Wailea/Makena Homes with Pool

Wailea/Makena Homes with Pool

Welcome to Wailea and Makena, two of Maui's most enchanting districts, where the sun kisses the sea and luxury living meets natural beauty. Nestled along the southern coast of Maui, these vibrant communities are celebrated for their stunning beaches, world-class resorts, and breathtaking ocean views. Wailea, known for its upscale ambiance, offers a blend of high-end shopping, gourmet dining, and pristine golf courses, all set against a backdrop of swaying palms and azure waters. Just a stone's throw away, Makena boasts the famous Big Beach, where soft golden sands meet the gentle waves of the Pacific, providing the perfect spot for sunbathing, swimming, or simply soaking in the island's serene atmosphere.

When it comes to finding your dream home in this tropical paradise, Wailea and Makena offer an impressive selection of properties, many of which come with luxurious pools. Imagine stepping out of your backdoor to dive into your very own oasis, surrounded by lush landscaping and the soothing sounds of nature. These homes with pools provide the ultimate retreat, allowing you to unwind in style after a day of exploring the island or basking in the sun. Whether you're looking for a contemporary villa with ocean views or a charming bungalow tucked away in a quiet neighborhood, Wailea and Makena have something to suit every lifestyle.

Embrace the island life in Wailea and Makena, where exquisite homes with pools await to welcome you to your personal slice of paradise. Experience the perfect blend of luxury, relaxation, and natural beauty in one of Maui's most sought-after destinations. Your dream home is just a heartbeat away!

Newest Wailea/Makena Homes with Pool

3300 Wailea Alanui Dr Unit 20B, Kihei
$1,295,000
1 Beds ⋅ 2 Baths ⋅ 411218 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
Spacious 1-bedroom, 2-bath floor plan, in a convenient Lower Village location, less than 500 feet from Keawakapu Beach. Offered fully furnished with coastal-inspired decor and colorful artwork, this spacious condo features two connected lanais overlooking a private garden setting, with peekaboo ocean views beyond the bougainvillea, palms, and lawn. Hardwood and tile floors, recessed lighting, and a remodeled kitchen with stainless steel appliances create a comfortable space for everyday living or an island getaway. Air conditioning and ceiling fans serve both the great room and bedroom, and there is an in-unit full-size washer and dryer. The bedroom features a California king bed, and a queen sleeper sofa provides additional sleeping space, with a second bathroom offering privacy for guests. Both bathrooms have granite countertops and Italian tile, with a rain shower in the primary bath. A Sonos sound system, generous closets, lanai storage, and comfortable outdoor furnishings complete the home. Set across 34 acres of tropical landscaping, Wailea Ekahi offers four swimming pools, including one near Building 20, plus a beachfront main pool and pavilion with direct access to the ocean. Enjoy beach days and sunset views, with Wailea’s shopping, dining, activities, and golf nearby.

3300 Wailea Alanui Dr Unit 20B, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

3200 Wailea Alanui Dr Unit 307, Kihei
$1,149,000
1 Beds ⋅ 2 Baths ⋅ 411209 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Beautifully renovated 1-bedroom, 2-bathroom ground-floor retreat that blends island charm and indoor/outdoor resort-style living with an expansive lanai of approximately 473 sq ft for an approximate seamless living space of 1500 sq ft. The light-filled, open layout features travertine flooring, a sunken living room and fully upgraded kitchen that boasts granite countertops, top-tier stainless steel appliances, and a pass-through window to the private lanai area. Perfect for entertaining or relaxing amid lush tropical foliage and peek-a-boo ocean views. The primary suite offers direct lanai access, a king bed, split A/C, and an ensuite with dual sinks and tub, while the guest bathroom features a custom travertine walk-in shower. Replete with high-end furnishings. Easy access through manicured gardens to a luxe resort amenity center including pool, poolside spa, and BBQ areas. Just moments from famed Keawakapu Beach. Move-in-ready to awaken your Maui dream life!

3200 Wailea Alanui Dr Unit 307, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3300 Wailea Alanui Dr Unit 13C, Kihei
$1,499,143
1 Beds ⋅ 2 Baths ⋅ 411202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
The Beachfront Gem You've Been Waiting For! Beautifully updated and thoughtfully appointed, this 1-bedroom, 2-bath residence at Wailea Ekahi offers an exceptional opportunity to experience the best of Maui's beachfront living. Gorgeous ocean views can be enjoyed from the main living and kitchen areas, as well as the expansive lanai-an inviting setting for morning coffee, sunset cocktails, and relaxed island living. Split A/C systems provide comfort year-round, while the stylish updates and welcoming interiors create a serene island retreat. Set within the exclusive beachfront community of Wailea Ekahi, residents enjoy a beautiful pool area, fitness center, and spacious entertainment pavilion with a full kitchen, all just steps from the golden sands of Keawakapu Beach. Ideally located near Wailea's world-class golf, upscale dining, luxury resorts, and shopping, this is a special opportunity to own your own slice of paradise in one of South Maui's most desirable beachfront communities. Elegant island living. Spectacular ocean views. Your Maui escape awaits.

3300 Wailea Alanui Dr Unit 13C, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 502, Kihei
$1,190,000
2 Beds ⋅ 2 Baths ⋅ 411174 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
PALMS AT WAILEA open-concept 2B|2B fully furnished condo features a private second-floor setting with an expansive double lanai surrounded by lush tropical foliage with a glimpse of the ocean; the perfect environment for Maui’s indoor-outdoor lifestyle. Filled with natural Maui light, it features beautiful tile flooring, two split-system AC systems, updated bathroom vanity, a seamless indoor-outdoor kitchen layout and a conveniently located assigned parking space. The exceptional location near Keawakapu Beach features beautifully landscaped grounds, a resort-style pool and spa nearby championship golf courses, tennis, pickleball, ocean activities, hiking, world-class resorts, fine dining and exclusive shopping at the Shops at Wailea and the Wailea Village. A rare opportunity offering an ideal blend of location, space, privacy, and value in the heart of the highly-desired Wailea Resort on Maui. Flexible options include vacation rentals, full-time residency or enjoyment as a second home.

3200 Wailea Alanui Dr Unit 502, Kihei

Listing courtesy of Compass-W.

4955 Makena Rd Unit D302, Kihei
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 411173 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
EXCEPTIONAL LUXURY, EXTRAORDINARY VIEWS, AND ROOM FOR EVERYONE! Welcome to Na Hale O Makena D302, a beautifully appointed, expansive 4-bedroom, 3.5-bath luxury condominium offering the space, comfort, and privacy of a gracious island residence, complemented by some of South Maui's most breathtaking ocean views. Imagine gathering family and friends for unforgettable Maui experiences, with generous accommodations that can comfortably host a large group. Whether you're looking for an extraordinary family vacation home, a multigenerational island retreat, or a private corporate getaway, D302 offers the flexibility and spaciousness to bring everyone together without sacrificing personal space. The magnificent ocean panorama takes center stage, with unobstructed views of Molokini, Kaho?olawe, spectacular year-round sunsets, and seasonal whale watching. From the rear bedroom, enjoy a peaceful view of majestic Haleakala. These are the views people dream of when they imagine owning a home in Maui. Inside, you'll discover elegant marble tile flooring, granite countertops, a beautifully designed Snaidero kitchen with premium Gaggenau and Bosch appliances, and thoughtfully furnished living spaces. An additional upstairs living area provides a wonderful second gathering space, ideal for entertaining, relaxing, or simply giving everyone room to spread out. Offered fully furnished, this residence is ready for you to begin enjoying the Maui lifestyle. Set on approximately six beautifully maintained acres with just 40 exclusive residences, Na Hale O Makena offers an intimate, private setting rarely found in condominium living. Residents enjoy a swimming pool, spa, fitness center, and the peace of mind that comes with a gated community. Vacation rentals are prohibited, helping preserve the residential atmosphere and tranquility that make this property so special. Located just minutes south of Wailea's championship golf courses, world-class resorts, fine dining, luxury shopping, and spectacular beaches, you'll enjoy convenient access to South Maui's finest amenities while returning home to the quiet beauty of Makena. More than a luxury condominium, D302 is a place to bring generations together, create lasting memories, and experience the very best of Maui. With its extraordinary views, generous living spaces, elegant appointments, and exclusive setting, this is a rare opportunity to own a truly exceptional Makena retreat. Welcome home to Na Hale O Makena D302.

4955 Makena Rd Unit D302, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 151, Kihei
$950,000
1 Beds ⋅ 2 Baths ⋅ 411170 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Welcome to Grand Champions Unit 151, a beautifully renovated ground-floor one bedroom two bath condominium overlooking the first fairway of the Wailea Blue Golf Course. Enjoy spectacular year round Maui sunsets, tranquil golf course views, and a peekaboo ocean view from your private lanai. This tastefully updated residence features an open floor plan, stainless steel appliances and a queen Murphy bed for additional guests. This unit is being offered fully furnished and turn key, in a prime location ready for you to enjoy! Grand Champions offer two pools, spas, and BBQ areas surrounded by tropical landscaping. Ideally located in the heart of Wailea, minutes from world class beaches, golf, shopping and dining.

155 Wailea Ike Pl Unit 151, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3870 Wailea Ekolu Pl, Kihei
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 411166 MLS ⋅ Fee Simple Tenure
3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestigious Wailea Resort. Positioned on an exceptional lot overlooking the ocean, this 3-bedroom, 3.5-bath residence captures panoramic views of Kahoolawe, Lanai, Molokai, and Molokini. Designed to maximize its breathtaking setting, the home features a functional floor plan, ensuite bathrooms in every bedroom, and seamless indoor-outdoor living. Enjoy Maui’s spectacular sunsets and seasonal whale watching from the spacious entertaining lanai, private swimming pool, and spa.The gated Wailea Golf Estates neighborhood is set among the scenic fairways of the Wailea Blue Golf Course, offering a desirable setting within one of Maui’s most sought-after resort communities. Ideally located just minutes from South Maui’s beautiful beaches, including Keawakapu Beach and Wailea Beach, the property also offers convenient access to championship golf courses, fine dining, luxury resorts, and upscale shopping at The Shops at Wailea. Whether seeking a primary residence or a private island retreat, 3870 Wailea Ekolu Pl. offers exceptional ocean-view living and the opportunity to enjoy the best of the Wailea lifestyle.

3870 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 207, Kihei
$2,395,000
1 Beds ⋅ 2 Baths ⋅ 411159 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Enjoy the expansive ocean view over the tropical landscaping from the living area, large covered lanai and the primary suite of this spacious 1 BD/2BA ground floor unit. Wailea Elua 207 is a well maintained condo which is being sold tastefully furnished. Additionally, this unit has been updated with a new AC unit, hot water heater & dishwasher as well as two recently replace sliding doors & screens. As an added bonus there is a large walk-in storage area just inside the entrance. The Wailea Elua community is one of the few low-density, beachfront properties in Wailea. Enjoy the two pools, heated spa, paddle/tennis courts, fitness center pavilion, beachside BBQ area, putting green and manned & gated entry. Wailea Elua Village is situated right on world-famous, Ulua Beach and on the 1 1/2 mile Wailea beachfront boardwalk. Just a short distance to five-star hotels, fine dining, and the Shops at Wailea, Wailea Elua units are zoned Hotel Resort and allow Owners the ability to use the property for Short Term Vacation Rentals (STVR) to generate income if desired.

3600 Wailea Alanui Dr Unit 207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1403, Kihei
$975,000
1 Beds ⋅ 2 Baths ⋅ 411151 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Enjoy the relaxed island lifestyle at Wailea Ekolu #1403, an updated, fully furnished one-bedroom, two-bathroom condo offering ocean views and convenient ground-level living with no stairs. The thoughtfully appointed interior features two split AC units, one in the living room and one in the bedroom, providing comfort throughout the year. Two separate lanais extend the living space outdoors, creating inviting spots to enjoy the tropical surroundings, morning coffee, or sunset evenings. Ideally located near one of the community pools and BBQ areas, this residence offers easy access to some of Wailea Ekolu’s most desirable amenities. Owners have the opportunity to join the Wailea Golf Club membership, adding another way to enjoy the resort lifestyle. Set within the renowned Wailea resort community, Wailea Ekolu #1403 is conveniently close to beautiful South Maui beaches, championship golf courses, upscale shopping, and a variety of restaurants. Whether you’re seeking a Maui getaway, a comfortable island retreat, or a place to enjoy the best of Wailea, this property offers an appealing combination of comfort, convenience, and location.

10 Wailea Ekolu Pl Unit 1403, Kihei

Listing courtesy of Hawaii Life (W).

86 Poailani Pl Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411148 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as single family home MLS#411149. Experience effortless Wailea living in this beautifully appointed 4-bedroom, 4.5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury.

86 Poailani Pl Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

86 Poailani Pl Unit Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411149 MLS ⋅ Fee Simple Tenure
Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo.

86 Poailani Pl Unit Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 1207, Kihei
$1,349,000
2 Beds ⋅ 2 Baths ⋅ 411145 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Palms at Wailea #1207 offers a rare chance to own a beautifully remodeled, fee simple 2 bedroom, 2 bath residence in one of Wailea’s most coveted communities, at a price point that is increasingly hard to find for a 2BR/2BA in Wailea. With a ground level entry, there is no climbing to an upper floor; simply walk in to a bright, airy interior refreshed with a tasteful renovation beginning in 2023, featuring elegantly remodeled bathrooms, new flooring, an in-unit washer and dryer, and air conditioning for year-round comfort. Privately set along the tranquil inner greenbelt, the spacious lanai opens directly onto lush, meticulously maintained grounds, inviting you to unwind in the gentle trade winds. This intimate, Mediterranean-style community is surrounded by gardens showcasing more than a hundred varieties of palms, with a resort-style pool, hot tub, BBQ area, fitness center, and clubhouse just steps from your door. World-renowned Keawakapu Beach is a short stroll away, and the prestigious Wailea Resort places championship golf, fine dining, boutique shopping, and South Maui’s celebrated beaches at your fingertips. Fully furnished, impeccably maintained, and truly turnkey, #1207 is a private retreat to relax and experience the very best of Wailea living.

3200 Wailea Alanui Dr Unit 1207, Kihei

Listing courtesy of eXp Realty.

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