Wailea Homes with Ocean Frontage

Wailea Homes with Ocean Frontage

Welcome to Wailea, a stunning gem nestled on the southern coast of Maui, Hawaii, where the sun kisses the ocean and the spirit of aloha is felt in every breeze. Known for its luxurious lifestyle and breathtaking natural beauty, Wailea is a premier destination for those seeking the perfect blend of relaxation and adventure.

This idyllic neighborhood boasts pristine beaches, crystal-clear waters, and an array of world-class amenities. Residents and visitors alike can enjoy the renowned Wailea Beach, a stretch of soft golden sand perfect for sunbathing, swimming, and snorkeling. The nearby Wailea Golf Club offers three championship courses, making it a golfer’s paradise with sweeping ocean views at every hole.

Wailea is also home to an impressive selection of upscale dining options, boutique shopping, and luxurious resorts, ensuring that every need is catered to. Whether you’re indulging in a gourmet meal at a seaside restaurant or exploring the vibrant local art scene, there’s always something to delight the senses.

For those dreaming of oceanfront living, Wailea offers an exquisite selection of homes with direct access to the shoreline. Imagine waking up to the soothing sounds of waves crashing and enjoying your morning coffee while gazing at the horizon. These oceanfront properties provide not just a home, but a lifestyle—where every sunset feels like a private retreat and the beauty of Maui is right at your doorstep.

In Wailea, you’re not just purchasing a home; you’re investing in a lifestyle that embodies the essence of paradise. Discover the magic of Wailea and let the ocean be your backyard!

Newest Wailea Homes with Ocean Frontage

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).

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.

3146 S Kihei Rd, Kihei
$20,500,000
3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

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).

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).

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).

4000 Wailea Alanui Dr Unit 802 & 804, Kihei
$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

3300 Wailea Alanui Dr Unit 25C, Kihei
$1,100,000
1 Beds ⋅ 1 Baths ⋅ 409361 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into your own "Secret Garden of Maui." When it's time for the beach and some sun, this unit offers a short 4 minute stroll down to Maui's famous Keawakapu beach. The kitchen boasts stainless steel appliances, including a wood-clad refrigerator, warm-toned ceramic tile countertops, and a full-height backsplash. The natural wood louvered sliders and bi-fold doors enhance the unit's rich and inviting atmosphere. The bedroom offers access to a private garden lanai, creating a peaceful retreat. The custom bathroom features a floor-to-ceiling tiled, glass-enclosed shower with decorative seashell accents. A Murphy bed adds versatility, providing a second sleeping area. Wailea Ekahi is known for its lush tropical landscaping, mature plantings, and a variety of amenities, including multiple pools and tennis courts. The Keawakapu beachfront pool and gathering pavilion are truly exceptional. Nearby, the renowned Shops at Wailea offer fine dining, shopping, and art galleries. Wailea also provides world-class opportunities for golf, tennis, diving, snorkeling, horseback riding, hiking, and is close to luxurious spas.

3300 Wailea Alanui Dr Unit 25C, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

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