Whaler Real Estate

Whaler Real Estate

Welcome to Whaler, a stunning oceanfront subdivision nestled in the heart of Lahaina, Maui. This enchanting community offers a unique blend of luxury living and island charm, making it a coveted destination for those seeking a tranquil yet vibrant lifestyle.

Whaler is perfectly positioned along the breathtaking coastline, where the gentle waves of the Pacific Ocean meet the golden sands of world-renowned beaches. Residents enjoy direct access to the beach, allowing for endless days of sunbathing, swimming, and water sports right at their doorstep. The area is renowned for its stunning sunsets, providing a picturesque backdrop to your evening gatherings and tranquil moments.

This subdivision boasts a diverse array of properties, from upscale condominiums with panoramic ocean views to charming single-family homes surrounded by lush tropical landscapes. Each residence reflects the spirit of island living, featuring open floor plans, spacious lanais, and modern amenities that cater to both comfort and style.

In addition to its natural beauty, Whaler is conveniently located near the vibrant town of Lahaina, known for its rich history, art galleries, and lively dining scene. Residents can indulge in local cuisine, explore boutique shops, and immerse themselves in cultural events that celebrate the unique heritage of the area.

Whether you’re seeking a permanent residence, a vacation home, or an investment opportunity, Whaler offers an idyllic setting where the essence of Hawaiian living comes to life. Experience the allure of Maui and make Whaler your home—a place where every day feels like a vacation!

Newest Listings in Whaler

1 Beds ⋅ 2 Baths ⋅ 410221 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

812-X: November 14 - 28. View of Black Rock from every room. Spend Thanksgiving at the beach. TIO 812 is located on the north side of Tower1 facing Black Rock, a location desired by many for its quiet atmosphere and privacy. Being on the eighth floor, your view over Kaanapali Beach Hotel stretches from the beach out to Black Rock and north toward Kahana. Sip your morning coffee with a vista across the channel to the lush slopes of the island of Molokai. After the beach, retreat to your beach house with the lanai in shade all afternoon. Washer/Dryer.

2481 Kaanapali Pkwy Unit 812/X, Lahaina

Listing courtesy of Keith Eugene Paulsen.

1 Baths ⋅ 410195 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

Experience the best of Ka'anapali Beach from this beautifully positioned 11th-floor residence at The Whaler. Unit 1115 offers breathtaking panoramic views of the Pacific Ocean, the neighboring islands of Lanai and Molokai, and Maui's spectacular year-round sunsets from its spacious private lanai. Thoughtfully maintained and tastefully appointed, this turnkey condominium combines island elegance with the comfort and convenience of a premier beachfront resort. Located in the heart of world-famous Ka'anapali Resort, The Whaler places you just steps from pristine white sand beaches, championship golf courses, Whalers Village shopping and dining, and an array of ocean activities. Resort amenities include a beachfront pool and spa, tennis courts, fitness center, sauna, BBQ areas, tropical landscaped grounds, and 24-hour front desk and security. Whether you're seeking a luxury vacation retreat, a successful vacation rental investment, or both, Unit 1115 offers an exceptional opportunity to own in one of West Maui's most sought-after beachfront properties. Seller has an active Real Estate License in the State of Hawaii.

2481 Kaanapali Pkwy Unit 1115, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

1 Beds ⋅ 1 Baths ⋅ 410081 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.

Whaler TIO 1259Y: Nov 18 - Dec 5: Spend every Thanksgiving on Maui! 1259 is one of the best locations in at The Whaler with BIG view from its top floor location. Facing south, 1259 offers a wide ocean view across the channel to the island of Lanai and out toward Lahaina and up to the West Maui mountains. Bask in the sun all day without leaving your lanai. The one bedroom, one bath time interval floor plans offer a large vanity area that's great for pampering yourself or spacious enough for sharing the space with guests. The comfy sofa sleeper allows the property to comfortably sleep 4 and the washer/dryer makes your 2 week stay comfortable and easy. Front row seat for Maui's stellar sunsets.

2481 Kaanapali Pkwy Unit 1259/Y, Lahaina

Listing courtesy of Monte D Fitts REALTOR.

1 Beds ⋅ 1 Baths ⋅ 409887 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

Whaler 1120 U -Experience the beauty of Kaanapali from this a one-bedroom, one-bath interval ownership opportunity ideally situated on the north side of Tower I. Enjoy breathtaking ocean views overlooking world-famous Black Rock, with panoramic vistas extending across Kaanapali Beach and toward the island of Molokai This beautifully appointed residence offers all the comforts of home, featuring a spacious kitchen with granite countertops, stainless steel appliances, an in-room washer and dryer, and a convenient storage cubby for your personal items. Both the living room and bedroom open directly to a private lanai, creating the perfect setting to relax and take in Maui’s spectacular sunsets and ocean breezes. Owners enjoy access to The Whaler’s exceptional resort amenities, including oceanfront swimming pool and jacuzzi, tennis and pickleball courts, fitness center, beautifully landscaped grounds, and direct beach access. Located in the heart of Kaanapali, The Whaler sits adjacent to Whalers Village, offering more than 100 shops, restaurants, and entertainment options. Stroll the scenic oceanfront boardwalk, explore nearby snorkeling and diving spots, or simply enjoy the world-class beach right outside your door This interval ownership provides annual occupancy from October 3 through October 17 every year in unit 1120. For those seeking an extended stay, the consecutive V interval is also available, offering occupancy from October 17 through October 31. Don’t miss this rare opportunity to own your piece of paradise at one of Maui’s most sought-after beachfront resorts.

2481 Kaanapali Pkwy Unit 1120 U, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

1 Beds ⋅ 1 Baths ⋅ 409888 MLS ⋅ Leasehold Tenure ⋅ Whaler I BLDG.

Whaler 1120 V -Experience the beauty of Kaanapali from this a one-bedroom, one-bath interval ownership opportunity ideally situated on the north side of Tower I. Enjoy breathtaking ocean views overlooking world-famous Black Rock, with panoramic vistas extending across Kaanapali Beach and toward the island of Molokai This beautifully appointed residence offers all the comforts of home, featuring a spacious kitchen with granite countertops, stainless steel appliances, an in-room washer and dryer, and a convenient storage cubby for your personal items. Both the living room and bedroom open directly to a private lanai, creating the perfect setting to relax and take in Maui’s spectacular sunsets and ocean breezes. Owners enjoy access to The Whaler’s exceptional resort amenities, including oceanfront swimming pool and jacuzzi, tennis and pickleball courts, fitness center, beautifully landscaped grounds, and direct beach access. Located in the heart of Kaanapali, The Whaler sits adjacent to Whalers Village, offering more than 100 shops, restaurants, and entertainment options. Stroll the scenic oceanfront boardwalk, explore nearby snorkeling and diving spots, or simply enjoy the world-class beach right outside your door This interval ownership provides annual occupancy from October 17 through October 31 every year in unit 1120. For those seeking an extended stay, the consecutive U interval is also available, offering occupancy from October 3 through October 17. Don’t miss this rare opportunity to own your piece of paradise at one of Maui’s most sought-after beachfront resorts. This is a Leasehold Interval for V.

2481 Kaanapali Pkwy Unit 1120 V, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

1 Beds ⋅ 2 Baths ⋅ 409775 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

Gorgeous 12th-floor penthouse condominium at The Whaler on Ka’anapali Beach. This one-bedroom, two-bath condominium on the top floor of Tower II offers stunning views of the ocean, beach, golf course, and West Maui Mountains. It features a renovated kitchen with granite countertops and stainless steel appliances, updated bathrooms with marble countertops, and refinished teak flooring in the entryway. Furnishings are included, except for decorative items. Located just steps from Ka’anapali Beach and Whalers Village, The Whaler offers convenient access to shopping, dining, and a wide range of resort amenities, including wireless internet, tennis courts, a beachfront pool, Jacuzzi, barbecue areas, a fitness center, spa, covered parking, and gated security. Snorkeling, paddleboarding, surfing, parasailing, and catamaran cruises are available daily right outside your door. Hotel/resort zoning allows short-term rentals, and Unit 1269 has been a successful vacation rental.

2481 Kaanapali Pkwy Unit 1269, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1 Baths ⋅ 409639 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

GORGEOUS! THAT IS WHAT WILL BE GOING THOUGH YOUR MIND WHEN YOU OPEN THE DOOR TO THIS OUTSTANDING CONDO. THE SELLER WORKED WITH THE PREMIERE CONTRACTOR FOR DOING THE BEST AND LATEST AT THE WHALER. THEY MODIFIED THE OWNER'S CLOSET ADDING TO THE KITCHEN. THEY UPGRADED THE APPLIANCES AND REDID ALL COUNTERTOPS AND SHOWER. THIS UNIT HAS SOME OCEANVIEWS. THIS CONDO MUST BE SEEN TO REALLY ADMIRE THE WORK THEY HAVE DONE ON THIS ONE. THE LAUNDRY AND ELEVATORS AND LAUNDRY ARE CONVENIENTLY NEARBY, CLOSE BUT NOT INTRUSIVE. The Whaler remains one of the premier beachfront properties in West Maui. The interiors are kept pristine and almost "like new" condition. The exterior of the buildings and the landscaping create a create a type of Nirvana

2481 Kaanapali Pkwy Unit 418, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

1 Beds ⋅ 1 Baths ⋅ 409595 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.

WTIO 1259M - Enjoy 2 weeks of Summer. Penthouse location in Tower II at The Whaler on Kaanapali Beach. This unit offers exquisite ocean and mountain views with Lanai in the backdrop The condo was renovated in 2013 which included new tile flooring, hardwood cabinetry, granite counter tops, stainless steel appliances, and fully remodeled bathroom. Fully stocked kitchen for easy meal preparation and full set of linens and towels and a fully remodeled bathroom. Enjoy this interval from June 10 to June 24 every year. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due around October. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach boardwalk, sauna, upgraded workout facility, underground parking, two tennis courts and pickelball, and a business hub center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. Enjoy the center courtyard and tropical landscaping and Koi fish pond. Situated in the heart of Kaanapali Beach, The Whaler is a short distance away from famed Black Rock and world class shopping and dining, as well as championship golf courses.

2481 Kaanapali Pkwy Unit 1259M, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

1 Beds ⋅ 1 Baths ⋅ 409535 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

The Whaler 420 offers a rare opportunity to own in a hotel-zoned, fully licensed short-term rental resort on world-famous Kaanapali Beach. This 1 bedroom, 1 bathroom, approximately 901 sq. ft. condo is rental ready and currently part of an active rental program, providing flexibility for both personal use and vacation rental income. Located on the 4th floor, the unit enjoys partial ocean and mountain views from the spacious private lanai. The interior has been thoughtfully upgraded, featuring a renovated kitchen and bathroom with a luxury walk-in shower, along with quality furnishings throughout. The open layout is enhanced by large sliding glass doors that connect both the living area and bedroom to the lanai, creating seamless indoor-outdoor living. A standout feature is the full-size washer and dryer in the unit, an uncommon and highly desirable amenity at The Whaler. Additional features include high-speed internet, in-unit air conditioning, and a flexible floor plan that comfortably accommodates up to four. The Whaler is one of Kaanapali’s most sought-after beachfront resorts, offering a full-service front desk, oceanfront pool and spa, fitness center, tennis courts, and beachside BBQ areas. Its prime location provides immediate access to Kaanapali Beach, with Whalers Village, Black Rock, dining, and shopping all within walking distance. Whether used as a personal Maui retreat or a short-term rental, The Whaler 420 offers an exceptional combination of location, functionality, and resort amenities in a highly desirable beachfront setting.

2481 Kaanapali Pkwy Unit 420, Lahaina

Listing courtesy of Maui Westside Properties.

1 Beds ⋅ 2 Baths ⋅ 409476 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

Welcome to 257 , a premium ocean view condo at The Whaler—an exceptional opportunity to own a premier ocean-view residence on world-famous Kaanapali Beach. Perfectly positioned in highly desirable Tower 2, this spacious one-bedroom, two-bathroom condo offers the ideal blend of comfort, flexibility, and breathtaking scenery. Step out onto your expansive lanai and take in stunning ocean views, year-round sunsets, and the soothing sounds of the Pacific. Whether you’re enjoying your morning coffee or unwinding after a day in the sun, this is island living at its finest. Inside, the thoughtfully designed layout features generous living space, ample closet storage, fully furnished including a king-sized bed and a queen-size sofa sleeper in the living room for added versatility—perfect for hosting guests or maximizing rental potential. Whether you’re seeking a full-time residence, a luxurious vacation retreat, or a high-performing income property, Unit 257 delivers on every level. The Whaler is one of Maui’s most sought-after beachfront resorts, located just steps—approximately 60—from the golden sands and crystal-clear waters of Kaanapali Beach. Spend your days lounging by the oceanfront pool and spa, snorkeling at nearby Black Rock, or enjoying activities such as paddle boarding, surfing, and sailing—all just moments from your door. Resort amenities include tennis and pickleball courts, a fully equipped fitness center, dry sauna, and beautifully maintained tropical grounds. Adding to the appeal, you’re just steps away from Whalers Village, Maui’s premier oceanfront shopping and dining destination. Enjoy an array of restaurants, from casual bites to oceanfront dining at favorites like Hula Grill, Leilani’s, and Monkeypod, along with live entertainment and boutique shopping. A scenic beachfront boardwalk stretches for over three miles, perfect for morning and sunset strolls, or easy access to some of Maui’s best snorkeling and beach activities. Experience the best of Maui living—sun, sand, and unforgettable ocean views—all from your own piece of paradise at The Whaler.

2481 Kaanapali Pkwy Unit 257, Lahaina

Listing courtesy of Keith E Eugene Paulsen.

1 Baths ⋅ 409464 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.

WTIO 461Y - Hotel Zone property. Spend your Thanksgiving holiday at the beach in this 4th floor studio unit that offers ocean and beach views. Enjoy Maui living from November 18 to December 2 every year. This unit offers tile flooring in the entry, bathrooms, and kitchen, hardwood cabinetry, granite counter tops, stainless steel appliances, and fully remodeled kitchen and bathroom. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due in September. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and mid-stay and checkout cleaning. The Whaler features a private fitness center, sauna, and tennis courts. Kaanapali Beach has continually been voted one of Hawaii's top destinations. Here you will find miles and miles of soft white sand, world class snorkeling, abundant ocean activities, and surreal Hawaiian sunsets. The Kaanapali Boardwalk winds along the beach and will bring you to opulent shopping, exquisite dining, and fun filled activities that will guarantee you will always have something to do.

2481 Kaanapali Pkwy Unit 461 Y, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

1 Beds ⋅ 2 Baths ⋅ 409226 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.

Welcome to Unit 670 at The Whaler condominium—a rare opportunity to own a slice of paradise, perfectly positioned on the best part of world-famous Kaanapali Beach. Relax on your large ocean view lanai, stroll the beach for year-round breathtaking sunsets, swimming, snorkeling and fun in the sun. The Whaler’s prime location also places you within a short convenient distance to Whalers Village, where you’ll find a vibrant mix of restaurants, shops, and oceanfront dining. A magnificent blend of gorgeous ocean views and heavenly bliss, you’ll love this larger one bedroom and studio combination with 2 full bathrooms ideally located in Tower 2! Loads of closet space abound for all your storage needs and queen size murphy bed that adds versatility to the unit. Whether you’re seeking a full- time residence, vacation home, or income-producing rental, this property is in excellent “as is” condition and delivers on every level. Experience the best of Maui living—sunsets, sand, and everything in between.

2481 Kaanapali Pkwy Unit 670, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

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Debbie Rasar Fitts

My feet first touched Maui soil in June 1999. I had never been to Hawaiʻi before. Fresh out of college (Go Cougs!), I was invited to Maui by my uncle, Monte—a trip that would change the course of my life. After hours jetting across the vast Pacific and leaving the bustle of Honolulu behind, we boarded a small prop plane bound for Maui. As we crossed the channel, waterfalls cascaded down the sea cliffs of Molokaʻi, and the island unfolded beneath us. We floated above pineapple fields and waving sugarcane before touching down at Kapalua Airport. My skin met the warm island air as my uncle placed a tuberose lei around my neck. To this day, the smell of tuberose transports me back to that very moment —the beginning of my Maui story. After college, I built a life in San Francisco, living and working at The Presidio, another place that captured my heart. But when the opportunity arose to move to Maui in 2003, I didn't hesitate. It remains one of the best decisions I've ever made. Over the past two decades, my appreciation for this island has only deepened. Through countless adventures, meaningful friendships, and the privilege of working alongside some of the finest people in Hawaiʻi, Maui has become far more than a place I live—it has become part of who I am. Today, I love helping others discover the Maui that I know and cherish. Maui is more than leis, shave ice, and mai tais. Those experiences are wonderful, but the island's true magic lies deeper—in its people, culture, history, landscapes, and spirit of aloha. When you slow down, explore beyond the obvious, and immerse yourself in all that Maui has to offer, you'll create memories that stay with you long after you've returned home. Because once Maui finds its way into your heart, it never really leaves. There's no place like Maui.

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