Wailea Homes under $2.5 million

Wailea Homes under $2.5 million

Welcome to Wailea, a stunning gem nestled on the southern coast of Maui, Hawaii. Renowned for its breathtaking beaches, luxurious resorts, and world-class golf courses, Wailea offers an idyllic lifestyle that perfectly blends relaxation and adventure. With its year-round sunshine and gentle ocean breezes, this vibrant neighborhood is a paradise for outdoor enthusiasts, families, and anyone seeking a slice of island life.

Wailea is characterized by its meticulously landscaped surroundings, offering a serene and upscale atmosphere. The community boasts a variety of amenities, including high-end shopping at The Shops at Wailea, fine dining experiences featuring fresh local cuisine, and access to some of the best beaches in the world, such as Wailea Beach and Makena Beach. Whether you’re looking to indulge in a spa day or explore the underwater wonders through snorkeling, Wailea has something for everyone.

For those looking to invest in this tropical haven, the real estate market in Wailea offers an enticing selection of homes under $2.5 million. These properties provide an excellent opportunity to own a piece of paradise without breaking the bank. From charming single-family homes to modern condos with ocean views, there’s a diverse range of options to suit various lifestyles and preferences.

Living in Wailea means embracing the spirit of aloha, where every day feels like a vacation. With its stunning scenery and vibrant community, Wailea is not just a place to live—it's a lifestyle to love. Come discover your dream home in this enchanting coastal paradise!

Newest Wailea Homes under $2.5 million

10 Wailea Ekolu Pl Unit 402, Kihei
$1,535,000
2 Beds ⋅ 2 Baths ⋅ 410990 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Wake up to sweeping, just about, 180-degree ocean views at Wailea Ekolu 402 with Lana’i, Kaho’olawe and Molokini crater in the frame. This is a beautifully updated two bedroom, two bath upstairs condo that perfectly captures the relaxed elegance of Wailea living. This tastefully renovated unit is being sold furnished and features soaring high ceilings that create an open, airy feel, while split A/C in every room keeps things comfortable year-round. Upgraded kitchen and bathrooms. This was a remodel focused on the details featuring electric shades in the living room and even the washer and dryer have been relocated to a more centralized spot. From your elevated vantage point, enjoy expansive ocean views that stretch across the horizon, ideal for morning coffee or tea, whale watching, sunset unwinding, or simply soaking in the island atmosphere. Located in the heart of the Wailea Resort Community, Ekolu 402 sits just above the Wailea Village placing shops, restaurants, and everyday conveniences right in your front yard. The complex offers two swmming pools & outdoor BBQ areas. World-class beaches, golf courses, and resort amenities are all close by, making this an ideal full-time residence, second home, or island retreat. If you’re looking for a move-in-ready condo with massive ocean views, comfort, and an unbeatable Wailea location, call your favorite Realtor because this one checks all the boxes.

10 Wailea Ekolu Pl Unit 402, Kihei

Listing courtesy of Hawaii Life (W).

10 Wailea Ekolu Pl Unit 1705, Kihei
$1,425,000
2 Beds ⋅ 2 Baths ⋅ 410957 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Beautifully remodeled and filled with the relaxed spirit of Wailea, this ground-floor, walk-out residence at Wailea Ekolu offers ocean and sunset views from an elevated setting. Light and bright, the open floor plan flows naturally to a spacious covered lanai; an inviting place to dine, lounge, and enjoy Maui’s indoor-outdoor lifestyle. Even the remodeled kitchen enjoys an ocean view. Located off the foyer and thoughtfully separated from the main living area, the primary suite features an ocean view, a remodeled ensuite bath with a walk-in shower, and a convenient laundry closet. The second bedroom and remodeled guest bath are tucked beyond a hallway door that can be closed to create a private guest wing, complete with a mountain-facing lanai. Newly furnished and currently operating as a vacation rental, the residence has future guest reservations in place and offers the potential for a seamless, turnkey transition with experienced local management available. Wailea Ekolu’s beautifully maintained tropical grounds include two swimming pools and barbecue areas, all ideally located near Wailea’s beaches, golf, shopping, dining, and resorts. After more than 20 years of cherished memories with one family, this lovely Wailea retreat is ready to welcome its next owners, whether as a full-time residence, Maui getaway, or vacation rental.

10 Wailea Ekolu Pl Unit 1705, Kihei

Listing courtesy of (W)here Maui Takes You.

155 Wailea Ike Pl Unit 40, Kihei
$1,149,000
2 Beds ⋅ 2 Baths ⋅ 410950 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Grand Champions #40 is situated in the highly sought-after Wailea Golf Resort & near the Shops at Wailea & 5 luxury oceanfront Wailea Resorts. This is one of the nicest 2bd/2bth "lock off" units in the complex. It features its own private landing leading to both entry doors with 2 primary suites, spacious bathrooms & separate entrances, with a door in the middle of the unit that can be locked to separate one of the bedrooms/baths from the other & allowing 3 ways to utilize this condo. You can use one side with privacy & rent the other side, use it as two separate one-bedroom suites, or as a two-bedroom. The second suite has a mini fridge & microwave. This condo has been remodeled & decorated with finer fabrics & interior design, including new lighting, ceiling fan, décor & fresh interior paint. The private covered lanai features an ocean view looking west over the Pacific Ocean. The lanai is not connected to any other units, which is unusual in this complex. The condo is an end unit & offers a quieter living experience inside as well. The kitchen features stainless steel appliances, granite counters & travertine floors. The bathrooms are appointed with custom walk-in showers & etched glass. There are 2 pools & barbecue areas. Enjoy the white beaches, Wailea Tennis Center & Wailea Blue Golf Course.

155 Wailea Ike Pl Unit 40, Kihei

Listing courtesy of eXp Realty.

3150 Wailea Alanui Dr Unit 3501, Kihei
$1,090,000
1 Beds ⋅ 2 Baths ⋅ 410883 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Welcome to Unit 3501 at Wailea Palms, ideally situated in the quiet lower area of this lush and beautifully maintained Wailea community. Offering fabulous views of the Pacific Ocean and stunning Maui sunsets, this spacious one-bedroom, two-bath residence is designed for relaxed island living. The home features a generous floor plan and an exceptionally large lanai, creating an inviting setting for morning coffee, sunset cocktails, outdoor dining, or simply enjoying the spectacular ocean views. Wailea Palms is surrounded by meticulously manicured tropical landscaping and offers an impressive collection of resort-style amenities, including a fabulous pool and spa, gym, BBQ area, and private putting green. Perfectly located in the heart of Wailea, the property is just minutes from some of Maui's most beautiful beaches, world-class golf, exceptional restaurants, and upscale shopping. A wonderful opportunity to experience the best of Wailea living-with ocean views, beautiful sunsets, generous outdoor space, and resort amenities all in one exceptional setting.

3150 Wailea Alanui Dr Unit 3501, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3150 Wailea Alanui Dr Unit 3807, Kihei
$1,247,000
1 Beds ⋅ 2 Baths ⋅ 410788 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
This beautiful Wailea Palms ocean view retreat is part of an exclusive residential gated community. Enjoy tranquil ocean views from the spacious 1032 sq ft ground floor 1 bedroom/ 2 bath condo. Recent upgrades include brand new luxury flooring, custom paint, updated fixtures and a new AC system. This end unit has a garden setting next door for ample privacy and easy access. This property has a luxurious feel without the pretension or care of a large home. Perfect for a second home, full time residence or your own private haven. Views abound from the living room, bedroom, lanai, and kitchen. A short stroll takes you to all the amenities of an upscale gated community. Close to our revered S. Maui beaches for swimming and leisurely walks. The Wailea Palms complex offers a beautiful ocean view pool, Jacuzzi spa, club house BBQ area and a private workout gym. A few blocks away from the Shops of Wailea and all of Wailea’s finest dining, golf and Resorts. Sold unfurnished

3150 Wailea Alanui Dr Unit 3807, Kihei

Listing courtesy of REMAX Resort Realty.

155 Wailea Ike Pl Unit 122, Kihei
$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).

30 Waikai St, Kihei
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

3150 Wailea Alanui Dr Unit 2801, Kihei
$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).

3150 Wailea Alanui Dr Unit 2703, Kihei
$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.

3950 Kalai Waa St Unit R102, Kihei
$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.

67 Wailea Gateway Pl Unit 6-103, Kihei
$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).

3950 Kalai Waa St Unit S-202, Kihei
$1,079,000
2 Beds ⋅ 2 Baths ⋅ 410253 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathtaking ocean, outer island, and golf course views with unforgettable year-round sunsets. This finely appointed 2-bedroom, 2-bath residence has been freshly painted from top to bottom and features a brand-new split A/C system. Offered fully furnished by the sellers, this move-in ready home allows you to begin enjoying the Wailea lifestyle from day one. The light-filled open floor plan flows seamlessly to a spacious covered lanai, creating the perfect setting for indoor-outdoor living. Wailea Fairway Villas offers a resort-style pool, spa, fitness center, BBQ area, and beautifully maintained tropical grounds, all just minutes from Wailea’s white sandy beaches, 3 championship golf courses, local eateries, luxury shopping, and world-class resorts. Whether you’re looking for a full-time residence, a vacation home, or simply a place to embrace the Maui lifestyle, S202 is a rare opportunity to own one of the community’s premier view residences.

3950 Kalai Waa St Unit S-202, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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