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5 Beds ⋅ 5 Baths ⋅ 410637 MLS ⋅ Fee Simple Tenure

Recently completed, brand New custom 5,000 sq ft home with a 3 car garage in the magnificent Kula I'o neighborhood. Perched at the top of a hill, lot 29 a 2.5 acre parcel gently slopes and enjoys morning sun, mountain, and ocean views. A large infinty edge lap pool with spa, baja ledges, and fountain bubblers overlook a picturesque sunset ocean horizon. This masterfully designed home provides a 4 bed 4 bath main residence with a versatile guest wing that could be used for ohana, gym, or a game room.

173 Huahua Pl, Kula

Listing courtesy of Big Wave Realty LLC.

3 Beds ⋅ 4 Baths ⋅ 732514 MLS ⋅ ['Fee Simple'] Tenure

Club Cottage 14 is a three-bedroom residence within the private Kukuiʻula community on Kauaʻi, offering immediate access to the Club at Kukuiʻula and its full suite of resort-style amenities. As part of the Lodge Collection, both owners and their rental guests enjoy rare and highly privileged access to the private Club at Kukuiʻula—an experience typically reserved for members of this exclusive community. This includes use of a private 18-hole Tom Weiskopf-designed golf course, spa and wellness center, 10-acre organic farm, clubhouse dining, infinity-edge serenity pool, additional resort pools, activity outfitter, and year-round programming and events. The residence features a two-bedroom, two-and-a-half-bath main home and a detached one-bedroom, one-bath guest suite, providing privacy and flexibility. A rare highlight is the private heated pool, a standout within the collection. Interior finishes include Ipe hardwood flooring and an open-concept kitchen that flows into the main living areas. Designed for indoor-outdoor living, the home extends to covered lanais framed by tropical landscaping and a lava rock fire pit. With 2,104 square feet of interior space and 660 square feet of covered lanais, the property is ideal for both entertaining and relaxation. Updated photography reflecting new furnishings will be available soon. Club Cottage 14 offers a turnkey opportunity to enjoy the Kukuiʻula lifestyle immediately as a primary residence, vacation retreat, or legacy property in one of Kauaʻi’s most sought-after private communities—while also extending the rare privilege of Club access to Lodge Collection rental guests, an exceptional distinction within the resort.

2839 Ke Alaula St, KOLOA

Listing courtesy of Meridian Pacific.

3 Beds ⋅ 2 Baths ⋅ 202614139 MLS ⋅ FS - Fee Simple Tenure

RARE KIHEI BEACHFRONT OPPORTUNITY – PRICED WITH EMPHASIS ON LAND VALUE. An exceptional opportunity to acquire an oversized 15,785 sq. ft. direct beachfront property along highly desirable Halama Street on Maui’s South Shore. With limited beachfront land available, the value here is in the land, location and long-term potential. Enjoy breathtaking panoramic ocean and outer-island views of Lanai, Kahoolawe, West Maui and Molokini. The property fronts a peaceful sandy beach sheltered by offshore reefs, creating calm, shallow waters ideal for swimming and paddling. An existing 3-bedroom, 2-bath residence provides the opportunity to enjoy, rent or renovate while exploring the potential for a future custom beachfront estate, subject to applicable governmental approvals. Conveniently located near restaurants, coffee shops, shopping, parks, tennis courts and golf. Acquire the land. Enjoy it today. Create your vision for tomorrow. A truly rare opportunity to secure a substantial fee-simple beachfront parcel in one of South Maui’s most desirable locations. Whether held for the future, renovated or reimagined, this is an opportunity to own an irreplaceable piece of Maui beachfront.

1756 Halama Street, Kihei

Listing courtesy of Five Star Realty, Inc..

2 Beds ⋅ 2 Baths ⋅ 410325 MLS ⋅ Fee Simple Tenure

Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

7 Beds ⋅ 5 Baths ⋅ 202611944 MLS ⋅ FS - Fee Simple Tenure

3 structures. Multiple living spaces. ¾ acre. 180-degree panoramic ocean/island views. Above Wailea in Maui Meadows, this pole-style property offers privacy, flexibility, and multiple residences. The MAIN RESIDENCE:5 beds and 4.5 baths across three levels. The 1st level includes a kitchen & living room opening to an ocean-view lanai, primary bed & 2nd bed with Jack-and-Jill bath. The level below offers a 2nd living area, an ensuite bedroom with an adjoining bed, powder room, office, laundry, and another lanai. The 3rd level is a 1-bed apartment with kitchen, living room, and bath. Outside is a pool, tiki bar, sauna, BBQ area, garage, and carport. The 2ND STRUCTURE:2-bed, 1-bath ohana with kitchen, living room, 3-car garage, & office/studio. The 3RD STRUCTURE: 1-bed, 1-bath cabin. Turn-key & fully furnished, the property includes 71 solar panels, smart-home features, tropical landscaping, koi pond, waterfalls, and mango, avocado, Meyer lemon, & banana trees. The kitchen features a Wolf range, Sub-Zero refrigerator/freezer, & Fisher & Paykel appliances. Views include Kaho?olawe and Lana?i. Rarely available combination of acreage, multiple living spaces, & resort amenities.

3264 Keha Drive, Kihei

Listing courtesy of eXp Realty.

4 Beds ⋅ 3 Baths ⋅ 730946 MLS ⋅ ['Fee Simple'] Tenure

This beautifully designed 4-bedroom, 3-bath brand-new residence offers an exceptional blend of luxury, privacy, and island living. The home features a private swimming pool with a waterfall-edge spa, creating a tranquil outdoor retreat ideal for entertaining or relaxation. The main residence includes three bedrooms and an open-concept great room with a gourmet kitchen, thoughtfully appointed with premium appliances including a 48" Wolf refrigerator and freezer, Wolf 36" induction range, Cove dishwasher, Wolf wine refrigerator, Wolf under-counter beverage center, and LG Signature Series washer and dryer. A detached guest suite hale provides added privacy and flexibility for guests or extended family. Located within the gated community of Nohea at Mauna Lani, this home sits in the heart of the Mauna Lani Resort, adjacent to the Mauna Lani North Golf Course, just north of Mauna Lani, Auberge Resorts Collection, and moments from Tommy Bahama Restaurant & Bar and The Shops at Mauna Lani. STVR is also allowed. All Mauna Lani homeowners enjoy exclusive access to the private Mauna Lani Beach Club, featuring a gated white-sand beach in a calm swimming bay, Napua Restaurant, on-site lifeguards, cabanas, showers, and some of the best snorkeling on the Big Island. Lounge chairs are provided—just bring your beach towels. The Mauna Lani Resort is also home to Mauna Lani, Auberge Resorts Collection and the Fairmont Orchid Hotel, with optional annual golf memberships, golf, sports & tennis combinations, and sports club & tennis garden memberships available. Nearby, The Shops at Mauna Lani offer multiple dining options and a grocery store. This residence offers a rare opportunity to embrace the Mauna Lani lifestyle— where refined island amenities are all at your doorstep. Whether as a primary residence or second home, this exceptional property embodies the very best of Hawai‘i resort living. Landscaping & driveway to be completed soon.

68-1002 Nohea Makai St, KAMUELA

Listing courtesy of Hapuna Realty.

2 Beds ⋅ 2 Baths ⋅ 730562 MLS ⋅ ['Fee Simple'] Tenure ⋅ Anini Beach House BLDG.

Set just a few feet from the gentle waters of Anini Beach, this single-family home offers two bedrooms and two bathrooms across approximately 2,100 square feet of interior living area and a large oceanfront lanai. Swim, sunbathe, snorkel, kayak, windsurf, stand-up paddle, or surf—Anini is yours to explore at a moment’s notice. Just minutes away, the communities of Princeville and Kilauea provide a selection of fine dining, boutique shopping, and world-class golf. Hanalei, with its legendary bay, farmers markets, and lively art scene, is within easy reach. Explore miles of hiking trails, discover scenic lookouts, and immerse yourself in the relaxed lifestyle of Kaua‘i’s North Shore.

4271 Anini Rd, KILAUEA

Listing courtesy of Hawaii Life.

8 Beds ⋅ 3 Baths ⋅ 202600153 MLS ⋅ FS - Fee Simple Tenure

Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

Listing courtesy of eXp Realty.

$4,498,000

6 Beds ⋅ 8 Baths ⋅ 202613193 MLS ⋅ FS - Fee Simple Tenure

Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

Listing courtesy of REMAX Hawaii.

$4,495,000

5 Beds ⋅ 4 Baths ⋅ 732197 MLS ⋅ ['Fee Simple'] Tenure

In Bayview Estates, this 2020 custom residence captures the Kona Coast from an uncommon vantage point. The home is positioned farther toward the ocean than many neighboring properties, while both adjacent residences sit behind the pool and lanai view corridor. The result is a remarkable sense of openness, with sweeping 270-degree ocean and coastline views and year-round sunsets unfolding across the horizon. Set on a generous 18,373-square-foot lot, the 5-bedroom, 5-bath home offers 3,276 square feet of refined interior living space shaped around Hawai‘i’s indoor-outdoor rhythm. A gated entry leads through a landscaped courtyard to an expansive great room, where rich wood detailing, open living and dining areas, and large pocketing doors create a fluid connection to the covered lanai. The chef’s kitchen features custom cabinetry, quartz surfaces, a waterfall island with seating, premium appliances, a wet bar, wine cooler, and a pass-through window to the outdoor entertaining area. Just beyond, the lanai opens to the pool, spa, and built-in BBQ, with generous space for dining, conversation, and quiet moments against the ocean backdrop. The ocean-view primary suite includes a private lanai, substantial walk-in closet, and spa-inspired bath with dual vanities, dual shower heads, a freestanding soaking tub, and an outdoor shower. Additional ensuite bedrooms, private outdoor spaces, and a fifth bedroom with a separate exterior entry add flexibility to the floor plan. An attached garage completes the property, just minutes from Keauhou Bay, ocean recreation, dining, shopping, and Keauhou Shopping Center in Kailua-Kona.

78-7032 Mololani St, KAILUA KONA

Listing courtesy of COMPASS.

$4,485,000

5 Beds ⋅ 5 Baths ⋅ 730706 MLS ⋅ ['Fee Simple'] Tenure

A classic Kiahuna Golf Village residence in both design and style, this spacious two-story home is located on a corner lot and features an open floor plan with an abundance of natural light, 9+ ceilings, and three bedroom suites with private baths. Looking for a home with Family Caretaker Quarters? The 400 sf guest house is adjacent to the home's three-car garage, and its separate entry is near the private swimming pool. The home was designed by Kauai architect Ginny Latham and features Andersen windows and doors, and stucco exterior home and privacy walls. The gated backyard features an in-ground swimming pool and flagstone deck, and a covered shaded patio for easy indoor/outdoor entertaining. The home's 4th bedroom is next to its living area and 4th bathroom, and is currently furnished as a private workspace with a view to the mountains. This property is in the Poipu Visitor Destination Area (VDA) and is currently a vacation rental. Offered furnished, the home is also move-in ready for the buyer looking to call Kauai's South Shore home. Kiahuna Golf Village is one of Kauai's well-regarded communities, known for its peaceful setting and proximity to Poipu beaches, restaurants, shops and recreation.

5373 Pau A Laka St, KOLOA

Listing courtesy of Hawaii Life.

$4,450,000

4 Beds ⋅ 4 Baths ⋅ 732472 MLS ⋅ ['Fee Simple'] Tenure

Welcome to 2607-A Halalu Street, a stunning Poipu luxury estate on just over an acre in coveted Poipu Beach Estates on Kauai's sunny South Shore. This 4 bedroom, 3.5 bath residence offers 3,637 square feet of light filled living with ocean, mountain, and sunset views. Soaring vaulted ceilings and walls of sliding glass invite the outdoors in. Two generous primary suites offer wonderful flexibility and privacy, including a serene upstairs retreat with a spa inspired en suite bath and its own private lanai. The chef's kitchen is a true gathering place, anchored by an oversized island with Wolf and Sub Zero appliances, wine cooler, and butler's pantry. Step outside to your own private resort, where a sparkling pool, charming poolside gazebo, and expansive covered lanai create the perfect setting for sunset dinners and lazy afternoons in the Hawaiian sun. Built in 2018 with presidential style roof tiles, an owned 14 panel photovoltaic system, and an oversized three car garage with drive through access to the backyard. The home was sited to maximize solar production while shading the lanais. Lush grounds are graced with mango, citrus, coconut, and banana trees. Approved ADU plans convey with upgraded water meter installed and utilities extended to the site. Within the Visitor Destination Area and a short stroll to Poipu beaches, restaurants, and shops, this Koloa property offers rare versatility as a primary residence, second home, or vacation rental. KEY FEATURES: Two primary suites with en suite bathrooms Wolf and Sub Zero appliances Pool with poolside gazebo Large covered lanai Oversized three car garage Presidential roof tiles Owned 14 panel photovoltaic system Approved ADU plans, upgraded water meter installed Located within the VDA Walking distance to Poipu beaches * View 40 additional photos, video, 3D Tour and floor plans * https://kauai-real-estate-media.aryeo.com/sites/rppwlzvl/unbranded

2607-A Halalu St, KOLOA

Listing courtesy of The Agency - Oahu.

$4,425,000

3 Beds ⋅ 3 Baths ⋅ 729125 MLS ⋅ ['Fee Simple'] Tenure

Located on Lawai Road along Kauai's South Shore, this oceanfront property comes to market for the first time. The ocean is a defining feature throughout - present from the living areas, the bedrooms, and the lanai. The property holds a valid TVNC vacation rental license. The primary residence spans two levels with three bedrooms, two bathrooms, and a two-car garage. The main living area opens to a, expansive oceanfront lanai, a natural gathering space where the water takes center stage. The main level includes one bedroom and one full bathroom, offering the ease of single-level living when needed. Upstairs, two additional bedrooms share a bathroom, with one opening to a private lanai with elevated views along the coastline. A fully permitted studio cottage sits separately on the property with its own entrance, kitchen, bathroom, oceanfront lanai, and carport - well suited for guests. Seasonal whale sightings and passing marine life are a regular part of life on this stretch of coast, as are the sunsets. The National Tropical Botanical Garden, Spouting Horn, and Kukui'ula Small Boat Harbor are all minutes away, with beaches, dining, and outdoor recreation close at hand.

4484 Lawai Rd, KOLOA

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

4 Beds ⋅ 3 Baths ⋅ 410494 MLS ⋅ Fee Simple Tenure

This rare Kamaole Kula property is situated on Maui's leeward, sunset coast at an elevation of 2,450 feet. It boasts stunning bi-coastal views and a low-humidity climate with an ideal blend of subtropical days and cool mornings and evenings. Over the years, the original owners have thoughtfully developed and meticulously cared for this beautifully graded and contoured two-acre parcel. Their stewardship has created a mature and thriving landscape featuring approximately 1,000 feet of rock walls, an abundance of productive fruit trees—including avocado, citrus, cherimoya, and macadamia nut—a fertile garden, and exceptional privacy. The sturdy, custom-built home and detached garage were constructed using irreplaceable old-growth, clear vertical-grain (CVG), Western red cedar, sourced from virgin forests in Olympic National Park. The timber was obtained through a rare special use permit from the National Park Service for fire control, allowing the purchase of wind-felled trees approaching 400 years in age that were extracted by helicopter. Even in the 1980s, wood of this caliber was rare; today, it is virtually priceless. This premium lumber is naturally resistant to termites and rot, including all studs and joists, and the home is finished with the highest-grade roof tiles. The construction was executed by master craftsman and boat builder John Cahill, of Cahill Construction. The property also features a 48-panel solar array equipped with top-quality SMA Sunny Boy inverters and a state-of-the-art Heliotex automated cleaning system. Additionally, this parcel benefits from a grandfathered net-zero interactive electric meter with a minimal monthly service charge—a program that has since been discontinued by Hawaiian Electric. Keokea Town is a short drive away, offering convenient access to Ching Store, Fong Store, Grandma's Coffee House, Keokea Park, and the Kula Clinic. Schools and the post office are approximately 10 minutes away. This timeless, classic, one-of-a-kind home is a true real estate outlier. It offers a peaceful and comfortable Maui lifestyle. This is a Residential CPR property. Call your Realtor for a private viewing.

10898 Kula Hwy, Kula

Listing courtesy of Compass-W.

2 Beds ⋅ 3 Baths ⋅ 410147 MLS ⋅ Fee Simple Tenure

Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

4 Beds ⋅ 5 Baths ⋅ 202607374 MLS ⋅ FS - Fee Simple Tenure

Portlock—one of Oahu’s most sought-after residential enclaves. Situated just 1300 feet to the ocean on a sprawling 20,000-sqft estate, your day begins as you gaze upon the sunset sinking beyond Diamond Head. This is a place where Hawaii's nature and urban convenience coexist in a miraculous balance. From Hanauma Bay and Koko Head to golf courses and the shoreline of Sandy Beach, you can enjoy the luxury of ocean and mountain activities as if they were your own backyard.Commercial facilities such as Koko Marina and Town Center are also nearby, so daily shopping and dining are a breeze. Renovate this Mid-Century 4-bedroom house into your own modern-vintage style and enjoy a vibrant Hawaiian lifestyle, island life with views of Maunalua Bay, the Kona winds from the Pacific Ocean, and barbecues while watching the sunset. Why not enjoy both the tranquility of a Hawaiian home and the peaceful respite from the hustle and bustle of city life? [Activities] Surfing, SUP, Fishing, Kayaking, Hiking and China Wall are all within 2600 feet. [Investment Potential] With R10 zoning and the construction of a new ADU (annex) on the property, rental income is also possible.

532 Portlock Road, Honolulu

Listing courtesy of Fogarty Realty, Inc..

2 Beds ⋅ 2 Baths ⋅ 408607 MLS ⋅ Fee Simple Tenure

This is a rare opportunity to own in one of Maui’s premier water-sports communities. Set on a private, gated quarter-acre, the elevated Tahitian-style dwellings have a bright, relaxed treehouse feel, with cathedral ceilings and natural cross-ventilation. The main residence is a 2-bedroom, 2-bathroom home with bonus space for guests, while the separate 1-bedroom cottage includes a loft, screened sleeping lanai, and coffee lanai for the morning wave check. The peaceful, private grounds feature low-maintenance landscaping, permeable gravel surfaces, room for a garden, and two outdoor showers for rinsing off after the beach. Created for an active North Shore lifestyle, the property offers an indoor board room with cushioned wall-to-wall matting, a covered 22-foot bay for a jet ski, skiff, or kayaks, two covered parking spaces, and three open-air spaces. An open-air concrete pad for a jet ski provides versatility. The ipe and 316 marine-grade stainless steel sliding gate is suited to the coastal setting. After a day on the water, a dedicated area for a future sauna and cold plunge, with a 220-volt outlet in place, offers a transition from high-energy recreation to recovery and relaxation. Near the bike path and a short walk from Sprecks Beach and the Maui Country Club, this is North Shore living at its best.

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,395,000

4 Beds ⋅ 4 Baths ⋅ 409092 MLS ⋅ Fee Simple Tenure

When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$4,350,000

5 Beds ⋅ 4 Baths ⋅ 730379 MLS ⋅ ['Fee Simple'] Tenure

An extraordinary Waimea estate set along a quiet lane on one impeccably curated acre, offering a rare unity of stellar design, craftsmanship, privacy, and enduring Hawai‘i character. Designed by Philpott’s Interiors alongside acclaimed architect Clem Lam, and David Tamura landscape design, the property masterfully blends architectural magnificence with a deep connection to the natural beauty and spirit of the land. Sweeping views of Mauna Kea, Mauna Loa, Hualālai, and the Kohala coastline are showcased through expansive oversized & corner windows designed to frame the landscape from every major living space. Architecturally striking yet warm and grounded, natural elements such as lava rock, ʻōhiʻa posts, clear cedar t&g exterior ceilings, expansive ipe decking, and more are incorporated in a way that feels both sophisticated and deeply connected to its setting. Exceptional craftsmanship is evident throughout, from the dramatic custom made Brazilian cherry curved staircase to the custom La Puerta Entry Doors, to the African Mahogany built ins and custom tilework throughout, all reflecting an extraordinary level of care and intentionality. The main wing of the home offers 4 bedrooms and 3 bathrooms, while a 5th bedroom or office & adjacent multipurpose room via a covered breezeway provide flexibility and separation for guests, work, or extended living. A protected oversized lanai extends the main living level into the surrounding views and gardens, creating a cohesive balance of indoor outdoor living. Beautifully integrated waterfall and grotto water features at both the entry courtyard and garden lanai create a remarkable sense of arrival and place while mature landscaping and fruit trees further enhance the estate’s private, elevated atmosphere. This is a property of exceptional quality and enduring character, privately situated within one of Waimea’s most coveted and exclusive enclaves. The contiguous 1ac vacant parcel is also available, MLS 730645.

65-1315 Hokulani Pl, KAMUELA

Listing courtesy of COMPASS.

$4,350,000

6 Beds ⋅ 4 Baths ⋅ 202525771 MLS ⋅ FS - Fee Simple Tenure

Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua

Listing courtesy of Compass.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 723308 MLS ⋅ ['Fee Simple'] Tenure

This is a leasehold property This property converts to fee simple upon recordation of sale The Point of Alii Dr is an Oceanfront fortress! Zoned Resort-Hotel V-1.25 with possibilities on qualifying for short-term vacation rental permit from the County of Hawaii. Your own natural quiet sanctuary overlooking panoramic vistas of clear blue ocean and a serene wooded area. Imagine beginning your mornings with the gentle rhythm of the Pacific and ending your evenings watching the sun melt into the horizon to await a star filled night sky from your own secluded point. You will have a 4-story home with 3 separate living spaces each with their own electric metering. You have 2 world class surf spots to view from the lanai. Watch spinner dolphins in the morning and during humpback whale season it’s quite the show! Sunsets are epic from this well taken care of oceanfront residence. There is a large outdoor space to relax, entertain, and listen to the ocean from under the palm trees. The home is a 5 min drive to downtown Kona, 15 min to world-class deep-sea fishing and scuba diving from Honokohou Harbor. First floor - Studio with one 3/4 bathroom: shower, sink, kitchen Second floor- 2 bedrooms, 2 bathrooms, and kitchen. Primary bedroom has a private en-suite bathroom Third floor - includes a Large Loft (that is the 4th floor) - 2 bedrooms, 3 bathrooms. Full bathroom in primary bedroom. 1/2 bath in hallway and the loft has a Shower, Sink, toilet. Hawaii is more than a destination-it’s a way of life, This extraordinary oceanfront property is not to be missed!

76-6280-C Alii Dr, KAILUA KONA

Listing courtesy of LUVA LLC.

$4,290,000

8 Beds ⋅ 6 Baths ⋅ 202616863 MLS ⋅ FS - Fee Simple Tenure

Single Family Home with ability to rent out rooms daily just like a hotel. Most unique opportunity to have your Home help pay your mortgage with daily rentals of rooms. Rare opportunity to own a 7-room bed & breakfast in desirable Manoa, Honolulu. Located just steps from the University of Hawaii, this historic property offers strong income potential with daily, hotel-style rentals. Charming European Themed character throughout, ideal for owner-operator or investor. Additional living space is also included on the property. Consistent demand from university visitors, tourists, and traveling professionals. Historical Property with Exceptionally low property taxes at only $25/month. Turnkey operation in one of Honolulu’s most sought-after neighborhoods. A unique chance to live and run a hospitality business in paradise. Buyer must conduct their own due diligence on the property. Sold in As Is condition.

2001 Vancouver Drive, Honolulu

Listing courtesy of Hawaiiko Realty Group LLC.

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 732977 MLS ⋅ ['Fee Simple'] Tenure

There is only one 75-881 Hiona. Set on more than three private acres in the hills above Kona, this custom Holualoa estate was conceived without compromise and built to be unrepeatable. A home and property with so much classic character and personality that it has soul. The land itself sets the tone. Monkey pod giants, swaying palms and gardens shaped over decades create a sense of complete seclusion a peaceful world unto itself, tucked away from the pace below. At 1,100 feet above the sea, the home opens toward bay, coastline, mountain, ocean and sunset views that shift with the light throughout the day. Inside, one-of-a-kind design and craftsmanship carry that same sense of intention through every room. This is a home shaped by owners who understood that true luxury is unhurried, where a morning begins on a private golf hole, six hole putting green and an afternoon dissolves into the pool without a thought of anywhere else to be. Every detail, from a fully owned photovoltaic solar system with Tesla battery backups to gated entry, was chosen not to impress, but to protect this feeling: once you arrive, nothing more is needed. Four bedrooms, that include a separate pool house with kitchenette, an office, a study, and an oversized lanai. Each a quiet invitation to stay a little longer. Custom. Private. Unrepeatable. This is Angel's Retreat at 75-881 Hiona St.

75-881 Hiona St, HOLUALOA

Listing courtesy of Coldwell Banker Island Properties - Kona.

$4,250,000

5 Beds ⋅ 6 Baths ⋅ 202614376 MLS ⋅ FS - Fee Simple Tenure

Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

Listing courtesy of Corcoran Pacific Properties.

$4,250,000

8 Beds ⋅ 8 Baths ⋅ 202608906 MLS ⋅ FS - Fee Simple Tenure

MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COMPREHENSIVE RENOVATON and appraised at over 5 million dollars, this estate offers quite a lifestyle right here in Kailua. Just a few miles from one of the world's most beautiful beaches, minutes to Le Jardin Academy and 20 minutes to Honolulu, our location is ideal. The main part of this home is stunning, featuring an open floor plan with a well planned kitchen right in the heart of the home. Floor-to-ceiling windows, large rooms, and tall ceilings frame the mountain views. The lower floor is separate from the main home but could be connected if desired. It features 3 bedrooms and two full baths, plus a large entertainment area that is ideal for MULTIGENRATIONAL living, teenagers in their own space or a rental. VERSATILITY is key here, offering many options with this AG Land. The unpermitted Yellow cottage has an additional 3 bedrooms, 2 baths and kitchen. Enjoy a refreshing swim in the pool, with a big bowl of home grown fruits. Lots of parking for cars, toys, and entertaining. Come see us today!

969 Auloa Road, Kailua

Listing courtesy of Compass.

$4,249,000

6 Beds ⋅ 5 Baths ⋅ 202610270 MLS ⋅ FS - Fee Simple Tenure

Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. level lot, this completely remodeled open concept, light filled property offers a residence of 7 bedrooms, 4.5 bathrooms, included is this is a 1/1 guest quarters with additional full bath. Addtionally, there are 2 finished office spaces with AC across 3,827 sq.ft. of living space.Property includes 3 car garage and secured gated entry.Luxury finishes include Modico cabinetry, quartz waterfall countertops, Italian tile, soaring ceilings and dramatic Viewrail floating staircase with LED-lit Tigerwood treads.The chef’s kitchen features dual built-in DACOR refrigerators,Bosch oven/microwave combo, Monogram cooktop, Thermador dishwasher,and butler’s pantry. Home boasts two outdoor showers, and split A/Cs throughout, Cooling skylights,LED lighting, and owned 28-panel solar system on net metering.Designed to embrace wellness-focused island luxury living, the home features a premium Sunlighten mPulse infrared sauna and Michael Phelps signature cold plunge.

6 N Kalaheo Avenue, Kailua

Listing courtesy of Talk Realty LLC.

4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure

Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

Listing courtesy of Hawaii Life.

4 Beds ⋅ 4 Baths ⋅ 202611048 MLS ⋅ FS - Fee Simple Tenure

Get ready to find your dream home with this stunning Mid Century Modern home designed by Alfred Preis, the renowned Arizona Memorial Architect. Located just a stone's throw from Diamond Head beach, this fabulous home perfectly embodies the indoor/outdoor lifestyle, boasting a salt water pool, spa and an outdoor shower. Whether you love to host parties or prefer intimate gatherings, the multiple dining areas and a built-in bar are tailor-made for entertaining. The kitchen is a chef's paradise featuring dual sinks, Thermador appliances, a double oven and a gorgeous Heath Tile backsplash. Add a touch of green to your culinary endeavors with the accompanying herb garden. The house remains true to the mid-century aesthetic with smartly designed built-ins and offers abundant storage throughout. Convenient features such as upstairs/downstairs washer/dryers, and central AC in the bedrooms underline the thoughtful design. Hau trees provide privacy around the perimeter, with the added bonus of fruit trees including lime, fig and avocado. Don't miss the chance to live in a home that seamlessly blends style, luxury and comfort at Diamond Head.

4072 Kulamanu Street, Honolulu

Listing courtesy of Harcourts Island Real Estate.

4 Beds ⋅ 7 Baths ⋅ 730560 MLS ⋅ ['Fee Simple'] Tenure

Experience timeless elegance at this solidly built, red brick country manor. Situated on 1.75 acres of beautiful rolling lawns and gardens, this home was completely renovated between 2014 and 2016 with meticulous attention to detail. This home will truly stand the test of time. The home is designed around a wonderful and peaceful central atrium. The south wing features a spacious country kitchen, lounge area, and dining area. A French door leads to the newly added covered patio. The brick patio continues around the pool area and beyond. A unique highlight is the Southern-style "screen porch" living area equipped with storm shutters for those times they may be needed. The primary suite serves as a private retreat with two walk in closets and bathroom with walk in shower and soaking tub. In the main home you also have two en-suite bedrooms, two dedicated offices, a powder room, and a laundry room with a view! The separate guest house offers a bedroom, bathroom, kitchenette, living room, and central air-conditioning making it the ideal area for hosting family and guests. The attached FOUR car garage is not something you will find in many homes in Kona. It is perfect for the car enthusiast with one, or more classics! There is a ton of added storage, as well as another half bathroom. Here are just a few of the items included in the renovation (2014-2016): * Standing seam roof * Screening and drainage in the atrium * Updated all bathrooms * Complete kitchen renovation with beverage station * New flooring except the original Saltillo tile and laundry room * Electric storm/security shutters added to screen porch * Addition of the covered patio off the kitchen * Plantation shutters throughout * Additional storage in garage * Central A/C in guest house * Owned 40 panel photovoltaic system * HOA fees are $2,500.00 paid annually * Holualoa school district

75-635 Kula Kai Pl, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.