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Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

3 Beds ⋅ 4 Baths ⋅ 408268 MLS ⋅ Fee Simple Tenure

Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

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

$5,165,000

Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure

Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,975,000

Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure

Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,950,000

Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure

Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,495,000

Positioned along the top row of Pineapple Hill in Kapalua, this furnished 3-bedroom, 3.5-bathroom residence offers expansive Pacific Ocean views and 3,674 square feet of interior living space. The two-story design features generous living and dining areas with abundant natural light. Marble flooring runs throughout the home, with marble finishes continuing into each bathroom. A mahogany front door adds warmth at the entry, while a propane fireplace creates an inviting focal point in the living area. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, and Bosch dishwasher. A GE washer and dryer add everyday convenience. Two Rheem air conditioning units provide interior comfort throughout the residence. Outdoor living centers around the private swimming pool and spa, framed by a flagstone pool deck and landscaped grounds. The tile roof complements the architecture, while a two-car garage, security system, and lawn irrigation add practical features. Pineapple Hill homeowners enjoy access to a clubhouse, community pool, tennis courts, and pickleball courts. The neighborhood is within Kapalua Resort on Maui, with beaches, golf, coastal trails, dining, and resort amenities nearby. Ocean views set the scene, while marble finishes, premium appliances, and a private pool and spa make everyday life in Pineapple Hill feel anything but ordinary.

3 Beds ⋅ 4 Baths ⋅ 410414 MLS ⋅ Fee Simple Tenure

Positioned along the top row of Pineapple Hill in Kapalua, this furnished 3-bedroom, 3.5-bathroom residence offers expansive Pacific Ocean views and 3,674 square feet of interior living space. The two-story design features generous living and dining areas with abundant natural light. Marble flooring runs throughout the home, with marble finishes continuing into each bathroom. A mahogany front door adds warmth at the entry, while a propane fireplace creates an inviting focal point in the living area. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, and Bosch dishwasher. A GE washer and dryer add everyday convenience. Two Rheem air conditioning units provide interior comfort throughout the residence. Outdoor living centers around the private swimming pool and spa, framed by a flagstone pool deck and landscaped grounds. The tile roof complements the architecture, while a two-car garage, security system, and lawn irrigation add practical features. Pineapple Hill homeowners enjoy access to a clubhouse, community pool, tennis courts, and pickleball courts. The neighborhood is within Kapalua Resort on Maui, with beaches, golf, coastal trails, dining, and resort amenities nearby. Ocean views set the scene, while marble finishes, premium appliances, and a private pool and spa make everyday life in Pineapple Hill feel anything but ordinary.

212 Crestview Rd, Lahaina

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