Discover eleven luxurious Hawaiian retreats that embody the essence of island living. From private estates with ocean views to stylish condos near famous beaches, these properties offer the perfect blend of relaxation and modern elegance. Whether you’re seeking tranquil privacy or vibrant resort-style amenities, each home provides an ideal setting to experience Hawaii’s stunning landscapes and laid-back lifestyle.
221 Plantation Club Drive | $1,975,000
In a tranquil location in Kapalua’s prestigious Plantation Estates lies unique acreage unlike any other. One of the thirty-six original home sites, this 2.34 acre lot is surrounded by some of the most luxurious homes in all of Maui. Privacy, seclusion, and high-quality construction are paramount while maintaining a close connection to the stunning natural environment. Oriented east-west to maximize mesmerizing sunrise and sunset vistas, the lot enjoys rich blue ocean and outer island views through the mature cook pines. Backing up to a shallow gulch that’s part of an Audubon Sanctuary to preserve rare birds and native habitats, the resident benefits from a privacy buffer while listening to sweet bird songs.
Size: acres
Price: $1,975,000
Listing details: This exclusive gated community is integrated into the renowned Plantation Golf Course that has hosted the annual PGA Sentry Tournament for the past 27 years. Our subject property has the bonus of walkability – it is a leisurely stroll to the clubhouse for all-day dining at The Plantation House. Residents also have easy access to Kapalua Resort amenities including fine dining, spas, tennis, and hiking trails. Luxuriate in soft sandy beaches and ocean recreation in the pristine waters of the multiple marine sanctuaries year- round, with seasonal whale watching and world-class surfing at Honolua Bay. Don’t miss this opportunity to curate a custom retreat in this exceptional locale and live your ideal Kapalua lifestyle.
Contact: Jessica Baker, Compass, +1 808.250.0840
Hana Haven | $1,695,000
Welcome to 4685 Uakea Road, a serene 1.92-acre retreat in Hana. This property features a 3-bed, 3-bath main house divided into three studios, and a 2-bed, 2-bath cottage. Both homes offer covered wrap- around Ipe hardwood decks and open beam ceilings.
Size: sf
Price: $1,695,000
Listing details: The main house boasts a new 28-panel PV solar system with two Tesla batteries, tied to the MECO grid with upgraded 200-amp service. Enjoy a covered laundry area with two washers and dryers, and front and back covered decks for the downstairs units. Updates were made in 2009 and 2019. The property includes four small sheds, one storage container, and various organic fruit trees such as avocado, banana, and mango. Interim Zoning. Conveniently close to Hana town and Hana Bay, this unique property is perfect for multigenerational living or a private get- away. Embrace the Hana lifestyle and create lasting memories at this unique oasis.
Contact: Gloria Ezera, Fine Island Properties LLC, +1 808.280.5682
92-1001 Aliinui Dr Unit 26B | $1,651,000 (Sold)
SOLD! This is THE ONE you’ve been waiting for! The most coveted “Front Row” Kai Lani OCEANFRONT 3-bed, 2-bath ground floor, a rare find in one of the best locations. Located on the end with views of Ko Olina’s 12th hole waterfall & Disney’s Aulani. The last oceanfront 3-bedroom sold in 2018, hence the 1st chance in 6 years to buy a 3BR “on the front!”
Size: sf
Price: $1,651,000 (Sold)
Listing details: Bright with natural light, neutral colors & many upgrades: new A/C, new luxury vinyl plank (LVP) flooring, new paint in living area, plantation shutters, lanai door sunshade, lighted ceiling fans, stainless kitchen appliances. 2 parking: 1-car garage & assigned parking space #114. Partially furnished with appliances only. Professionally staged furnishings. Enjoy a beautiful recreation area with a HEATED pool, whirlpool, gas grills & dining area. Live the Resort Lifestyle & walk to pristine beach lagoons, resort restaurants, market, cafe, gym, tennis & pickleball courts, golf course, health spas, massage & gorgeous sunsets! Be neighbors with Aulani, Four Seasons & Marriott Beach Club! Fees include fitness classes, gym, tennis, pool, whirlpool, premium cable, high speed Internet, water, sewer, landscaping, building maintenance & insurance.
Contact: Michelle Johnson, Hawaii Living LLC, +1 808.352.2469
155 Wailea Ike Pl #48 | $1,525,000
Welcome to Grand Champions Unit #48, a breathtaking top-floor penthouse boasting panoramic ocean views.
Size: sf
Price: $1,525,000
Listing details: This meticulously remodeled 2-bedroom, 2-bathroom residence epitomizes luxury island living. Renovated to perfection in 2022, this unit features three AC units ensuring comfort year-round, complemented by high vaulted ceilings that enhance the sense of spaciousness. Step onto the large lanai and be greeted by the gentle island breeze, offering easy access to one of the two heated swimming pools and spa. This unit is ideal for those seeking a vacation rental opportunity, strategically located near world-class golf courses, pristine sandy beaches, upscale dining, shopping venues, tennis, and pickleball courts. For the BBQ enthusiast, there are 6 well maintained BBQ areas throughout the property. Thoughtfully designed and fully furnished, this turnkey property invites you to indulge in effortless living.
Contact: Tyler Macarthur & Brad Macarthur, Hawaii Life (W), +1 808.283.6064, 808.357.5000
65-1195 Kapiolani Rd | $1,522,000
Located in the “Golden Circle” of Waimea, enjoy this Quiet Country Home with 4 bedrooms/3 baths, and nestled on a side street right in Central Waimea town.
Size: sf
Price: $1,522,000
Listing details:
The Home Features:
• Quality Craftmanship Cedar/Redwood and Attention-to-Detail Woodwork Throughout
• 4 Total Bedrooms [1BD Primary Bedroom – 1st Floor, 2BD – 2nd Floor, Quarters Ground Floor]
• 3 Baths [1 Full Bath w/Double-Sinks 1st Floor, 3/4 Bath w/Shower 2nd Floor, 3/4 Bath w/Shower Ground Floor]
• 1540sf of Total Living Area with Cathedral Ceilings and Lots of Natural Light, Carpeted Living Room, Cozy Fireplace, Bay Window Bench, Dining Room, Laundry Room
• Galley Kitchen with Solid-Surface Countertops, Brass Custom Sink, Multi-Filtration Systems, and Lots of Shelving and Cabinets for Storage
• Indoor Laundry Room with Washer, Dryer, Tankless Water Heater
• Primary Bedroom with Laminate Flooring, Air-Conditioner Window Unit, enSuite Bath with Double-Sinks and Tub-Shower
• Office/Den area Upstairs
• Upstairs Lanai/Porch w/Gorgeous Views of Buster Brown, Nob Hill, the Park
• Front Entry has French Doors, Covered Sitting Area with Park Views
• 300sf Ground Floor Quarters [converted Garage] plus Kitchenette, 3/4 Bath, Closet, and Stack W/D – Natural Light Streams Through with High Vaulted Ceilings, Numerous Skylights, Multiple Windows and Original Barn-Style Garage Doors
• Gorgeous Landscaping with Mature Trees, Banana Patch, and Grassy Lawn
• PhotoVoltaic Electric [Paid Lease] offers Energy Efficiency, Gas/Propane Tank for 1-Tankless Water Heater, Fireplace and Dryer
• Gravel Parking Area for 2-3 Cars Love being outdoors? Enjoy being near Parks, Tree-lined streets, picturesque Mountain views and Historic Foothills, and Cool breezes all year round! Prime Location offers the Best Restaurants, Farmers Markets, Rodeo’s, Theatre Guilds, Academia and Holistic Wellness! Pristine White Sand Beaches.. 20 minutes away! Come Home to Waimea Homesteads!
Contact: Claire K. Bajo, eXp Realty, +1 808.756.4874
Relaxing Large Lanai Home | $1,499,000
Relax on the large lanai and enjoy the tranquil greenery of the golf course views. This golf course frontage home, located near a sandy beach in Hawaii Kai, offers a serene lifestyle.
Size: sf
Price: $1,499,000
Listing details: The 3-bedroom, 2-bathroom layout includes a versatile loft that can be used as an office, playroom, or guest room. The home features an open floor plan, with lush greenery welcoming you as you enter. Additional amenities include PV solar panels and split AC, enhancing comfort and energy efficiency.
Contact: Mimi Yi, The Agency-Oahu, +1 808.382.1848
Waikiki Elegant 2 Bedroom Condominium Residence At The Watermark | $1,299,000
Stunning Ocean and Marina Views at The Watermark: Experience breathtaking ocean and marina views from every room in this exceptional property. Located in the heart of Honolulu, Hawaii, The Watermark is a premier landmark offering resort-style amenities and unparalleled luxury.
Size: sf
Price: $1,299,000
Listing details: Indulge in a range of amenities, including a BBQ area, state-of-the-art gym, refreshing pool, relaxing sauna, and a beautifully landscaped garden where you and your pet can unwind. Enjoy the convenience of short distance to Ala Moana Beach, Waikiki Beach, vibrant shopping centers, and a diverse selection of restaurants. This prime location provides the perfect blend of relaxation and excitement, making it an ideal place to call home.
Contact: Ronda Ching Day, The Agency-Oahu, +1 808 892 0888
Prime B2 Lot Opportunity | $1,280,000
Motivated seller due to change of life style. Price has been reduced multiple times. Seller is determined to make this offer work. Previous seller converted the 5000 square feet residential area to B2 commercial, this seller bought it for development; changed in life style outlook changed everything, the empty lot was examined in detail by architect and is in the process of getting final approval for leveling.
Size: sf
Price: $1,280,000
Listing details: New buyer(s) are encouraged to do their own research and potential uses of the B2 lot. Located cross street from CitiMill, next to gas station, soil study has been done by previous seller with no complication from gas station.
Contact: Bob Tsui, Hawaii Homes International, +1 808.256.1121
501 Kailua Rd Apt 1106 | SOLD
SOLD! This beautiful 2 Bedroom 2 Bathroom home exudes a tropical feel as well as natural privacy provided by palm tree landscaping. This contemporary, 10-year-old condominium is spacious and well-designed offering modern finishes as well as central air. Designed with a spacious dining/living room and ample sized private lanai provides ease of living and entertaining.
Size: sf
Price: SOLD
Listing details: The primary bedroom has a walk-in closet and bath including a bathtub, double vanity and shower. The second bedroom is at the other end of the unit and near the second bath. Full sized washer dryer unit included as well. The kitchen is spacious as well with a pass through, stainless appliances and contemporary finishes. Two covered parking are located below the unit. The charm of Kailua Town is a block away with groceries, shopping and restaurants. Kailua Beach is less than a mile as well. (Photos include virtual staging.
Contact: Cynthia Ray, BHGRE Advantage Realty, +1 808.233.9171
455 Kailua Road #4308 | $1,110,000
Experience the pinnacle of luxury and convenience in this exquisite executive condo, just 10 years old and designed for modern living. This 1,200+ two-bedroom, two-bathroom residence with 2 covered parking near the elevator offers an expansive, open layout with a spacious living room and lanai, perfect for both entertaining and everyday relaxation.
Size: sf
Price: $1,110,000
Listing details: The extra-large kitchen features stainless steel appliances, Quartz countertops and tons of cabinets. The peninsula counter gives you the option for quick meals and the roomy dining area is sure to fit any size dining table. Every detail of this home has been thoughtfully crafted to enhance your living experience. This is more than just a home; it’s a lifestyle. Enjoy the fun and vibrant ambiance of Kailua town just down the street from you. From the charming local shops and eateries, to the pristine world famous beaches, most everything you need is within easy reach…living in this community feels like every day is a vacation!
Contact: Cathy Possedi, Hawaii Life, +1 808.728.5696
54-133 Honomu Place | $1,034,000
$65K PRICE REDUCTION! Way below appraised value. Prime location amid local conveniences, plus ocean & mountain views! Proudly displaying this spacious home, with 5-bedroom, 4-bathroom is perfectly situated in Hauula. The home is easily driveable to Hauula Elementary School and Hauula Beach Park. Enjoy amazing mountain and ocean views from several areas of the home. Enjoy grilling on the deck overlooking the ocean. Across the threshold, include laminate flooring throughout, good size family room and office space/exercise room overlooking the ocean. The kitchen is where creative ideas become aromatic realities while you gaze out in the blue ocean.
Size: sf
Price: $1,034,000
Listing details: The serene primary bedroom includes a private bath with a shower. The other 2 bedrooms are rich with ample closet space and ready for styling. Downstairs has 2 bedrooms and 2 bathrooms, family room with separate bar area and its own entrance. Attached two-car garage and 36 owned PV panels. This home can be a blank canvas for your lifestyle and memories! Some updating and cosmetic work needed but perfect for the large family or live upstairs and rent out the downstairs. Lots of potential.
Contact: Chari B Badua-Robinson, CBR Island Properties & Invest, +1 808.351.1712