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8 Private Island Escapes Offering Space, Serenity & Style

By Fhilcar

1 min read

Discover eight stunning Hawaiian properties that blend natural beauty with privacy and comfort. From ocean-horizon views and lush gardens to elegant renovations and spacious layouts, these homes offer serene living in some of the islands’ most desirable and tranquil locations.

Pasture Acreage For Privacy With Ocean Horizon Views | $969,000

716036 1
1890 Kaiao St, Hilo, HI 96720
Helene H. Tajiri
LISTING AGENT:
Helene H. Tajiri

Located on deadend road in Waiakea Uka next to pasture acreage for privacy with ocean horizon views. The lot is 15,576 sf with mature lawn and landscaped with fruit and ornamental trees (navel orange, mandarin orange, lemon, lychee, mango, yellow ixoras, Chinese junipers, palms, etc.)

Listing details: Original house built in 1974 – Traditional and spacious 2,168 sf cedar house with double door entry and many upgrades. Walls: 3-inch cedar. Floors: cement with wood composites, carpet. Windows: double pane iodized aluminum. 5 bedrooms, 2.5 baths (1 in carport), large sunken living/family room with open beam ceiling and authentic wood-burning fireplace with chimney, eat-in kitchen w/stainless steel double sinks, dishwasher inoperable , lge trunk freezer in carport, office, laundry area, storage, patio behind carport for privacy. Extension built in 2012 – Modern and elegant, highly-upgraded 1,816 sf 2-story addition (permitted as extension). Enter through luxurious covered porch decorated with 2 double-hung white vinyl windows, 2 etched glass sidelight window panels, stained-glass single door, 2 Corinthian columns and rock-tiled floor into beautiful foyer with marble flooring . . . connecting front porch to private 524 sf living area. Understairs storage. Double pane windows. Upstairs: 1,292sf open dining/living concept with privacy & convenience. 9 ft ceilings. Living room with screened-in sliding doors leading into balcony with beautiful and serene views of pasture & ocean horizon. Study room (multi-purpose/bedroom) with elegant stained-glass double door, where you can view pasture and ocean horizon. Kitchen: functional and charming with granite countertops & walls. Master bedroom with wall-mounted AC and large walk-in closet. En-suite bathroom with whirlpool tub, rainfall shower, double basin. Exterior finish – hardi backer. 2 storage sheds, 2-car garage with off-street parking (deadend). WELCOME HOME! Perfect for family and extended family or rental!

Price:
$969,000
Size:
3,984 sq ft
Contact:
Helene H. Tajiri , Chris Brilhante Realty, Inc. , +1 808.960.6287

A Private Oasis Blending Indoor Luxury With Outdoor Charm | $950,000

405051 1
351 Caldwell Ave, Lanai City, HI 96763
Linda Kay Okamoto
LISTING AGENT:
Linda Kay Okamoto

Privacy and luxury. This lovely home combines the indoors with the outdoors. Patios in the front and the back of the property. Fully fenced for privacy.

Listing details: Three bedroom, 2 bath home with many upgrades. The 3rd bedroom can be a completely private area for family or guests. Bath, own entry and kitchenette make for a great guest suite or master suite. House has been continually updated with added solar panels, crown molding, new windows, Privacy and luxury. This lovely home combines the indoors with the outdoors. Patios in the front and the back of the property. Fully fenced for privacy. Three bedroom, 2 bath home with many upgrades. The 3rd bedroom can be a completely private area for family or guests. Bath, own entry and kitchenette make for a great guest suite or master suite. House has been continually updated with added solar panels, crown molding, new windows, exterior patios with slate tiles in the walkways, and termite treatment in 2023. Mr. Cool Mini Split a/c is a great addition for comfort.

Price:
$950,000
Size:
1,423 sq ft
Contact:
Linda Kay Okamoto , Okamoto Realty LLC , +1 808.559.0200

29-733 Chin Chuck Road | $950,000

718394 1
29-733 Chin Chuck Rd, Hakalau, HI 96710
Dayna Robertson
LISTING AGENT:
Dayna Robertson

Experience Hamakua Coast living at its finest on this exceptional 6-acre estate. Nestled near the top of Chin Chuck Road at approximately 1200 feet elevation, this fully fenced property offers a serene and private oasis. The rich, deep soil provides an ideal foundation for the abundant gardens and orchards.

Listing details: The well-designed home boasts high ceilings, skylights, three bedrooms, and one bathroom, perched above a year-round stream. The park-like grounds are a botanical paradise, featuring many fruit-bearing trees, including lychee, rambutan, citrus, coconut, and more. Mature landscaping, including striking timber bamboo and a variety of ornamentals, creates a truly unique and captivating environment. Enjoy the convenience of being near Kolekole Beach Park, Akaka Falls, and the charming village of Honomu, with just a 20-minute commute to Hilo. This is a rare opportunity to own a piece of paradise.

Price:
$950,000
Size:
2,173 sq ft
Contact:
Dayna Robertson, At Home Hawaii, +1 808.430.5383

Perfect Blend Of Privacy & Convenience | $925,000

1577 Maunakai St
1577 Maunakai St, Hilo, HI 96749
EXP Realty 2
LISTING AGENT:
Codi Fabella & Natasha Tomas

Step into this beautifully renovated two-story home, offering endless possibilities with a spacious layout and upgraded finishes.

Listing details: Located in the heart of Hilo, this 5-bedroom, 3-bathroom property is ideal for multi-generational living. Enjoy the perfect blend of privacy and convenience. This home is just 5 minutes from shopping centers, schools, grocery stores, and the stunning Hilo Municipal Golf Course. Whether you’re looking for leisure, convenience, or a bit of both, you’ll have it all within reach.

Price:
$925,000
Size:
1,960 sq ft
Contact:
Codi Fabella & Natasha Tomas , eXp Realty , +1 808.388.6743

15-1692 4th Ave | $825,000

15 1692 4th 1
15-1692 4th Ave, Keaau, HI 96749
lisarheaviside
LISTING AGENT:
Lisa R. Heaviside

A rare opportunity to own one of the few custom homes situated on two full acres in Hawaiian Paradise Park (TMK’s 3-1-5-55- 121 & 122) This beautifully maintained property is entirely fenced & thoughtfully landscaped with over 35 mature tropical fruit trees, including Ice Cream Bean, Jacoba, Banana, Grapefruit, Mountain Apple, Tangerine, Lemon, & more—offering a true island oasis.

Listing details: This spacious 3BR/2.5BA home spans 1,838 sq ft & features an open-concept floor plan for seamless flow between the kitchen, dining, & living areas. The living room is highlighted with 9-foot vaulted pine ceilings, creating an airy & inviting ambiance. Throughout the home, you’ll find elegant travertine flooring, complemented by bamboo flooring in each of the bedrooms. The generously sized Primary Suite is thoughtfully positioned on one side of the home for optimal privacy, while the two additional bedrooms are located on the opposite wing. A bonus room adjacent to the living area provides flexibility as a home office, hobby room, or study. The well- appointed kitchen boasts solid granite countertops, eating bar, new gas cooktop, double ovens, dishwasher, & abundant cabinetry. A convenient half-bath guest bathroom is situated near the kitchen & living area, while the indoor laundry room comes equipped with newer front-loading washer & dryer units.

Price:
$825,000
Size:
1,838 sq ft
Contact:
Lisa R. Heaviside , Hawai’i Life , +1 808.987.3791

A Luxurious Country Retreat On Hawaii Island | $799,000

17 4525 Huina Rd
17-4525 Huina Rd, Mountain View, HI 96771
Iokua Real Estate Inc
LISTING AGENT:
Listing agents: Amber L.H. Chandler & Nikki Paakaula

Nestled in the laid-back community of Kurtistown, off a picturesque country road, sits this inviting home. Close to the coveted Kamehameha Schools Hawai’i campus & just a short drive to various organic farms, farmers markets, parks, & shopping venues – this charming residence, perched near the top of Huina Rd, perfectly marries convenience, tranquility & luxury. This custom built, 3/2.5 home is designed with comfort in mind, providing ample space for relaxation & growth.

Listing details: At the heart of the home, a true open-concept design seamlessly connects the living, dining & kitchen areas, offering a harmonious blend of modern & island charm. Tailored touches like the professionally designed accent wall & grand ceilings make the home feel spacious & bright. A well- appointed kitchen boasts modern appliances, stylish finishes, Quartzite countertops, a vast island & smart storage options, making it a chef’s delight. Luxury vinyl plank flooring & plush carpeting ensure comfort underfoot. Featuring a desirable split floor plan design, enter the primary suite through an oversized sitting area with a large customized walk-in closet. This sanctuary includes a step-down sleeping nook & spacious en-suite bath, offering a luxurious retreat complete with a jetted tub, stand-alone glass-surround shower & dual vanity. The secondary bedrooms & a shared bath have been thoughtfully laid out to maximize functionality & comfort. Views of the beautifully landscaped backyard can be enjoyed from the covered lanai. With fruiting trees abound, the property offers plenty of green space for garden enthusiasts or for pets & play, as it is gated & fully fenced. An enclosed 2-car garage with 1/2 bath makes for easy clean-up after a day of island adventures at the Hawai’i Volcanoes National Park – with its golf courses, hiking trails, restaurants & nearby wineries – or the sunny beaches of Hilo, both located approx. 30 min away.

Price:
$799,000
Size:
2,080 sq ft
Contact:
Amber L.H. Chandler & Nikki Paakaula , Iokua Real Estate, Inc. – Hilo , +1 808.383.8408, 808.640.1997

78-7110 Kaluna Street A104 | $795,000

716084 1
78-7110 Kaluna Street A104, Kailua-Kona, HI 96740
kristinahazard
LISTING AGENT:
Kristina Vaughn-Hazard

Kaulana at Kona, a desirable, gated, high-end complex located right in Keauhou! This ground floor, single-level unit allows for easy transition from room to room.

Listing details: Beautiful ocean horizon and bay views throughout the west-facing side of the condo; enjoy seasonal whale watching, dolphins, and more right from here! This unit has a rare “grandfathered- in” fully screened lanai with additional UV power shades to keep it cool. Contact Kris today to learn more, or scan the QR code for more information!

Price:
$795,000
Size:
1,838 sq ft
Contact:
Kristina Vaughn-Hazard , Compass , +1 808.895.1364

Luxury Golf Course Living Awaits | $775,000

94 5797 Kahiki St
94-5797 Kahiki St, Naalehu, HI 96772
tiana spikerman
LISTING AGENT:
Tiana Kachine Spikerman

Enjoy the sunrise from the lanai in your brand new 2025 home. Located in the desired Discovery Harbour Subdivision, a stone’s throw away from the golf course. The view from the lanai will remain intact, as it is a part of the golf course. This split living custom home boasts elegance with attention to detail with high end finishes, a built in entertainment system & fireplace in the living room. 

Listing details: Primary suite with a slider to the lanai & an en suite bathroom. Custom tilework, double-head rain shower & a large soaker tub all offer a spa like experience. The closet has built-in shelving and lots of room for storage. Two additional bedrooms on the other side of the home allow for guests or an in-home office. The kitchen has brand new top of the line LG appliances, a 3k touchpad light up refrigerator as well as high end granite countertops, and under cabinet lighting. Highly sought after closed door pantry for all of your storage needs. The two car garage has a side section for the washer/dryer & custom hardwood shelving. Mature fruiting banana trees line the concrete driveway & fruiting mango trees are also on the property, as well as papaya trees. A gardener’s dream to cultivate these fruit trees and more in the year round tropical climate. The front door faces the golf course, where mature ironwood trees provide shade. Throughout construction there wasn’t any golf balls found near the house due to the unique placement of the lot on the golf course. Current real property tax is for land only, house not yet assessed for taxes.

Price:
$775,000
Size:
1,984 sq ft
Contact:
Tiana Kachine Spikerman , Coldwell Banker Island Properties – Hilo , +1 808.722.9870