making it an excellent opportunity to unlock the property’s full potential. With the beach just a block away and conveniently located, this property combines space, location, ocean views, and potential—a combination that’s increasingly hard to find in South Maui.

296 Kenolio Rd, Kihei

Listing courtesy of Whalers Investment Group LLC.

$838,000
2 Beds ⋅ 2 Baths ⋅ 410690 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Tremendous value, right across the street from the ocean! Priced below last sold in complex, upgraded unit 201 has it all: modern furniture, tile flooring and baseboard throughout, granite countertops, stainless appliances, including dishwasher and new washer/dryer. Three-zone Fujitsu split AC system cools both bedrooms and living room. Enormous secured owners' closet. Fully furnished and turnkey, with plenty parking for owners, shoppers and guests. Walk to the the beach . . . surf, snorkel or paddle? Across the street from the Cove beach park, Island Surf combines residential and commercial condos in an ideal location, easy strolling distance to dining, shopping and entertainment. There's a coffee shop, convenience store, massage parlor and nail salon on the ground floor. Neighboring Kalama Park has shaded playground, skate park, sidewalks, ball fields and skating rink. Outrigger canoe with Wailea Canoe Club. Or sample the food trucks and live entertainment at lush South Maui Gardens. Buy with confidence. B-2-zoned condominium allows vacation rental, second home or even business usage. Substantial historical rental income--ask your realtor for details. See https://library.municode.com/hi/county_of_maui/codes/code_of_ordinances?nodeId=TIT19ZO_ARTIICOZOPR_CH19.18COBUDI. Enjoy sunset oceanviews from the spacious double lanai off both the living room and master suite. Bonus lockoff feature means you can rent as 1br, 2br, or convert to office. You have options! Make this smoking deal in S Kihei yours . . . before somebody beats you to it!

1993 S Kihei Rd Unit 201, Kihei

Listing courtesy of Clive Realty.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 410679 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Rare front row Kihei Akahi is right across the street from one of Maui's most popular beaches. Listen to the waves at night, watch beautiful sunsets and watch whales when in season from one of your two lanai's. This unit has been upgraded and is tum key. A-105 features hard wood floors, split AC system, granite counter tops, stainless steel appliances and neatly new washer and dryer. Kihei Akahi has a swimming pool, a tennis/ pickel ball court and BBQ areas. Just steps away from dining and shopping and a short drive to world class golf courses. This property is in a vacation rental program, it is ZONED HOTEL.

2531 S Kihei Rd Unit A-105, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$799,000
1 Beds ⋅ 2 Baths ⋅ 410671 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
The one you've been waiting for - simply the best and the best value! The most gorgeous Kamaole Sands one Bedroom two Bath unit in a premium location in the community. This beautiful condo has been updated to perfection in every way. This third floor unit features the larger lanai plan with amazing ocean views and puts you steps away from the community amenities and directly across the street from the incredible Kamaole Beach Park III. Walk in and be instantly wowed by the jaw dropping updates including beautiful luxury vinyl hardwood floors, stainless steel appliances in the pristine kitchen, designer paint throughout, built in Murphy bed in living area, high quality furnishings and new lighting fixtures and fans throughout, stunning bathroom updates including counters, showers, fixtures, and more. This superior location puts you in the most walkable part of South Kihei and minutes from everything in the Wailea Resort plus all the shopping, restaurants, and world class beaches that make South Maui the ideal place for your home away from home. The sturdy concrete construction and exceptionally well maintained property have made Kamaole Sands one of the most desirable values for Maui visitors year after year. This elegant condo home will pamper you as you relax between enjoying all the exciting activities that Maui has to offer, so get ready to come in, drop your bags, and be at home on the most beautiful island in the world - Maui No Ka Oi - don’t wait, your dream home awaits!

2695 S Kihei Rd Unit 10-313, Kihei

Listing courtesy of Hawaii Life (W).

$1,850,000
2 Beds ⋅ 3 Baths ⋅ 410669 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most private residences in the community, 2801 features three private lanais, creating wonderful indoor-outdoor living throughout the home. A rare feature of this unit is the ability to barbecue right off the lanai. Ocean views provide a beautiful backdrop for morning coffee, sunset dinners, or simply enjoying Maui’s year-round outdoor lifestyle. The thoughtfully updated interior features a beautifully appointed kitchen, inviting living and dining areas, and two generous bedroom suites offering privacy for owners and guests. Wailea Palms is a gated residential community known for its lush tropical grounds, ocean-view pool and spa, and peaceful setting. Ideally located near Wailea’s world-class beaches, golf, dining, shopping and resorts, Unit 2801 offers a rare combination of privacy, space and indoor-outdoor living in the heart of Wailea.

3150 Wailea Alanui Dr Unit 2801, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 410666 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Experience the magic of Maui from this stunning fully remodeled 2-bedroom corner unit at Menehune Shores, where spectacular ocean views, sophisticated beach-style décor, and the ease of resort living come together seamlessly. Set within an oceanfront, hotel-zoned complex with short-term vacation rental potential, Unit 427 offers an exceptional opportunity to own a beautifully appointed Maui retreat with income-producing possibilities. Thoughtfully remodeled and offered turnkey, this inviting residence is designed for effortless island living. The interior features a fresh, coastal-inspired aesthetic with beautiful beach-style décor, creating a relaxed yet elegant atmosphere that feels unmistakably Maui. The 2-bedroom floor plan provides comfortable accommodations for owners and guests alike, while the carefully selected furnishings and finishes allow the new owner to simply arrive, unpack, and begin enjoying island life. The true showstopper is the private lanai with amazing ocean views. Open the doors and bring the outdoors in as the Pacific becomes the backdrop to your daily Maui experience. Whether enjoying your morning coffee, sharing cocktails with friends, or watching the changing colors over the water, this is the kind of setting that makes a Maui vacation unforgettable. As a corner unit, 427 offers an especially desirable position within the complex. Menehune Shores is located directly along the ocean, with a BBQ area beside the water where owners and guests can gather, dine, and enjoy the incredible island atmosphere. For added convenience, Monsoon India is located right in the building, providing an excellent dining option just steps from your door. With its turnkey remodeled interior, stylish beach-inspired décor, oceanfront location, private lanai, spectacular ocean views, corner-unit position, and hotel zoning, Menehune Shores 427 is an exceptional Maui property for those looking for a personal island escape, a vacation home, or a short-term rental investment. Come experience the relaxed luxury of Maui oceanfront living—this is a property you can enjoy from day one.

760 S Kihei Rd Unit 427, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,680,000
3 Beds ⋅ 2 Baths ⋅ 410656 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the complex. Set on the second level, this home delivers sweeping views across the ocean to the West Maui Mountains, neighboring islands, and iconic Molokini — a panorama that rarely comes available. Unlike most properties in Wailea, this unit offers the rare luxury of your own private BBQ on the lanai, perfect for sunset dinners with an ever-changing ocean backdrop. It also comes with a private garage plus a deeded parking stall right in front of the unit — a level of convenience hard to find at this price point. Residents of Keala O Wailea enjoy resort-style amenities, including a pool, spa, outdoor clubhouse with kitchen, and fitness center overlooking the water. The pet-friendly complex sits just steps from Wailea Gateway Center's shopping and dining, and within the renowned Wailea Resort, home to three championship golf courses, tennis, pristine beaches, and world-class hotels — all moments away. Whether a full-time residence or vacation retreat #4-201 offers an unmatched combination of location, views, and lifestyle.

59 Wailea Gateway Pl Unit 4-201, Kihei

Listing courtesy of Hawaii Life (W).

$828,000
3 Beds ⋅ 2 Baths ⋅ 410577 MLS ⋅ Fee Simple Tenure ⋅ Hale Kanani BLDG.
Freshly painted and completely move-in ready, this vibrant 3-bedroom, 2-bathroom top floor unit offers approximately 929 sq. ft. of living space complemented by a generous approximately 112.5 sq. ft. lanai of the living area and primary bedroom with ocean and Cove surf views. Located in an enviable Kihei location across from The Cove surf school, Kamaole I Beach, and Kalama Park, you are just a corner away from South Maui Gardens' food trucks, bakery, coffee, and live entertainment. This rarely offered coastal gem features an elevator, a refreshing pool, a spacious dedicated storage unit for your gear, and the two best dedicated parking spaces (#1 and #2) right near the entrance. This is a rare-to-market front row top floor property! Call today to schedule your private showing!

44 Kanani Rd Unit 1-304, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,495,000
1 Beds ⋅ 1 Baths ⋅ 410571 MLS ⋅ Fee Simple Tenure ⋅ Royal Mauian BLDG.
OPPORTUNITY AWAITS Oceanfront Perfection in South Kihei – Vacation Rentable, Renovated! Welcome to your dream Maui getaway! Nestled oceanfront between the stunning Kamaole I and Kamaole II Beach Parks, with breathtaking ocean views, direct beach access, and an unbeatable location in the heart of South Kihei. This 1-bedroom, 1-bath HOTEL-ZONED, vacation-rentable property is a rare find, allowing for short-term rentals and making it an excellent investment or a personal island retreat. Renovated and sold turnkey, this unit offers modern comfort and effortless island living. Enjoy a stylish open-concept layout with upgraded finishes, contemporary furnishings, and a well-appointed kitchen, perfect for entertaining or unwinding after a day in the sun. Wake up to the sight and sound of the ocean from the primary suite, and step out onto your private lanai to take in Maui’s spectacular sunsets. The complex features an oceanfront pool, a rooftop deck with BBQ grills, and is just steps from Kihei’s best restaurants, cafés, and shops. Whether you prefer lounging on the beach, snorkeling in crystal-clear waters, or exploring the island’s vibrant dining scene, everything you need is within walking distance. Opportunities like this don’t come often—oceanfront, vacation-rentable, and renovated! Whether you're looking for an income-generating property or a stunning beachfront retreat to call your own, this condo is ready for you to enjoy. Don’t wait—schedule your showing today!

2430 S Kihei Rd Unit 209, Kihei

Listing courtesy of Ali'i Resorts LLC.

$848,000
1 Beds ⋅ 2 Baths ⋅ 410557 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Renewed and Refreshed. Maui Kamaole A110, a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea, Maui. A cozy 1 Bedroom+ 2 Full Bath vacation home with contemporary appliances, new kitchen and primary bathroom countertops and fixtures, new paint, new carpet and tile accent and numerous luxury touches throughout. The ocean views and sunsets from both the lanai and living room of this vacation home are to be treasured. Plus, the private courtyard adjacent to the bedroom. Maui Kamaole is a very popular and fun vacation-home community of low-rise condominiums set in a village atmosphere with great curb appeal and close to all the South Maui attractions. The resort has 2 pools, tennis courts, and a staffed front desk. World Famous Keawakapu Beach is a .35 mi walk away and the rest of Wailea's exotic beaches and hotels+spas+restaurants+shops are a few minutes' drive down South Kihei Road. Known for its superb location just north of Wailea, Maui Kamaole is the perfect place for beach or ocean activities as well as for quiet relaxation and watching marine wildlife with your family and friends. Secluded from South Kihei Road, Maui Kamaole condominium is a hidden gem in a sleeper location away from the hustle and bustle of Kihei and yet close enough to everything so that you can walk if you want to.... The sunsets are amazing, and each dawn as the sun rises over Haleakala, the sunlight reflects off of the Pacific Ocean in for a great start to each day. Walk to shops, activities, and restaurants nearby. As one of Maui's best kept secrets, family-friendly and award-winning restaurants, shopping and miles of ocean front beaches and snorkeling spots are within walking distance. Air Conditioning in the living room and the bedroom.

2777 S Kihei Rd Unit A110, Kihei

Listing courtesy of Wailea Vacation Rentals.

$725,000
2 Beds ⋅ 2 Baths ⋅ 410534 MLS ⋅ Fee Simple Tenure ⋅ Maui Parkshore BLDG.
Experience the best of South Kihei living in this beautifully updated 2-bedroom, 2-bath ocean-view condo at Maui Parkshore. Perfectly positioned directly across from Kamaole Beach Park III, this turnkey residence captures breathtaking LARGE ocean views and spectacular year-round sunsets from the spacious lanai. The bright, open floor plan features tasteful upgrades, a well-appointed kitchen, comfortable bedrooms, and a seamless indoor-outdoor living experience that embodies the Maui lifestyle. Whether you're searching for a personal island retreat, a second home, or an investment property, this condo offers exceptional flexibility with phenomenal vacation rental potential (See Assoc. Docs) in one of South Maui's most sought-after locations. Maui Parkshore amenities include a swimming pool, barbecue area, elevator access, and beautifully maintained tropical grounds, all just moments from world-class beaches, restaurants, shopping, and outdoor activities. The complex are allowing Split A/C's soon! This is your opportunity to own a slice of paradise in the heart of Kihei. Call now to book your private tour!

2653 S Kihei Rd Unit 202, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$525,000
1 Beds ⋅ 1 Baths ⋅ 410527 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai Nani BLDG.
GREAT VALUE FOR THIS HOTEL-ZONED PROPERTY! Rare opportunity to own a desirable corner unit AND the only elevated ocean-view residence currently available in Kihei Kai Nani! Perched on the third floor above the lush tropical grounds, this upper-level setting offers added privacy and a peaceful sense of separation from the activity below. This property is ideally located directly across the street from the renowned Kamaole beaches, known for their soft golden sand, clear waters, and stunning sunsets. Shopping, grocery stores, restaurants, cafés, and countless island activities are all just a short stroll away. Kihei Kai Nani also features a sparkling pool, making this an ideal primary residence, second home, or investment opportunity.

2495 S Kihei Rd Unit 340, Kihei

Listing courtesy of Welcome Hawaii Properties.

$1,299,000
2 Beds ⋅ 2 Baths ⋅ 410523 MLS ⋅ Fee Simple Tenure ⋅ Paradise Ridge Estates BLDG.
Beautifully Upgraded/Designed, Fully Furnished 2 Bed/2 Bath Condo, Recently Built in 2023, in the Gated, Paradise Ridge Estates Neighborhood with Community Heated Pool/Spa! Very Private, only 32 homes! Location! Location! Location! The Spectacular Ocean, Mountain, and Sunset Views are Absolutely Amazing, right across the street from the World-Renowned Kamaole Beach III. This Immaculate Ground Level, Very Desirable Villa, offers 1,251 sq/ft. The Stunning Kitchen features Quartz Countertops, Stainless Steel Appliances, Full Backsplash, White Cabinetry and Under cabinet Lighting. Open Spacious Floor plan with High Ceilings, Gorgeous Cherry Wood Doors and Baseboards, Crown Molding, Contemporary Finishes, Modern Vinyl Plank Flooring, and Upgraded Tile Flooring, Split System Air Conditioning, and Full-sized in-unit Washer/Dryer. Ceiling Fans and Window Blinds/Drapes Throughout. Enjoy All the Views from Your Covered Lanai. Wow, Wow, Wow!

2757 S Kihei Rd Unit 502, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 410488 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Experience the very best of oceanfront South Maui living at Kihei Beach #101, a beautifully renovated, hotel-zoned, ground-floor condominium situated directly on the golden sands of Sugar Beach. Thoughtfully remodeled in 2019, this spacious end-unit, two-bedroom, two-bath residence offers an exceptional blend of luxury, comfort, and investment potential with seamless indoor-outdoor living just steps from the Pacific Ocean. The open-concept floor plan features central air conditioning, in-unit laundry, luxury finishes, and a spacious chef's kitchen with an oversized island designed for entertaining family and friends. Expansive glass doors fill the home with natural light and open to a private covered lanai with direct access to the heated swimming pool, oceanfront lawn, barbecue area, and miles of sandy beachfront beyond. The desirable ground-floor location allows you to walk directly from your lanai to the beach, creating the ultimate Maui indoor-outdoor lifestyle. Offered fully furnished and turnkey, subject to seller exclusions, the residence has an established vacation rental history and is located within one of South Maui's desirable hotel-zoned oceanfront communities, making it ideal as a personal beachfront retreat, luxury second home, or continued income-producing vacation rental. Kihei Beach Resort is a boutique oceanfront property fronting spectacular Sugar Beach, where nearly six miles of uninterrupted shoreline invite morning walks, paddleboarding, kayaking, swimming, seasonal whale watching, and unforgettable sunsets. Its convenient South Maui location provides easy access to Wailea's championship golf courses, world-class resorts, Makena's beaches, Maalaea Harbor, shopping, dining, and Kahului Airport. Whether you're seeking a legacy family beach home, a luxury island escape, or an established vacation rental investment, Kihei Beach #101 offers a rare opportunity to own an irreplaceable piece of Maui's coastline where exceptional beachfront living, proven rental performance, and long-term ownership value come together.

36 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$1,557,000
2 Beds ⋅ 2 Baths ⋅ 410487 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to a large covered wrap around lanai with ocean views and lush tropical landscaping, perfect for indoor-outdoor living and entertaining. Recent upgrades include fully remodeled bathrooms (2025), travertine flooring, brand new fans and appliances throughout, custom cherry wood cabinetry, and handcrafted built-ins by Olivery Woodworking - including a custom breakfast nook, dining table, bathroom cabinetry, and custom glass and wood doors. A built-in Murphy bed in the second bedroom adds flexibility, allowing the space to function as either a guest suite or home office. Every detail has been designer curated, including designer furnishings, décor, accessories and kitchenware. Truly turn-key. Wailea Palms amenities include a spectacular OCEAN VIEW pool and spa, fitness center, BBQs, and beautifully landscaped grounds. Just moments from Wailea's world-class beaches, golf courses, luxury resorts, fine dining, The Shops at Wailea and the scenic Wailea Beach Path, this exceptional residence offers the privacy, quality, and lifestyle that make Wailea one of Maui's premier destinations. Call to schedule a showing!

3150 Wailea Alanui Dr Unit 2703, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$484,900
1 Beds ⋅ 1 Baths ⋅ 410452 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
If you’re looking for an ocean view, hotel-zoned vacation rental in South Kihei at a bargain price, you found it! This 3rd-floor unit has direct ocean views from the lanai, living room, dining area, and kitchen. The Association of Apartment Owners (AOAO)- required plumbing repairs have been completed in this unit, and a new water heater was installed just prior to listing. The entire unit has hard-surface flooring: tile in the kitchen and bath, and laminate in the living/dining room and bedroom. You’ll love the amenities- a huge tile-bottom pool and spa, sauna, plus a Pickleball court and Shuffleboard court on the 3rd floor, where the BBQ and dining area are located. And you can’t beat the convenient location on S Kihei Rd, just steps to Kam II Beach Park, restaurants, shops, coffee, and more. This unit has it all, don’t wait. At this price, this vacation-rentable ocean-view home is a great opportunity for investors, second-home buyers, and even owner-occupants. This is an REO.

2387 S Kihei Rd Unit B304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,200,000
2 Beds ⋅ 2 Baths ⋅ 410442 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features new appliances and an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat.

3800 Wailea Alanui Blvd Unit H102, Kihei

Listing courtesy of Hawaii Life (W).

$268,000
1 Baths ⋅ 410403 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Surf BLDG.
FANTASTIC PRICE! This charming studio offers a direct ocean view across South Kihei Road to Kalepolepo Beach Park & the Whale Sanctuary. Its flexible usage might include vacation rental, long-term rental, or residence. An efficient open studio design features functional living/sleeping space, full kitchen, & private lanai. Kihei Bay Surf complex includes swimming pool, heated hot tub, tennis court, and BBQ gas grill areas set within lush tropical grounds. Steps from the historic Ko'ie'ie Fishpond & beach park, Kihei Bay Surf complex is complemented by convenient access to all local beaches, shopping, fabulous dining options & a short drive to championship golf courses in Wailea. A great price for a convenient & must-have property!

715 S Kihei Rd Unit 103, Kihei

Listing courtesy of Bello Realty Inc.

$749,000
1 Beds ⋅ 2 Baths ⋅ 410398 MLS ⋅ Fee Simple Tenure ⋅ Nani Kai Hale BLDG.
This beautifully updated, beachfront, hotel zoned vacation rental condominium delivers a turnkey opportunity for the savvy investor or resident seeking modern finishes and lanai ocean views. The entire unit has been thoughtfully remodeled with a clean, contemporary aesthetic. A Fleetwood sliding glass door and upgraded windows significantly reduce outside noise while adding to the unit’s refined finish. The elegant kitchen features granite countertops, glass tile backsplash, stainless steel appliances, and a convection oven, creating a stylish and functional space for cooking and entertaining. Both bathrooms showcase a resort inspired design, including a spacious walk in shower in the primary bath and a relaxing tub/shower combination in the guest bath. A private lanai offers the perfect place to unwind and enjoy sunset views. Split air conditioning keeps the unit cool and comfortable year round, while vinyl laminate flooring throughout provides a modern look with easy maintenance. This unit is one of the few units in the complex that has hooks for a washer/dryer in the unit. The building offers elevator access and covered parking for convenience. The complex features direct beach access, a refreshing pool, an oceanside lounge area, and barbecue facilities ideal for enjoying Maui’s outdoor lifestyle. Situated on Maui’s renowned Sugar Beach, known for its seven miles of white sand shoreline, this property offers unparalleled beachfront living and exceptional rental potential.

73 N Kihei Rd Unit 203, Kihei

Listing courtesy of Kokua Realty LLC.

$3,150,000
4 Beds ⋅ 3 Baths ⋅ 410371 MLS ⋅ Fee Simple Tenure
Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

162 W Ikea Kai Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 410367 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular Maui sunsets from the comfort of your own home. Residents enjoy exceptional amenities, including a clubhouse with a fitness center, swimming pool, hot tub, barbecue area, outdoor dining space, and event room. Ideally located in the heart of Wailea, you're just minutes from five of South Maui's finest beaches, world-class golf, luxury shopping, award-winning restaurants, spas, and everything that makes Wailea one of Hawaii's most sought-after communities. Set on 12 acres of beautifully landscaped grounds, Wailea Fairway Villas offers the perfect blend of resort-style living and everyday comfort.

3950 Kalai Waa St Unit R102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,995,000
2 Beds ⋅ 2 Baths ⋅ 410363 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 bedroom, 2 bathroom residence offers 1,363 square feet of interior living space with beautiful ocean views and the added privacy of bordering a lush greenbelt. Vaulted ceilings in the living room and guest bedroom create an open, airy feel, while large windows and sliding glass doors fill the home with natural light. Nearly every room enjoys views of the Pacific and surrounding tropical landscape. The spacious primary suite features its own private lanai, a generous walk in closet, and an additional storage room, providing exceptional functionality. The expansive main lanai borders the greenbelt and offers an inviting setting for outdoor dining, relaxing, and taking in Maui's sunsets. A washer and dryer are conveniently located within the residence, and central air conditioning provides added comfort. Offered furnished and move in ready, the residence presents an exceptional opportunity for a new owner to update and personalize the interiors while maximizing the value of its outstanding location, desirable floor plan, and ocean view setting. Wailea Elua offers direct access to Ulua Beach, two swimming pools, spas, a fitness pavilion, tennis court, gated entry, beautifully maintained grounds, and on-site security. Located just moments from championship golf courses, The Shops at Wailea, acclaimed restaurants, and the Wailea Beach Path, Unit 2010 is an exceptional opportunity to create your own island retreat in one of Maui's most sought after resort communities.

3600 Wailea Alanui Dr Unit 2010, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$1,670,000
2 Beds ⋅ 2 Baths ⋅ 410361 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom condominium at Keala O Wailea offers a combination seldom found: the convenience of single-level living, breathtaking ocean views, and the privacy of one of the community's most desirable locations. Thoughtfully positioned in a quiet corner of the complex, this meticulously maintained home enjoys an expansive green lawn just beyond the lanai, making it an ideal retreat for pet owners and those who appreciate seamless indoor-outdoor living. The sense of privacy is remarkable, creating a peaceful sanctuary surrounded by lush tropical landscaping. Inside, every detail reflects quality and care. High-end luxury furnishings, sophisticated finishes, and several custom enhancements elevate the home well beyond the ordinary. The spacious, open-concept floor plan is filled with natural light and captures the beauty of Wailea from the main living areas, creating an inviting atmosphere for both everyday living and entertaining. Keala O Wailea is one of Wailea's premier luxury residential communities, ideally perched above the Wailea Blue Golf Course. This gated enclave offers an exceptional island lifestyle with resort-inspired amenities, including an elegant pool and spa, a beautifully appointed pavilion with an outdoor kitchen, and a spacious fitness center. Just moments away are Wailea's world-renowned beaches, championship golf courses, luxury shopping, acclaimed restaurants, scenic coastal paths, and the unparalleled natural beauty that defines South Maui. Whether you're searching for a full-time residence or an elegant island retreat, this exceptional home embodies the privacy, comfort, and refined island lifestyle that make Wailea one of Hawaii's most coveted places to call home.

67 Wailea Gateway Pl Unit 6-103, Kihei

Listing courtesy of Hawaii Life (W).

$4,795,000
3 Beds ⋅ 4 Baths ⋅ 410334 MLS ⋅ Fee Simple Tenure ⋅ Papali Wailea BLDG.
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$725,000
2 Beds ⋅ 2 Baths ⋅ 410328 MLS ⋅ Fee Simple Tenure ⋅ Koa Kai BLDG.
Welcome to Koa Kai 6B, a beautifully updated 2-bedroom, 2-bath condo in a boutique, pet-friendly complex of just 18 units in the heart of South Kihei. Ocean views greet you through the large sliding glass doors, filling the living space with natural light and bringing in the relaxed feel of Maui living. The open kitchen features wood cabinetry, granite countertops, a tile backsplash, stainless steel appliances, recessed lighting, a built-in spice rack, and plenty of organized storage. Tile flooring runs throughout the unit, along with crown molding and updated windows. Both bathrooms have been remodeled, and the spacious primary bedroom includes a custom built-in closet system. Two split-system AC units help keep the home cool and comfortable year-round. Koa Kai also offers covered parking and a well-maintained pool area for residents to enjoy. Conveniently located near Kamaole Beach I, Charley Young Beach, and Cove Park, with favorite local restaurants, shopping, and everyday necessities close by. Koa Kai 6B offers ocean views, thoughtful updates, and a comfortable place to call home in one of South Kihei’s most convenient locations.

99 Walaka St Unit #6B, Kihei

Listing courtesy of eXp Realty.

$29,900,000
5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.