Imagine waking up to the gentle sound of waves and the scent of tropical blooms, surrounded by the raw beauty of Hawaii’s landscapes. These five exquisite properties, scattered across coveted island locales like Makena Road and Manukai Street, embody luxury island living at its finest. From ocean vistas and beach access to plantation-style elegance with Brazilian cherry wood and custom glass art, each home seamlessly blends indoor-outdoor spaces with nature. Offering privacy, exclusivity, and high-end amenities, these retreats capture the aloha spirit, inviting you to experience a lifestyle deeply rooted in Hawaii’s cultural and natural essence.
5 Acre Gentleman’s Farm With Resort-Like Home In Kona | $3,995,000


Kelly Shaw

Kelly Shaw
Positioned along the serene waterfront, this expansive Wehilani residence spans 2,959 square feet of single-level living space, complemented by a generous 1,200-square-foot covered lanai. Designed for seamless indoor-outdoor living, the home captures breathtaking ocean vistas that provide a tranquil backdrop to daily life. Privacy abounds on this unique property, where hundreds of mature fruit and coffee trees create a lush, natural sanctuary. Imagine waking to the sound of gentle waves, sipping morning coffee amidst verdant surroundings, or hosting gatherings on the lanai with the sea as your constant companion. Every detail of this home invites a lifestyle of relaxation and connection to nature, offering a rare opportunity to embrace the beauty of waterfront living. Whether seeking solitude or space to entertain, this property delivers an unparalleled blend of comfort and scenic allure.
- Price:
- $3,995,000
- Size:
- 2,959 sq ft
- Contact:
- Kelly Shaw, Compass, 808.960.4636
A Rare Opportunity Comes To Market | $3,900,000


Phylleen P. Jackson

Phylleen P. Jackson
Set against the serene backdrop of Wailea’s waterfront, this island retreat at Polo 301 offers an unparalleled connection to the ocean. Cherished by a single family since Polo’s inception, the home has undergone an extravagant remodel, showcasing lustrous tropical woods, enduring stone flooring, and architectural brilliance. Sunlight pours into every corner of this private haven, illuminating a unique floor plan with two covered lanais, a dedicated in-home office, and ample owner storage. Outside, meticulously landscaped grounds frame breathtaking ocean views, while direct beach access invites endless days of sand and surf. Located in the heart of Wailea/Makena, Polo provides an intimate island experience, blending tranquility with convenience. Recently introduced as a vacation rental in May 2024, this property has already welcomed countless delighted Maui visitors, offering a true legacy of aloha and coastal living.
- Price:
- $3,900,000
- Size:
- 1,442 sq ft
- Contact:
- Phylleen P. Jackson, Coldwell Banker Island Properties, 808.385.1336
2758 Milo Hae Loop | $3,900,000


Listing agents: Brenda S Crawford, Ryan Nunez & Rachel Ferguson

Listing agents: Brenda S Crawford, Ryan Nunez & Rachel Ferguson
Rising above the vibrant heart of Poipu, this Hawaiian plantation-style home offers an elevated retreat along the 8th fairway of the Kiahuna Golf Course. With breathtaking views of lush fairways and the striking Haupu Mountain, the residence embodies the essence of refined island living. Designed by a local architect, it seamlessly blends timeless elegance with practical comfort. African mahogany front doors, adorned with custom-engraved glass, welcome you into a space where Brazilian cherry wood flooring and louvered doors invite cooling trade winds throughout. The thoughtful layout prioritizes natural ventilation, while a Dutch gable roof and cedar shake shingles enhance both charm and insulation. A gourmet kitchen, complete with a butler’s pantry, flows effortlessly to an outdoor BBQ lanai surrounded by tropical gardens. Outside, Ipe wood decks, a private waterfall pool, and a hanging daybed beckon relaxation. Just minutes from Poipu’s renowned beaches and activities, this home radiates peace and the spirit of aloha.
- Price:
- $3,900,000
- Size:
- 4,936 sq ft
- Contact:
- Brenda S Crawford, Ryan Nunez & Rachel Ferguson, Coldwell Banker Commercial Realty, 808.651.8234 , 808.346.3051 , 808.346.0859
Coastal Living | $2,399,000


Susan J. Miedema

Susan J. Miedema
Set against the stunning backdrop of the Pacific Ocean, this rare oceanfront residence on Alii Drive embodies the essence of coastal elegance. Positioned as a coveted first-floor end unit at the Royal Sea-Cliff Club, this expansive 3-bedroom condominium offers the spaciousness of a home with the ease of condo living. Step into the grand great room, where indoor and outdoor spaces seamlessly merge, framed by tiled lanais ideal for relaxation or entertaining, all while soaking in panoramic ocean vistas. Awake to tranquil sea views and savor breathtaking sunsets from the comfort of your private retreat. The primary suite boasts a sitting area, office nook, and lanai access, while the junior suite and third bedroom offer ample storage and charm. With a fully equipped kitchen, renovated bathrooms, new tile flooring, central air conditioning, and resort-style amenities like oceanfront pools, a spa, and tennis courts, this unique residence promises an unparalleled waterfront lifestyle.
- Price:
- $2,399,000
- Size:
- 2,546 sq ft
- Contact:
- Susan J. Miedema, Compass, 808.990.2100
Kanaloa At Kona | $724,900


Teresa Kelsch

Teresa Kelsch
Perched atop an elevated vantage point in the serene Keauhou area, this spacious 1,321-square-foot condo offers a harmonious blend of mountain, golf course, and peek-a-boo ocean views. With 2 bedrooms and 2 bathrooms, the single-level layout features tile flooring throughout, abundant windows that invite natural light and gentle breezes, and a private covered lanai equipped with a wet bar sink and small refrigerator. Central air conditioning, a water filtration system, and a newer hot water heater enhance comfort, while a unique lockable storage area provides convenience for part-time rentals. Outside, a park-like grassy space adds tranquility. Residents enjoy access to a 16-acre oceanfront parcel with three pools, two tennis courts, and beautifully manicured grounds. Just a short walk from an oceanfront pool and nearby beaches, shopping, dining, and activities like snorkeling, surfing, and Manta Ray dives, this retreat embodies the essence of island living.
- Price:
- $724,900
- Size:
- 1,321 sq ft
- Contact:
- Teresa Kelsch, RE/MAX Brokers, 808.896.6589











