Refine Search
Sort by
44 Loli'i Pl, Lahaina
$4,999,000
4 Beds ⋅ 5 Baths ⋅ 406460 MLS ⋅ Fee Simple Tenure
Contemporary aesthetics define this gorgeous new home in Ka'anapali's Lanikeha community. This elegant new 4-bedroom, 5-bathroom home boasts 3,691 sq. ft. of living space, 956 sq. ft of covered lanai space, a 104 sq. ft. covered entry, and 1,298 sq. ft. of double-garage space: that's two separate, two-car garages - a rare and highly desirable feature for added flexibility and storage! The finishes in this new construction are luxury-class, featuring elegant tile and stone throughout, custom wood cabinetry, refined bathroom fixtures, and best-in-class kitchen appliances. From the entry, the home draws you into the Great Room and out to stunning ocean and outer-island views, which are protected by the community’s CCR roof-height restrictions. The Great Room and kitchen open onto the covered lanai; this functional and beautiful space lends itself to classic indoor-outdoor Hawaiian resort-style living. Outside, the lanai provides ample shaded space for dining, with an infinity-edge pool and jetted spa just beyond. The design allows bathers and those relaxing outside to take in the stunning ocean views from every angle. A built-in barbecue area complements the lanai amenities, making it ideal for entertaining and everyday living. The home features two wings that flank the Great Room, each housing bedrooms and amenities. On the left side is the Primary Suite wing, complete with an ocean-facing, private, covered lanai and a spacious bathroom; a second guest room is also located in the Primary wing. The right wing is home to two additional guest rooms; an ocean-facing bedroom also boasts a private covered lanai. The lucky owners of this new home will enjoy stunning views of the outer islands of Lanai and Molokai, as well as arguably the best sunsets on Maui year-round. During the winter, you will be treated to the magical sight of Hawaii's famous humpbacks breaching in the blue Pacific. While you will enjoy living inside a gated community, you are also just minutes from some of Maui's best beaches, restaurants, and shopping in the Ka'anapali Beach resort area. The property is offered furnished. Furnishings included in the sale are subject to an inventory list to be provided by Seller. Be the first to live in this Maui dream designer property that's been three years in the making!

44 Loli'i Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

1521 Kanaio-kalama Park Lot C Rd, Kula
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 411128 MLS ⋅ Fee Simple Tenure
AN ESTATE WITHOUT EQUAL. A SETTING BEYOND COMPARE: VILLA ROCAVALLO: A Tuscan-Inspired Estate in the Heart of Maui’s Ulupalakua Wine Country...Welcome to VILLA ROCAVALLO, a rare and refined estate nestled on over 3 pristine acres in the peaceful uplands of Ulupalakua, just above the world-renowned Makena Golf & Beach Club. Perched at a sublime 1,300-foot elevation, this triple-gated sanctuary offers an extraordinary fusion of Old World Italian charm and the raw, breathtaking beauty of Maui. As you arrive through stone walls and lush landscaping, you are immediately transported to the rolling hills of Tuscany - yet the horizon reveals the sparkling Pacific, with unobstructed views of Molokini, Kahoolawe, Lanai, and Molokai. From sunrise to sunset, the views are cinematic. Residence | 4 Bed | 4 Bath + Media Loft | plus Garage Structure equal ~3,667 sq ft., all of central ducted A/C throughout. Step inside to soaring open-beamed ceilings, wide-plank hardwood floors, and sun-drenched interiors designed with intention and elegance. The home exudes warmth and sophistication, blending Tuscan farmhouse style with clean, contemporary lines and high-end finishes. Gourmet chef’s kitchen with white shaker cabinetry, oversized blue fusion quartzite island, and premium Thermador appliances, Open living and dining areas with walls of glass that flow seamlessly to outdoor terraces, Ocean-facing primary suite with private lanai and spa-like bath, Spacious guest rooms and a media loft ideal for work or relaxation. Outdoor Living | ~3,600 sq ft of additional Covered + Uncovered Space. True to its Italian inspiration, the estate is designed for al fresco living and entertaining on every scale: Heated saline pool and spa with panoramic views, Outdoor kitchen and cabana bath, Separate guest suite with private entrance and living space, Manicured gardens with bougainvillea, olive, cypress, and jacaranda trees, and peaceful views that stretch across the islands and down to Maui’s South Shore. Available for sale completely furnished (with exclusions) on separate Bill of Sale. Sustainability & Infrastructure... This estate is not only beautiful—it is self-sustaining and thoughtfully equipped: 60 owned solar PV panels with 12-battery storage + grid tie-in to MECO, Private water well, Cummings diesel generator, and Detached structure with 2-car garage, second laundry room, and storage/gym. A Legacy Property | 3-Lot CPR on 8.575 Acres (Available Individually or Together): Offered here is Lot C, the main residence on a 3.048 acre parcel. Buyers also have the opportunity to acquire: Lot A (2.109 acres): Improved as future Ohana unit; Lot B (3.111 acres): Vacant grazing pasture. Each parcel features triple-gated access and private water, offering ultimate privacy and flexibility. Listor is owner.

1521 Kanaio-kalama Park Lot C Rd, Kula

Listing courtesy of Maui Real Estate Advisors LLC.

465 & 467 Hana Hwy, Paia
$4,995,000
3 Beds ⋅ 2 Baths ⋅ 410634 MLS ⋅ Fee Simple Tenure
OCEANFRONT LIVING, NORTH SHORE STYLE. Some oceanfront homes give you a view. This one makes the ocean part of everyday life. Set beside Tavares Bay, just minutes east of Paia, 465 & 467 Hana Hwy combine an oceanfront main residence, private guest cottage and additional approx. 6,000 SF adjacent parcel into one exceptional North Shore retreat. From the moment you enter, the Pacific draws you through the home, filling the living and dining spaces with blue water, horizon and light. The Pacific is the backdrop, the surf is the soundtrack, and the home creates an effortless connection between indoor and outdoor living. Treasured as the owner’s retreat for over twenty years, the light-filled, furnished, single-level main residence offers 2,072 sq. ft. with 3 bedrooms and 2 baths. Imagine waking to the sea and ending the day to the gentle lull of the waves. Vaulted natural wood ceilings, crisp white enameled beams and travertine floors create a warm, natural palette throughout the home, complemented by granite counters, soft-close cabinetry, stainless-steel appliances and central A/C. Renovated in approximately 2004 and updated in 2018, expansive windows keep the ocean ever present throughout the home. The ocean-facing primary suite opens to a private outdoor seating area. Its spacious en-suite bath features a walk-in closet, floor-to-ceiling stone-tiled open shower, private outdoor shower and soaking tub. Outside, the grounds have been artfully nurtured over time. Mature tropical landscaping, including ginger, heliconia, plumeria and abundant foliage, creates privacy and the feeling of an established Hawaiian garden. Panoramic Pacific, West Maui Mountain, Molokai and Sunset Color views surround the property. Here, the ocean becomes part of the rhythm of the day. Look toward Tavares Bay to see what the swell is bringing, head down to the beach, or simply stay home and watch the ocean change throughout the day. A separate guest cottage, thoughtfully divided into two independent studio accommodations, adds another dimension to the property. Studio One features a wet bar and full bathroom, while Studio Two includes a full kitchen and full bathroom. The cottage creates inviting possibilities for guests or extended family while maintaining comfortable separation from the main residence. Together, the two parcels total 18,988 sq. ft., nearly half an acre adjacent to Tavares Bay. The included adjacent vacant parcel has its own water meter and expands the possibilities of the property, offering additional space to shape it around your own vision for the future. Two parcels. A private guest cottage. Nearly half an acre beside Tavares Bay. Thoughtfully established tropical grounds. And at the heart of it all, a home where the Pacific is part of how you live.

465 & 467 Hana Hwy, Paia

Listing courtesy of Maui Real Estate Advisors LLC.

3938 Namakeha Lp Unit 1, PRINCEVILLE
$4,995,000
5 Beds ⋅ 4 Baths ⋅ 732424 MLS ⋅ ['Fee Simple'] Tenure
Welcome to 3938 Namakeha Loop, a luxury residence in the heart of Princeville offering the perfect balance of island elegance, comfort, and resort-style living. This beautifully designed five-bedroom plus extra room for a flex space home features spacious living areas, quality finishes, and indoor-outdoor living ideal for entertaining or relaxing with family and friends. A dedicated theater room provides the perfect space for movie nights, while the open-concept great room flows effortlessly to the backyard retreat. The extensively upgraded pool and spa create a spectacular focal point, featuring a waterfall cascading from the elevated spa into the pool below. Surrounded by tropical landscaping and generous outdoor living spaces, this private oasis captures the essence of Kauai living. The thoughtfully designed floor plan offers spacious bedrooms, inviting gathering spaces, and the flexibility to accommodate family and guests with ease. Ideally located just minutes from Princeville’s golf courses, beaches, dining, shopping, and the breathtaking North Shore coastline, this home provides convenient access to the very best of Kauai. Multiple vacation rental income pro forma indicate the potential for more than $500,000 in annual gross rental revenue. Buyers should independently verify all vacation rental regulations, and projected income potential. An extensive list of upgrades and work has been done to this beautiful property! This is an extraordinary home in one of Kauai’s most desirable resort communities. Bedroom count may differ from public record. The information herein may contain inaccuracies and is provided without warranty or guaranty of any kind. Agents and Buyers must independently verify any info they deem material or important to their purchase or any offered price thereunder. Square footage, room, bathroom count should be confirmed by an appraiser. Video available above in the media toolbar. Mahalo

3938 Namakeha Lp Unit 1, PRINCEVILLE

Listing courtesy of Coldwell Banker Island Properties - Kauai.

27-640 La Rd, PAPAIKOU
$4,995,000
731710 MLS ⋅ ['Fee Simple'] Tenure
Rarely does an opportunity of this scale become available along Hawaiʻi Island’s Hāmākua Coast. Encompassing approximately 470 acres above Papaikou, this exceptional fee simple property offers tremendous versatility, extraordinary privacy, and sweeping ocean and mountain views. The property is predominantly open pastureland and is currently fenced with multiple paddocks throughout, making it well suited for ranching, grazing, diversified agriculture, or the establishment of a substantial agricultural operation. Adding to the character of the property are two active streams that run along major boundaries of the land. Along their course are multiple waterfalls and natural pools, creating a landscape that feels distinctly Hawaiian and setting this property apart from more typical large acreage offerings. Beyond its agricultural potential, the sheer scale and natural beauty of the property open the door to a much broader vision. It could serve as a private ranch or estate, conservation oriented holding, family legacy property, agricultural enterprise, or long term investment in Hawaiʻi land. From its elevated setting above Papaikou, the property captures impressive views across the surrounding countryside and toward the Pacific while remaining within convenient reach of Hilo. Nearly 470 contiguous acres with pasture, streams, waterfalls, natural pools, privacy, and tremendous views. For buyers seeking a significant landholding on Hawaiʻi Island, this is a truly uncommon opportunity. Information herein deemed reliable but not guaranteed. Buyer and buyers agent to do their own due diligence on all pertinent facts.

27-640 La Rd, PAPAIKOU

Listing courtesy of Better Homes and Gardens Real Estate Hank Correa Realty.

837 Anapuni Loop, Lahaina
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 404626 MLS ⋅ Fee Simple Tenure
Elevated design meets serene island living in this architectural triumph within the esteemed double-gated Lanikeha community in the Ka'anapali Golf Estates. This 4-bedroom, 5-bathroom residence spans 3,710 square feet of interior space, offering a harmonious blend of contemporary luxury and timeless Hawaiian elegance. From the moment you enter, you'll be captivated by the expansive, light-filled layout. High ceilings and wide-plank white oak flooring create a seamless flow throughout the home. The gourmet kitchen boasts a Miele refrigerator, a Wolf range, dual dishwashers, and a thoughtfully designed pass-through window connecting to the outdoor kitchen and BBQ—a feature crafted for effortless entertaining. Nearly 1,000 square feet of covered lanai beckons you to savor meals and tranquil moments while soaking in panoramic ocean and outer-island views. Just beyond, the stunning in-ground pool boasts a Baja shelf and an oversized hot tub—a true retreat designed for relaxation and indulgence. Practicality meets luxury with features such as a three-car garage, two-zone central air conditioning, and Hana Hou Builders' signature attention to detail. Each element of the home has been meticulously curated to enhance your elegant living experience, including the landscaped grounds that complement the home's modern aesthetic. You are within 5 minutes of Kaanapali Beach and Whalers Village shops. You are also a stone's throw away from the Ka'anapali Golf Courses, while the PGA Plantation Course in Kapalua is just a 15-minute drive. Lanikeha owners also enjoy access to a fabulous community clubhouse with a fitness center, billiards, and a beautiful infinity-edge pool. This move-in ready, new luxury residence exemplifies elegant contemporary island design. Its flawless design, functionality, and perfect location make it an extraordinary opportunity to open the door to the ultimate Ka'anapali resort-style living.

837 Anapuni Loop, Lahaina

Listing courtesy of Welcome Hawaii Properties.

10 Hui Rd E Rd, Lahaina
$4,988,000
3 Beds ⋅ 4 Baths ⋅ 409685 MLS ⋅ Fee Simple Tenure
Poised within a prestigious oceanfront community, but positioned without the front row real estate price premium, 10 Hui Road E is a fully updated, multi-level estate that combines dramatic ocean views with a protected location. Just steps back from the shoreline, the property captures elevated Pacific views and year-round sunsets. The residence has undergone a comprehensive renovation featuring high-end fixtures and finishes throughout. The main level centers on an open-concept kitchen equipped with custom cabinetry, countertops, and premium integrated appliances. Stone flooring runs through the living spaces, where large glass sliders open to a spacious covered lanai, a flat green lawn, and newly cleared landscape corridors designed to maximize the ocean view. Truly an indoor-outdoor lifestyle dream. The 3,175-square-foot floor plan provides excellent separation of space. The main floor hosts two private guest en-suites. The entire second level is dedicated to the primary suite, which includes a gracious ocean view deck, a custom walk-in closet, and a stone-finished bathroom with a soaking tub and dual vanities. The home is situated just south of the luxury Kapalua Resort, providing quick access to world-class golf courses, fine dining, shopping, tennis, and pickleball. It is offered exquisitely furnished, ready to move right in to your Maui Beach Home.

10 Hui Rd E Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

2638-B Halalu St, KOLOA
$4,985,000
4 Beds ⋅ 6 Baths ⋅ 733602 MLS ⋅ ['Fee Simple'] Tenure
Newly completed custom construction in Poipu Beach Estates, set on an expansive 35,309-square-foot homesite in the heart of Kauai’s South Shore. The residence provides approximately 3,626 square feet of interior living space with 4 bedrooms, 5 full bathrooms and 1 half-bath, and is offered partially furnished with new, high-end furnishings. Extensive covered outdoor living areas, a private pool, and large openings throughout the home create a seamless connection between indoors and out, taking full advantage of Kauai’s year-round climate. Thoughtfully oriented around the property itself, the home considers natural trade winds, sunset exposure, and the openness afforded by its expansive setting. Clean, timeless architecture, quality materials, custom finishes, and attention to detail are complemented by zoned split-system air conditioning, wiring for surround sound, EV charging, an automatic backup generator, on-demand water heaters, and connection to the public sewer system. Poipu Beach Estates combines a residential setting and generous homesites with exceptional access to the Poipu resort area. The Shops at Kukui‘ula, Poipu Shopping Village, Kiahuna Golf Club, dining, shopping, and some of the South Shore’s best beaches are nearby, with many of Poipu’s resort-area amenities close at hand. The oversized homesite provides a sense of space increasingly difficult to find this close to the heart of Poipu. Located within Kauai’s Visitor Destination Area (VDA), the property offers flexibility for use as a primary residence, second home, or potential vacation rental. With new construction, more than 35,000 square feet of land, a private pool, extensive indoor-outdoor living, modern amenities, and a location within one of Poipu’s established residential communities, this is a unique offering in today’s South Shore market.

2638-B Halalu St, KOLOA

Listing courtesy of COMPASS.

620 Silversword Dr Unit 26, Lahaina
$4,975,000
4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure
Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

4619 Moho Street, Honolulu
$4,950,000
5 Beds ⋅ 4 Baths ⋅ 202619416 MLS ⋅ FS - Fee Simple Tenure
DESIGNED FOR THE WAY WE LIVE IN HAWAI‘I. This beautifully appointed 5 bedroom home in the heart of Kahala offers a spacious floor plan, light-filled interiors, contemporary finishes & custom wood details. A stunning professional kitchen features wraparound counters, premium appliances & dine-in counter seating. Both the kitchen & living room open to a spacious cov’d lanai overlooking tropical gardens & large, tiled pool, creating a seamless connection between indoor & outdoor spaces that makes everyday island living so enjoyable. The main level includes 3 bedrooms, one of which offers flexibility as an additional entertainment or family room w/pool & garden views. Upstairs, the generous primary suite features a lounge area, bath w/dual vanities, walk-in shower & deep soaking tub in a separate alcove. A large walk-in closet w/custom Koa wood cabinetry, wellness room w/infrared sauna & dedicated office complete the suite. A 5th bedroom w/sizable closet & full hall bath is also on this level. Walled & gated, w/ 2-car garage & addt’l driveway parking + 60 owned PV panels. Minutes from neighborhood parks, Kahala Mall, beaches, Waialae Country Club, Kahala Hotel, dining, shopping & more!

4619 Moho Street, Honolulu

Listing courtesy of Coldwell Banker Realty.

24 Lolii Pl, Lahaina
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 410375 MLS ⋅ Fee Simple Tenure
Perched within the prestigious double-gated enclave of Lanikeha in the Ka‘anapali Golf Estates, this exceptional fully furnished single-level residence was thoughtfully designed to showcase one of West Maui’s most captivating panoramas. Framed by breathtaking views of the Pacific Ocean, the neighboring islands of Lana'i and Moloka'i, and spectacular sunsets throughout the year, the home offers an effortless blend of timeless craftsmanship, modern technology, and the relaxed elegance that defines luxury island living. From the moment you enter, soaring vaulted Tigerwood ceilings, exquisite Sapele wood trim, and impressive 8-foot solid Mahogany doors create an immediate sense of warmth, scale, and refinement. Every finish has been carefully selected, resulting in a residence that feels both sophisticated and inviting. An integrated whole-home audio system provides the perfect soundtrack whether enjoying a quiet evening or entertaining family and friends. Designed for those who appreciate both beauty and functionality, the gourmet kitchen features premium Bosch appliances, a Liebherr refrigerator and freezer, and an open-concept layout that keeps the spectacular ocean views front and center. Whether preparing a casual breakfast or hosting sunset dinners, the surrounding scenery becomes part of every experience. The primary suite serves as a private sanctuary, offering a spa-inspired bath complete with both indoor and outdoor showers. The outdoor shower is a true work of art, highlighted by an extraordinary solid granite slab that transforms a daily routine into a uniquely luxurious experience. Modern convenience is seamlessly integrated throughout the home with Legrand smart lighting and fan controls, voice-activated motorized lanai screens, multi-zone air conditioning, and advanced home automation. Sustainability is equally impressive, with 33 owned photovoltaic solar panels paired with three Tesla Powerwalls, providing exceptional energy efficiency and peace of mind without sacrificing comfort. Beyond the residence itself, Lani?keha offers one of Maui’s most desirable lifestyles. Situated behind two private gated entrances within a golf cart-friendly community, owners enjoy the convenience of leaving the car behind for many of life’s daily pleasures. A short golf cart ride leads to world-renowned Ka‘anapali Beach, Whalers Village, championship golf, oceanfront dining, upscale shopping, tennis and pickleball facilities, luxury resorts, and countless recreational activities. West-facing and perfectly positioned between the islands of Lana'i and Moloka'i, the home captures mesmerizing sunsets nearly every evening, while seasonal whale watching becomes part of everyday life during the winter months. Combined with West Maui’s remarkably temperate climate—widely regarded as one of the finest anywhere in the world—this extraordinary property offers an unparalleled opportunity to experience the very best of island living.

24 Lolii Pl, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

5811 Kalanianaole Highway, Honolulu
$4,950,000
5 Beds ⋅ 5 Baths ⋅ 202606798 MLS ⋅ FS - Fee Simple Tenure
Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

5404 Weke Rd, PRINCEVILLE
$4,950,000
2 Beds ⋅ 2 Baths ⋅ 729851 MLS ⋅ ['Fee Simple'] Tenure
Steps to the sand - low priced in Hanalei. This is a fixer upper ready for you to put your personal stamp on your own piece of Hanalei. The location on the corner of Weke Road and Hee Road can't be beat. A 60 second stroll puts your feet on the sandy shore of Hanalei Bay. Experience world class surfing in the winter, gentle boogie-board combers in the summer. Need groceries, looking for dinner out? Three blocks away brings you into Hanalei town. Hanalei is the place to be. Don't miss this opportunity. Property sold AS IS, WHERE IS. All offers must include an AS IS Addendum. Sellers reserve the right to structure this sale as a 1031 Tax Deferred Exchange, at no cost to the buyer. Price is set to attract offers.

5404 Weke Rd, PRINCEVILLE

Listing courtesy of Na Pali Properties, Inc..

232 Crestview Rd, Lahaina
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure
Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

5527 Weke Rd, HANALEI
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 725861 MLS ⋅ ['Fee Simple'] Tenure
One of the best locations in Hanalei. Set in the quiet, cul-de-sac at the end of coveted Weke Road, this well maintained, clean and simple family home at 5527 Weke Road is located just steps from the iconic crescent beach of Hanalei Bay. Across two levels, this peaceful 3 bedroom, 2 bathroom home also offers open living areas for relaxing or entertaining and sits surrounded by lush mountains and pristine waterfalls. With its proximity to Hanalei town center, as well as the beach and waves of Hanalei Bay, this is a true Hanalei lifestyle property. Known for its stunning natural beauty, laid-back atmosphere, and vibrant cultural scene, Hanalei offers a lifestyle that's hard to find anywhere else. In addition to its outdoor attractions, Hanalei is home to a thriving arts and culture community. The town has a number of galleries and boutique shops showcasing the work of local artists, as well as a weekly farmers' market throughout the year. Outdoor pursuits, including swimming, kayaking, surfing, hiking and snorkeling, are all conveniently accessible and world class golf and tennis facilities are located just ten minutes away in Princeville. This is a rare opportunity to own a home in one of the most prized locations on Kauai.

5527 Weke Rd, HANALEI

Listing courtesy of Hawaii Life.

66-84 Kaunaoa Dr Unit C24, KAMUELA
$4,950,000
2 Beds ⋅ 2 Baths ⋅ 723937 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hapuna Beach Residences BLDG.
RESORT LIVING. PRIVATE POOL. YOUR BEACHFRONT ESCAPE. A rare opportunity to own oceanfront luxury at its most exclusive-this 2 bed 2 bath ground-floor residence opens directly onto the soft white sands of Hapuna Beach, offering breathtaking views, a private plunge pool, and effortless beachfront living. Inside, you'll find a bright and airy layout with expansive floor-to-ceiling sliding glass doors that fully open to your lanai, seamlessly blending indoor and outdoor spaces for effortless entertaining. The designer kitchen is outfitted with top-tier Wolf, Sub-Zero, and Miele appliances, quartz countertops, and custom cabinetry. Natural textures and finishes—European oak flooring, rich wood accents, and coral stone—bring warmth and sophistication to the open-concept design. The primary suite enjoys breathtaking views, motorized shades, and a spa-inspired bath with deep soaking tub and high-end fixtures. Smart home upgrades include Nest thermostats, Lutron lighting, and high-speed internet. This fully furnished residence is currently a luxury short-term vacation rental, offering both income potential and an incredible place to retreat. Hapuna Beach Residences embodies refined island living, offering residents direct access to one of Hawaiʻi’s most celebrated beaches, along with world-class golf, infinity-edge pools, oceanfront restaurants, a luxury spa, and top-tier tennis and pickleball facilities. Optional Platinum or Social Mauna Kea club membership unlocks even more exclusive privileges and resort experiences. Live the beachfront lifestyle—on what Conde Nast calls “The Best Beach in America.” Iconic Beachfront living. Unrivaled. Unforgettable. Just like you. Hapuna Beach, Hawai‘i 2025

66-84 Kaunaoa Dr Unit C24, KAMUELA

Listing courtesy of COMPASS.

130 Kai Malina Pkwy Unit NR202, Lahaina
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 406123 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG.
If the "best of the best" is what you're looking for, look no further! Very rare three-bedroom OCEAN FRONT home is now available for sale. This is the first offering of an oceanfront home at Honua Kai in almost three years! Endless views of the ocean, resort and pools and the majestic Maui Mountains. Seamless indoor/outdoor living. Enjoy cooking in your professional grade kitchen or, choose to grill outside on your personal Viking grill overlooking the Pacific – the choice is yours! The L-Shaped lanai is grand, giving you 600sqft of sunshine or shade. This home conveys to the buyer fully appointed. Three large bedrooms (2-ensuite) offer luxurious king-size bed comfort. A 3rd 3/4 bathroom is directly across the 3rd bedroom. New bedroom carpeting was installed in 2022. K202 is located adjacent to the stairs and gives you the flexibility of not taking the elevator. This home comes with an additional owner storage closet located on the 9th floor, as well as a reserved parking area for the 3 bedroom owners. K202 participates in a very successful rental program. This is certainly Honua Kai at its best. This is a “MUST” consider for the discriminating Buyer.

130 Kai Malina Pkwy Unit NR202, Lahaina

Listing courtesy of Susan Jackson Real Estate.

Kauapea Rd, KILAUEA
$4,950,000
720038 MLS ⋅ ['Fee Simple'] Tenure ⋅ Ten Plus BLDG.
An extraordinary opportunity has emerged for discerning buyers seeking an exclusive slice of paradise. Perched high above Kauai's iconic Secrets (Kauapea) Beach, this exceptional north shore property is now available for sale, offering a rare chance to create a custom estate in one of Hawaii's most coveted locations. The property boasts sweeping panoramic views that stretch across the sparkling Anini Reef, with the dramatic Wainiha Mountain Range and iconic Bali Hai (Makana Peak) providing a stunning natural backdrop. Its prime location near the historic Kilauea Lighthouse and the vibrant town of Kilauea offers convenient access to boutique shopping, fine dining, and endless outdoor adventures. With ample space to design a luxurious private compound, these exceptional parcel present limitless possibilities — whether for a contemporary coastal retreat, a tranquil wellness sanctuary, or a legacy estate for generations to come. Opportunities to acquire land of this caliber are exceedingly rare. For those seeking an extraordinary property with unmatched views and unparalleled privacy, this north shore gem offers the perfect canvas to create something truly remarkable. With its elevated perch and sweeping panoramas, Lot 4 offers an unparalleled perspective on the north shore’s most breathtaking landscapes. From the lush greens of the nearby mountains to the deep blues of the Pacific, every angle offers a striking display of Kauai’s natural beauty. This parcel is the ultimate setting for a sophisticated estate, where privacy, serenity, and awe-inspiring vistas converge. Lots 2 and 3 are also available for sale.

Kauapea Rd, KILAUEA

Listing courtesy of Reside Kauai, LLC.

Kauapea Rd, KILAUEA
$4,950,000
720037 MLS ⋅ ['Fee Simple'] Tenure ⋅ Ten Plus BLDG.
An extraordinary opportunity has emerged for discerning buyers seeking an exclusive slice of paradise. Perched high above Kauai's iconic Secrets (Kauapea) Beach, this exceptional north shore property is now available for sale, offering a rare chance to create a custom estate in one of Hawaii's most coveted locations. The property boasts sweeping panoramic views that stretch across the sparkling Anini Reef, with the dramatic Wainiha Mountain Range and iconic Bali Hai (Makana Peak) providing a stunning natural backdrop. Its prime location near the historic Kilauea Lighthouse and the vibrant town of Kilauea offers convenient access to boutique shopping, fine dining, and endless outdoor adventures. With ample space to design a luxurious private compound, these exceptional parcel present limitless possibilities — whether for a contemporary coastal retreat, a tranquil wellness sanctuary, or a legacy estate for generations to come. Opportunities to acquire land of this caliber are exceedingly rare. For those seeking an extraordinary property with unmatched views and unparalleled privacy, this north shore gem offers the perfect canvas to create something truly remarkable. The 1.808 Acres are expansive and dramatic. Lot 3 boasts commanding views that extend from the turquoise waters of Anini Reef to the iconic Makana Peak (Bali Hai). This parcel’s acreage allows for an extraordinary estate, seamlessly blending luxury with the island’s raw beauty. Positioned at the heart of the property with its own access off of Kilauea Road, Lot 3 is a rare canvas for a visionary owner to design a world-class sanctuary on Kauai’s most coveted coastline. Lots 2 and 4 are also available for sale.

Kauapea Rd, KILAUEA

Listing courtesy of Reside Kauai, LLC.

140 Lewa Lani Pl, Lahaina
$4,935,000
4 Beds ⋅ 4 Baths ⋅ 411194 MLS ⋅ Fee Simple Tenure
Beyond the gates of Lanikeha within the Kaanapali Golf Estates, you will find 140 Lewa Lani Place. This newly crafted residence combines contemporary island architecture and thoughtful design to embrace the exceptional livability of West Maui. Encompassing more than 3,700 square feet of indoor living space, the four-bedroom, three-and-a-half-bath home enjoys expansive ocean and outer-island views from its elevated Kaanapali locale. Open living and dining areas feature clean architectural lines, warm wood accents, and abundant natural light. Generous windows frame the ocean and surrounding landscape. Enjoy easy access to the outdoor spaces and a spacious covered lanai featuring an infinity-edge pool and spa which share the stunning view. Savor this inviting setting for relaxing, entertaining, and soaking in Kaanapali’s exceptional year-round climate. Inside, a soothing palette of premium materials weaves warmth and refinement into the design. Wide-plank engineered French Oak flooring complements Linea Decor European cabinetry, Silestone countertops, and Viking appliances. The generously proportioned primary suite includes a spacious and indulgent ensuite bath, while a second ensuite bedroom provides additional privacy for guests. Refined vanities and fixtures from Grohe, Kohler, Moen, and TOTO continue to exemplify the attention to detail throughout the home. The residence is pre-wired for security and integrated speakers, features a three-zone A/C system, solar hot water, and is equipped with an integrated whole-home fire suppression system. Offered unfurnished, 140 Lewa Lani Place invites its next curator to bring their vision to the spaces. Lanikeha owners enjoy access to a private clubhouse with a fitness center, pool, and a gathering space for private events. From the privacy of the community, unrivaled beaches, championship golf courses, dining, shopping, and the resorts of Kaanapali are all just minutes away. The architecture, setting, and surroundings are already in place—what comes next is yours to define. If an inspired lifestyle is in the hands of its creator, consider this your canvas.

140 Lewa Lani Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

125 N Kalaheo Avenue, Kailua
$4,925,000
7 Beds ⋅ 7 Baths ⋅ 202610108 MLS ⋅ FS - Fee Simple Tenure
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

Listing courtesy of eXp Realty.

73-4780 Hinahina Rd Unit 24, KAILUA KONA
$4,900,000
5 Beds ⋅ 5 Baths ⋅ 733223 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hale Hinahina BLDG.
Hinahina 24 is a beautifully appointed townhome located along the 7th fairway of the Rees Jones-designed championship golf course at Kohanaiki. Framed by vibrant greens and golf course fairway views, this home captures the essence of refined island living. The ground floor is designed for gathering and relaxation, with an open-concept layout featuring a gourmet kitchen equipped with premium Sub-Zero and Wolf appliances, a spacious great room, and a large lānai ideal for indoor-outdoor living. The covered outdoor space includes a built-in BBQ, dining area, and lounge seating, extending to a private pool and spa—perfect for enjoying Kona’s year-round sunshine in your own serene retreat. The main-level primary suite opens directly to the lānai through pocket sliding doors and features an elegant ensuite bathroom with a private outdoor shower garden, creating a spa-like experience in nature. Upstairs, a junior primary suite with an outdoor shower and two additional guest bedrooms each open to a generous shared lānai, offering privacy and ocean breezes for family and friends. A detached ʻohana unit above the two-car garage serves as the fifth bedroom, providing a private space for visitors or extended stays. Offered fully furnished, Hinahina 24 showcases custom interior finishes and designer furnishings thoughtfully curated by renowned interior designer Michael Lyons Johnston. This is a rare opportunity to own a move-in ready, luxury residence in one of the Big Island’s most exclusive private club communities.

73-4780 Hinahina Rd Unit 24, KAILUA KONA

Listing courtesy of Kohanaiki Realty LLC.

87-579 Farrington Highway, Waianae
$4,900,000
5 Beds ⋅ 5 Baths ⋅ 202618611 MLS ⋅ FS - Fee Simple Tenure
Konishiki Hale is a one-of-a-kind beachfront estate built by Hawaii-born sumo legend Konishiki Yasokichi. Set across two oceanfront parcels on Oahu’s Leeward Coast, the property combines scale, privacy, and a story that is impossible to replicate. The main residence features soaring wood-clad ceilings, expansive gathering spaces, and walls of glass that open the home to sweeping Pacific views. The ocean-facing kitchen is anchored by a large granite island and flows naturally into the main living areas, creating an ideal setup for entertaining and everyday living. Outside, the estate feels private and removed, with mature landscaping, broad lawns, covered lanais, and a tropical pool with waterfall. A detached guesthouse adds flexibility for visitors, extended family, or additional living space. With direct beach access, coastline and Waianae Mountain views, and unforgettable sunsets, Konishiki Hale offers a rare opportunity to own a substantial oceanfront property with genuine Hawaii history behind it. Square footage on mls may differ from tax records due to two tmk's being included. Buyer to do their own due diligence.

87-579 Farrington Highway, Waianae

Listing courtesy of Real Broker.

865 N Kalaheo Avenue, Kailua
$4,900,000
202616097 MLS ⋅ FS - Fee Simple Tenure
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!

865 N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

865 N Kalaheo Avenue, Kailua
$4,900,000
11 Beds ⋅ 8 Baths ⋅ 202616094 MLS ⋅ FS - Fee Simple Tenure
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!

865 N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

How much is your home worth?

Get instant property value now!