Whaler Homes with Fee Simple Land tenure

Whaler Homes with Fee Simple Land tenure

Welcome to Whaler, a stunning subdivision nestled in the heart of Lahaina, Maui, where tropical paradise meets luxurious living. This exclusive community offers an unparalleled lifestyle, inviting you to experience the best of Hawaiian living with its breathtaking ocean views, lush landscapes, and vibrant local culture.

Whaler is not just a place to call home; it's a lifestyle choice that embodies the spirit of aloha. With homes featuring Fee Simple land tenure, residents enjoy complete ownership of their property, providing peace of mind and the freedom to create your dream sanctuary. Each residence in Whaler boasts a unique blend of modern amenities and traditional Hawaiian charm, making it perfect for both full-time residents and those seeking a serene vacation getaway.

Imagine waking up to the sound of gentle waves lapping against the shore, with the golden sun rising over the Pacific Ocean. Whaler's prime location allows residents easy access to pristine beaches, world-class dining, and a plethora of outdoor activities, from snorkeling in crystal-clear waters to hiking through lush rainforests. The community is also conveniently located near Lahaina's historic town center, where you can explore charming shops, art galleries, and cultural experiences that showcase the rich history of Maui.

Whether you're looking for a cozy retreat or a spacious family home, Whaler offers a variety of options to suit your lifestyle. Discover the perfect blend of luxury, comfort, and natural beauty in this enchanting Maui subdivision, and let the spirit of aloha welcome you home.

Newest Whaler Homes with Fee Simple Land tenure

1 Baths ⋅ 410730 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

Whaler 1215 PENTHOUSE LIVING ON KAANAPALI BEACH! Discover the rare opportunity to own a beautifully renovated top-floor residence at The Whaler, one of Maui’s most iconic oceanfront Hotel resorts. Overlooking the lush inner courtyard, with breathtaking views extending across the Pacific toward the island of Lanai and dramatic West Maui mountains. From the moment you enter, you’ll appreciate the exceptional setting, thoughtful renovations, and effortless island lifestyle this special property provides. Beautifully appointed and offered fully furnished, this turn-key residence is ready to enjoy as a luxurious second home or vacation rental. Recent improvements include new sliding glass doors, elegant granite tile countertops, custom wood cabinetry, and an updated bathroom featuring a beautiful ceramic tile surround shower. Set on six acres directly along world-famous Kaanapali Beach, The Whaler offers an extraordinary resort experience with amenities including a stunning oceanfront setting, swimming pool, fitness center, tennis and pickleball courts, underground parking, 24-hour front desk and security, and meticulously maintained tropical grounds. And then there is the location—simply unmatched. From the golden sands of Kaanapali Beach and the renowned beachwalk stretching along the coastline and Whalers Village, with more than 90 shops, restaurants is right next door and Two premier golf courses are just beyond the resort, completing the ultimate Maui resort lifestyle.

2481 Kaanapali Pkwy Unit 1215, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

1 Baths ⋅ 410704 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

WTIO 216P - Second floor Location with ocean views from the lanai. This studio, 1 bath Whaler Time Interval unit is located on the North side of Tower I. Easy access to the beach, pool and BBQ's. The condo offers hardwood cabinetry, fully stocked kitchen for easy meal preparation, granite counter tops, stainless steel appliances, full set of linens and towels. Enjoy his interval from July 24 to August 7 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, newly upgraded workout facility, underground parking, two tennis courts, 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. The Whaler is a Hotel Zoned property per County records.

2481 Kaanapali Pkwy Unit 216 P, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

1 Beds ⋅ 1 Baths ⋅ 410660 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

WHALER TIO 1120 E: February 21 - March 7 Whales! PRIME location for whale watching at the PEAK of their activity. You have a front-row seat without leaving your lanai. From the 11th floor of Tower 1 facing Black Rock, enjoy a panoramic view stretching across the channel to the island of Molokai, north to Kahana and up to the peaks of the West Maui Mountains. But the whales dominate the landscape during their annual migration. This one-bedroom, one-bath condominium offers 901 sq ft of tropical luxury. Dual sink bathroom vanity and a large dressing area plus your private washer/dryer are ideal for being comfortable in your island home for 2 weeks every year. Each TIO is tastefully upgraded with granite countertops, stainless steel appliances, and glass walk-in showers. Every stay is turnkey—boogie boards, blenders, beach gear, and all the essentials already waiting for you. The Whaler is Kaanapali’s premier luxury condominium resort, and its Time Interval Ownership program puts island living within reach.

2481 Kaanapali Pkwy Unit 1120/E, Lahaina

Listing courtesy of Keith Eugene Paulsen.

1 Beds ⋅ 2 Baths ⋅ 410658 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

812-R: August 22 - September 5. View of Black Rock from every room. TIO 812 is located on the north side of Tower 1, facing Black Rock, which many desire 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 the shade all afternoon. Washer/Dryer.

2481 Kaanapali Pkwy Unit 812/R, Lahaina

Listing courtesy of Keith Eugene Paulsen.

1 Beds ⋅ 2 Baths ⋅ 410435 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.

Extensively updated, this is an opportunity to own an ocean view residence in the highly sought-after Whaler on Ka'anapali Beach. This residence features a fully renovated kitchen with new appliances and cabinetry, flooring, lighting, window coverings, and beachy-chic furnishings and art. The ocean can be enjoyed from the living room and bedroom, and a second bath provides flexibility for guests. Large closets offer storage for all of your beach gear and there is a private office alcove. Resort amenities include a well-maintained pool with complimentary towels and beach chairs, garage parking, a fitness center, and an elevated front desk experience. The Whaler is a popular vacation destination, loved for its prized location on world-renowned Ka’anapali Beach and proximity to dining and shopping at Whaler’s Village. Ka’anapali is located in the heart of West Maui, with the restaurants and shops of Lahaina to the South and Kapalua to the North. Offered fully furnished and turnkey with a well-stocked kitchen. Members of the ownership LLC are licensed in CA & HI.

2481 Kaanapali Pkwy Unit 412, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

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 ⋅ 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.

Start Your Search

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.

Learn More