Wailea/Makena Homes with Ocean Frontage

Wailea/Makena Homes with Ocean Frontage

Welcome to Wailea and Makena, two of Maui's most enchanting districts, where the beauty of the Hawaiian Islands meets luxurious living. Nestled on the southern coast of Maui, these areas are renowned for their stunning oceanfront properties, offering breathtaking views and an unparalleled lifestyle.

Wailea is celebrated for its upscale ambiance, featuring world-class resorts, exquisite dining, and pristine beaches. Imagine waking up to the sound of gentle waves lapping against the shore, with panoramic ocean views right from your living room. Homes in this district often boast expansive lanais, perfect for soaking in the picturesque sunsets that paint the sky in hues of orange and pink. Whether you’re seeking a contemporary villa or a charming beachfront cottage, Wailea offers an array of oceanfront properties that cater to diverse tastes and preferences.

Just a stone's throw away, Makena exudes a more laid-back vibe while still providing luxurious oceanfront living. Known for its secluded beaches and natural beauty, Makena is perfect for those who appreciate tranquility and outdoor adventures. Here, you can find homes that seamlessly blend indoor and outdoor living, with private access to some of the most beautiful beaches in the world.

Living in Wailea and Makena means embracing a lifestyle filled with outdoor activities, from snorkeling in crystal-clear waters to golfing at championship courses. With oceanfront properties that offer direct access to the beach, you'll find yourself immersed in the vibrant culture and natural beauty that Maui has to offer. Discover your dream home in Wailea or Makena and experience the magic of island living today!

Newest Wailea/Makena Homes with Ocean Frontage

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).

4000 Wailea Alanui Dr Unit 1104, Kihei
$7,999,000
3 Beds ⋅ 5 Baths ⋅ 411043 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Rarely does a front row Wailea Point residence become available with this level of thoughtful, high-end upgrading. Unit 1104 delivers unobstructed, front-row ocean views from one of Maui's most coveted oceanfront communities, framed by soaring high ceilings that flood the living space with light and amplify the sense of openness. Every detail has been considered. Polarized, mitered glass windows preserve the breathtaking ocean views without sacrificing UV protection while two new air conditioning units keep the home cool and comfortable year-round. The kitchen has been beautifully upgraded with natural stone countertops and a new GE Monogram refrigerator. A Samsung Frame TV adds a sophisticated, gallery-like touch to the living space. The main floor offers two generously appointed bedrooms and three fully remodeled bathrooms, thoughtfully designed for comfort and everyday living. Ascend the impeccably crafted staircase to a spacious master suite retreat, complete with its own private lanai and two full bathrooms — a rare layout offering separation, privacy, and space to unwind while taking in the same front row ocean views. A private single car garage (Garage 1104-G) is included in the sale. Wailea Point remains one of South Maui's premier gated oceanfront communities, offering resort-style amenities, meticulously maintained grounds, and direct access to the Wailea coastal path. Set on almost 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy and beauty. Residents enjoy 24-hour gated security, four swimming pools, spa, pavilions, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. This front row residence combines unbeatable location with move-in-ready upgrades and thoughtful design - a rare opportunity for discerning buyers.

4000 Wailea Alanui Dr Unit 1104, Kihei

Listing courtesy of Wailea Point Realty, Inc..

3800 Wailea Alanui Dr Unit F-302, Kihei
$7,495,000
3 Beds ⋅ 4 Baths ⋅ 411032 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
The Spirit of Hawaii . . . . A timeless work of art blending retro charm with contemporary luxury. This extraordinary Villa brings character to a modern Island setting. The 2024 professionally decorated and renovated top-floor Villa is truly one of a kind at Wailea Beach Villas. This single-level technologically advanced smart residence is a rare expression of refined Maui living, combining sophisticated elegance with authentic Hawaiian soul. It features three spacious bedroom suites and three-and-a-half luxurious baths with automated window & lanai shades. The beautifully renovated interior is ideal for both relaxed island living and sophisticated entertaining. Designed for effortless indoor-outdoor living, the private turn-key Villa offers 3,568 sf total under roof living area and showcases breathtaking year-round ocean and sunset views. Amenities include an elevator, gated entry, manned security and private garage. A distinctive custom bar with a retro-inspired second refrigerator complements the newly renovated, fully stocked kitchen, which features refined finishes and premium Miele appliances, including a gas cooktop. Sophisticated, inviting, and unmistakably Maui, this exceptional residence captures the spirit of Hawaii in a way that is uniquely its own - a true one-of-one in the heart of the Wailea Resort. Its location is unsurpassed, situated on white sand beaches offering ocean activities, private beach lounge chairs and umbrellas along the renowned Wailea oceanfront pathway. Nearby, enjoy golf, tennis, pickleball, hiking, cycling, fine dining and the Shops at Wailea. You are invited to a private preview.

3800 Wailea Alanui Dr Unit F-302, Kihei

Listing courtesy of Compass-W.

3600 Wailea Alanui Dr Unit 2201, Kihei
$3,000,000
2 Beds ⋅ 2 Baths ⋅ 411022 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Aloha and Welcome to Wailea Elua, one of Wailea's top world class premier properties comfortably situated on twenty-five acres with direct beach and ocean access, which is HOTEL/RESORT ZONED allowing owners the ability to "SHORT TERM VACATION RENTAL" to generate income if so desired!! Wailea Elua also boasts as one of the lowest density real estate properties in all of Wailea and Makena at 6.1 units per acre, with 2201 situated on the southern most Elua border with privacy. This fine ground floor condominium offers easy access with complete pride of ownership as it has been meticulously maintained with an updated painted interior and tastefully tiled throughout which assists for easy maintenance and keeping it cool!! Beautiful and functional kitchen with all top of the line stainless appliances, separate dining area with a nice comfortable living area that opens up to 450 square feet of lanai + lush green area off of lanai. Wailea Elua offers all that one would expect in a world class resort, 24 hour gated with security, ocean front pavilion, world class shopping and dining at Shops at Wailea, directly between Andaz and Marriot Resorts for more dining, pickle ball, exercise room, bbq area, extra beach toy storage and much more!!! 2201 is completely furnished and turnkey with quality interior amenities to move right in!!

3600 Wailea Alanui Dr Unit 2201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 2109, Kihei
$3,000,000
2 Beds ⋅ 2 Baths ⋅ 411018 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private and large pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additional amenities such as a second pool, hot tub, tennis & pickleball courts and a putting green. Boasting nearly 1600 square feet of living space, this 2 bed/2 bath condo feels even more spacious with an open-floor plan allowing a seamless flow from inside to outside. The main lanai spans the entire frontage of the condo - from coffee time perched on the bedroom lanai to sunset hour on the large covered deck off the living room, you’ll love this tropical Maui retreat. A bonus, spacious patio off the kitchen allows for a special place under the stars to enjoy evening barbecues with friends and family. Preparing meals in the fully equipped kitchen with stainless steel appliances and oversized granite countertops makes cooking feel more like social hour. Being situated in a hotel-zoned resort, this condo currently operates as a successful short-term vacation rental and will be sold turn-key with all the necessities included - just pack your toothbrush and sunscreen! The spacious garage provides ample room for a vehicle as well as extra space for additional storage of your beach toys! Walking distance to the finest in world-class dining, shopping, golf and more.

3600 Wailea Alanui Dr Unit 2109, Kihei

Listing courtesy of Century 21 Island Homes.

4400 Makena Rd Unit 109, Kihei
$3,595,000
2 Beds ⋅ 2 Baths ⋅ 410949 MLS ⋅ Fee Simple Tenure ⋅ Polo Beach Club BLDG.
At Polo Beach Club 109, the best part of a Maui day is how easily it unfolds. Open the doors to a generous ground-floor lanai, enjoy your morning coffee among the palms, and take in the ocean view before exploring the pool or the lovely sand at Polo Beach. This two-bedroom, two-bath Wailea residence offers 1,238 square feet of interior living space, an inviting kitchen and dining area, and a comfortable place to gather after a day outdoors. Its location within the property offers a quieter, more private feel while keeping the beach close. With no elevator ride between the lanai and the lawn, it is easy to head out for another swim, welcome grandchildren for a beach day, or make the kind of family memories that bring everyone back to Maui. Polo Beach Club puts Wailea’s coastal walk, dining, shopping, and golf within reach. Come for the setting; stay for the simple pleasure of making it your own.

4400 Makena Rd Unit 109, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3800 Wailea Alanui Blvd Unit H102, Kihei
$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).

34 Maluaka Pl Unit Unit 9, Kihei
$36,900,000
5 Beds ⋅ 6 Baths ⋅ 410387 MLS ⋅ Fee Simple Tenure
This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an atmosphere of sophistication and tranquility—perfect for both grand entertaining and private relaxation in an unparalleled island setting. Two expansive covered lanais provide exceptional spaces for dining, entertaining, and relaxing in comfort year-round, while the private spa offers the perfect retreat after a day enjoying Maui's world-class beaches and golf. Located within an exclusive gated community, the residence is just steps from multiple pools at the Makena Golf & Beach Club and offers exceptional privacy with convenient access to the club's premier amenities. Offered fully furnished and in true move-in-ready condition, the property also includes two low-mileage SUVs, allowing you to begin enjoying the island lifestyle from day one. Wake up each morning to the soothing sound of the waves and end every evening watching the sun set over the Pacific from this extraordinary oceanfront address. *Inquire separately about Membership to Makena Golf and Beach Club. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit is approved for a main house.

34 Maluaka Pl Unit Unit 9, Kihei

Listing courtesy of Discovery Makena Realty LLC.

3600 Wailea Alanui Dr Unit 2010, Kihei
$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).

5050 Makena Rd, Kihei
$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.

4000 Wailea Alanui Dr Unit 101, Kihei
$13,900,000
4 Beds ⋅ 4 Baths ⋅ 410182 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single detail is pointed out. The residence showcases nine-foot clear grade Cedar ceilings, travertine marble floors, Sub-Zero, Wolf, and Thermador appliances, an African Mahogany wet bar, and Big Island Koa entry doors — all of which convey with the sale. In 2025, it was further elevated with a fully automated lighting and shade system — controlled at the touch of a button — and custom engraved electrical covers throughout. All-new furnishings, including a custom Koa coffee table set on a driftwood base, also convey. A 2025 Jeep and premium golf cart may also be available to the purchaser — full details outlined in the Disclaimer below. Set within 30 acres at under 4 units per acre — one of the lowest density communities in Hawaii. Four resort-style pools · lighted tennis and pickleball · fitness center · 24-hour gated security. Immediate neighbors include the Four Seasons Resort Maui and the Fairmont Kea Lani — world-renowned luxury hotels. Their restaurants, spas, and beaches are part of daily life here. Private appointment only · Pre-qualified buyers exclusively. DISCLAIMER Purchase of this property includes mandatory membership in the Wailea Community Association (WCA), which is separate and distinct from the property's AOAO (Association of Apartment Owners). Buyers should independently review WCA governing documents, dues, and obligations as part of their due diligence. A 2025 Jeep and premium golf cart may be available to the purchaser under a separate bill of sale. These items are personal property, are not included in the real property purchase price, and will be transferred separately from the real estate transaction. This will be outside of escrow. Wailea Point's original governing documents prohibit rentals of fewer than 30 consecutive days. An amendment effective July 1, 2026 that sought to increase the minimum lease term to more than 365 days was held invalid. Buyers should independently review the current declaration, bylaws, house rules, AOAO notices, applicable governmental requirements, and any subsequent legal developments. No representation or guarantee is made regarding rental eligibility, rental income, or future rental restrictions.

4000 Wailea Alanui Dr Unit 101, Kihei

Listing courtesy of Engel & Volkers Maui.

3300 Wailea Alanui Dr Unit 38A, Kihei
$1,695,000
1 Beds ⋅ 2 Baths ⋅ 409934 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

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