Explore four of Hawai‘i’s most prestigious properties, from oceanfront retreats in Kailua to a mountaintop estate in Maui. Each home blends luxury, privacy, and iconic island scenery—offering a rare opportunity to live amidst paradise with world-class design and amenities.
766 Mokulua Dr | $17,995,000


Olivia Sadeler

Olivia Sadeler
Modern Island Luxury at its finest! Completed in 2018 by award winning firm, Longhouse Design+Build, this spectacular residence offers clean contemporary lines & seamless design. Unbeatable location, between 2 of the world’s most beautiful beaches, Kailua & Lanikai! Enjoy breathtaking views of sparkling turquoise waters, stunning sun/moon rises, sea turtles, paddlers & kite surfers, Popoia Island & The Mokuluas.
Listing details: Perfect as a primary residence or second home, this incredible property offers 100 linear ft of expansive oceanfront lawn w/seawall & adjacent water access. Private courtyard features a sleek spa/dipping pool surrounded by mature lipstick palms, anthuriums, lush ferns & hibiscus. Addt’l luxuries include central AC, gourmet kitchen w/walk in pantry, Subzero, Miele & Wolf appliances, marble counters & travertine floors, steam shower, automated shades, back- up generator, Fleetwood doors/windows, custom sapele mahogany cabinets, video security & Sonos sound throughout. Ultra-luxury, convenience & privacy! Only 2 minutes to Mid-Pac Country Club & Golf, 2 miles to Kailua Town & Whole Foods, close to Castle Hospital & just 20 miles to HNL airport or Downtown Honolulu.
- Price:
- $17,995,000
- Size:
- 7,761 sq ft
- Contact:
- Olivia Sadeler , Compass , +1 808.542.7857
47 Kailuana Pl | $15,300,000


Olivia Sadeler

Olivia Sadeler
Discover the essence of island living at 47 Kailuana Place! Envision a tropical paradise, notably selected as a consecutive vacation retreat of a former US president, dignitaries, and celebrities. This estate spans over 33,800 SQFT on a private peninsula between Kailua Bay and Kawainui Canal. Blending Balinese & Hawaiian styles, this single- level residence exudes elegance. 5,804 sq ft of luxurious interiors flow into 2,597 sq ft of expansive covered lanais with multiple gardens & immaculate outdoor spaces.
Listing details: Enjoy a gourmet kitchen, soaring open beam wood ceilings, 5 ensuite bedrooms, 2 half-baths & an extra caretaker’s room. Experience resort-like amenities including a saltwater pool, spa & gym. Located just 19 miles from HNL Int’l Airport & near the heart of Kailua Town for many shops & great restaurants. This exceptional property embodies ultimate luxury, privacy & tranquility in a once in a lifetime location!
- Price:
- $15,300,000
- Size:
- 5,804 sq ft
- Contact:
- Olivia Sadeler, Compass, +1 808.542.7857
1388 Ala Moana Blvd #3302 | $11,800,000


Brendan Bradley

Brendan Bradley
This stunning 3-bedroom, 3.5-bath home at Park Lane Ala Moana features soaring 10-foot ceilings and luxurious walnut flooring throughout. The expansive living and dining area, nearly 40 feet wide, is complemented by modern custom lighting fixtures and motorized shades for convenience and style.
Listing details: The gourmet kitchen is equipped with top-of-the-line Wolf appliances, including an oven, steam-oven, microwave, built-in coffee maker, and a Subzero refrigerator, making it ideal for any home cook, or a professional chef. The walk-in Laundry room includes additional shelving, pantry, a new washer, and new dryer. Enjoy outdoor living on a spacious lanai with room for relaxation and dining, complete with a Wolf outdoor BBQ and fridge. The property offers a beautiful lawn, pool, and Jacuzzi for leisure activities. Both the primary and secondary bedrooms feature walk-in closets, while an additional family room provides versatile living space. With an amazing amount of storage, a private garage, and luxurious Toto Washlets in the bathrooms, this home combines elegance with comfort for an exceptional living experience.
- Price:
- $11,800,000
- Size:
- 2,753 sq ft
- Contact:
- Brendan Bradley , Heyer & Associates LLC, +1 808.351.0856
Exceptional Upcountry Maui Estate | $10.5M


Listing agents: Wendy Peterson & Kate Peterson

Listing agents: Wendy Peterson & Kate Peterson
Situated on Maui’s Upcountry serene landscape, this exquisite estate offers stunning panoramic ocean and mountain views.
Size: 22 acres
Listing details: –
- Price:
- $10,500,000
- Contact:
- Wendy Peterson & Kate Peterson , Island Sotheby’s International Realty , +1 808.870.4114, 808.344.7927













