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$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.

$4,950,000
4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$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.

$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.

$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.

$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.

$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.

$4,925,000
3 Beds ⋅ 4 Baths ⋅ 730765 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kukui`Ula BLDG.
Tucked beneath the tree-lined drive leading to The Club at Kukuiʻula, Club Cottage 12B offers a relaxed island retreat just steps from the community’s private amenities. Owners and guests can easily stroll next door to dine, work out, enjoy spa treatments, play golf, or spend the afternoon by the pool, making everyday life effortlessly connected to the heart of The Club. Designed in the spirit of Kaua‘i’s plantation architecture, the cottage embraces indoor and outdoor living with spacious lānai, private front and back yards, and lush tropical plantings surrounding a lava rock fire pit. The home includes two primary suites with large built-in closets and spa-inspired bathrooms featuring dual sinks, pedestal tubs, and interior showers that open to outdoor lava rock garden showers. A separate one-bedroom guest cottage offers additional privacy for visiting friends and family. Inside, dark ipe flooring and black honed granite kitchen countertops complement a thoughtfully designed interior. The kitchen is equipped with GE Monogram appliances, including a refrigerator, range, and double-drawer dishwasher. Professionally designed furnishings, linens, artwork, accessories, and electronics are included, creating a fully furnished home that is ready to enjoy from the moment you arrive. Club Cottage 12B offers 2,642 square feet of total living space, including 1,983 square feet of air-conditioned interiors and 659 square feet of lānai living. Designed for LEED for Homes certification, this residence brings together comfort, craftsmanship, and the easy rhythm of life at Kukuiʻula on Kaua‘i’s sunny south shore in Poipu. Kukui`ula Ownership Amenities Include: Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Access to Upcountry Farm and Catch n' Release Fishing Lake Volleyball, pickleball, horseshoes, Pool Bar and Grille, and much more

2833 Ke Alaula Street Unit 12b, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$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.

$4,900,000
409153 MLS ⋅ Fee Simple Tenure
Extremely rare parcel in Kahana/Napili area of approximately 10 acres along Honoapiilani Highway with frontage also along Lower Honoapiilani Road. This listing also includes TMK (2)4-3-15-46 which affords access off Lower Honoapiilani Road. Interesting possibilities for having catchment system for water for parcel.

Honoapiilani Hwy, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,900,000
202603569 MLS ⋅ FS - Fee Simple Tenure
Rarely available apartment building in Waikiki, offering strong income potential and long-term value in one of Honolulu’s most desirable rental markets. Current rents are below market, creating excellent upside potential. This well-maintained solid hollow-tile structure features a classic tiled exterior and covered parking. Each unit is individually metered for electricity with a shared water meter. All residences offer generous interior space with private lanais or patios. The property consists of one expansive 3-bedroom, 2-bath penthouse and fourteen 1-bedroom units. Interior upgrades have been completed throughout, including durable high-quality tile flooring, updated kitchens, modernized bathrooms, and newly refurbished railings. Additional monthly revenue is generated from leased coin-operated laundry machines and parking income. Pro forma rental income analysis is available. In 2025, the entire property underwent a plumbing inspection and repair process.

254 Kaiulani Avenue, Honolulu

Listing courtesy of Locations LLC.

$4,900,000
202603620 MLS ⋅ FS - Fee Simple Tenure
Rarely available apartment building in Waikiki, offering strong income potential and long-term value in one of Honolulu’s most desirable rental markets. Current rents are below market, creating excellent upside potential. This well-maintained solid hollow-tile structure features a classic tiled exterior and covered parking. Each unit is individually metered for electricity with a shared water meter. All residences offer generous interior space with private lanais or patios. The property consists of one expansive 3-bedroom, 2-bath penthouse and fourteen 1-bedroom units. Interior upgrades have been completed throughout, including durable high-quality tile flooring, updated kitchens, modernized bathrooms, and newly refurbished railings. Additional monthly revenue is generated from leased coin-operated laundry machines and parking income. Pro forma rental income analysis is available. In 2025, the entire property underwent a plumbing inspection and repair process.

254 Kaiulani Avenue, Honolulu

Listing courtesy of Locations LLC.

$4,900,000
2 Beds ⋅ 2 Baths ⋅ 407132 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing iconic Molokini Island and stretching from the South Maui coastline to Lanai Island. This upper floor plan features soaring ceilings and an open, airy design. The elegant mitered glass bay windows majestically frame the already stunning vistas. The kitchen and bathrooms have been beautifully renovated with modern finishes, blending elegance and comfort. A loft (estimated at 250 gross sq. ft.) has been added, providing a separate, third sleeping area, den or play room. Garage 2802G is included (CPR 76). The property is tenant occupied until 1/1/26. Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction, very low density (just over 4 units per acre), garden environment, low-rise buildings, 24-hour gated & roving security patrol, two outstanding pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, full kitchens, lighted tennis court, 2 pickleball courts (1 lighted), a superbly equipped, air conditioned fitness gym, barbeque areas, fruit & herb gardens, ample parking - and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors (the Grand Wailea 1 property away) and all the 5-star services they offer. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2802, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$4,900,000
3 Beds ⋅ 4 Baths ⋅ 723034 MLS ⋅ ['Fee Simple'] Tenure
Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom 2.5 bath residence and a complementing 1-bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities. This Club Cottage Property provides fine features Including: Conditioned Living: 2,048 SF Living Lanai: 660 SF Land Area: 13,522 SF Two Primary Suites with Large Built-in Closets Two Bathrooms with Dual Sinks, Tub and Interior & Shower Garden Showers One Bedroom – One Bath Guest Cottage Oversized covered lanai spaces Dark Ipe Flooring Black Honed Granite Kitchen Countertops GE Monogram Series & SubZero Kitchen Appliances Professionally Designed Furnishings Included Private Front and Backyards Lush Tropical Native Plantings Lava Rock Fire Pit Kukuiula Ownership Privileges and Amenities Include: Private Club Membership Tom Weiskopf-designed, Private 18-hole Par-72 golf course that was named, "Best New Private Golf Course 2011" by Golf Magazine World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Golf Club House Fine dining in the Kukuiula Plantation House Design Guidelines Comprehensive paths and hiking trails throughout the Community Roving 24/7 Security Services Access to Upcountry Farm and Lake Fitness and Spa Programs Volleyball, Pickleball, Tennis, Pool Bar and Grille Club Membership Initiation Fee of $150,000.00 payable at closing by Buyer

2815 Ke Alaula Street, KOLOA

Listing courtesy of COMPASS.

$4,900,000
3 Beds ⋅ 4 Baths ⋅ 202519051 MLS ⋅ FS - Fee Simple Tenure
Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom/2.5-bath residence and a complementing 1 bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities.This Club Cottage Property provides fine features including: 2 Primary Suites, a Separate, Detached 1-bdrm Cottage, Professionally Designed Furnishings, Private Front and Backyards, Lush Tropical Native Plantings, and Lava Rock Fire Pit. Amenities Include: Private Club Membership, Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios, Golf Club House, Fine dining in the Kukuiula Plantation House, Design Guidelines, Comprehensive paths and hiking trails throughout the Community, Roving 24/7 Security Services, Access to Upcountry Farm and Lake, Fitness and Spa Programs, Volleyball, Pickleball, Tennis, Pool Bar and Grille.

2815 Ke Alaula Street, Koloa

Listing courtesy of Locations LLC.

$4,900,000
719159 MLS ⋅ ['Fee Simple'] Tenure
Exceptional Oceanfront Parcel at Naupaka Kai Point – Lot 11 Welcome to Lot 11 at Naupaka Kai Point, an extraordinary opportunity to own oceanfront land on the beautiful island of Hawaiʻi. Set within an exclusive enclave, this rare parcel features an impressive 472 feet of pristine shoreline, offering panoramic views of the Pacific Ocean, year-round sunsets, and an ever-changing display of marine life right at your doorstep. This premier lot includes architectural plans for a stunning 8,000-square-foot luxury residence by Paige Wilburn Architect and Synergy Design Development. With thoughtfully crafted renderings available, the vision for a private oasis is already underway—whether as a personal retreat, a legacy estate, or a remarkable investment property.. Imagine mornings filled with the rhythmic sounds of waves, days spent on your own stretch of coastline, and evenings basking in golden-hour beauty—all from the comfort of your custom-designed home. Build your dream residence in one of the island’s most beautiful oceanfront locations.

Naupaka Kai Pl, WAIKOLOA

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

$4,900,000
404126 MLS ⋅ Fee Simple Tenure
One-of-a-kind Beachfront property in Prime Maalaea neighborhood. Often a place for beginning and intermediate surfers and on rare occasions, one of the World’s Greatest Waves, for which it was named Freight Trains. Four lots down from Haycraft Park and miles of the broad, Pristine sand Shoreline extending down through Kihei. This gem has access to city water and a private well for irrigation. A Rare Beachfront lot and one of only six vacant beachfront /oceanfront lots in all of West Maui!!!! Nearly an Acre to play with, you have the opportunity to build a home that may be passed down over the generations. You may bring your own Design Plans and builder to construct your Dream Estate. Otherwise, plans have been drafted by the reputable local Maui architectural firm Rixey Maui - Design / Build. George Rixey has dreamed-up a Custom Home with Ohana, special for this Beachside Lot, that maximizes the footprint so you may fully take advantage of the Maui Lifestyle at this quiet ocean side location. Permit plans have been initiated. Maui County Planning Department has been asked to conduct a Shoreline Management Assessment, and the seller is waiting on the Hawaii State Historic Preservation Department to conduct their Archeological Monitoring or Survey Plan. Come, walk the property and imagine how your dreams will be fulfilled. Seller's agent is related to the seller.

220 Hauoli St, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,895,000
3 Beds ⋅ 4 Baths ⋅ 732411 MLS ⋅ ['Fee Simple'] Tenure
One owner. Never rented. Located within Kukuiʻula's federally designated Opportunity Zone. Buyers should consult their tax advisor regarding eligibility and potential benefits. Ideally situated on one of Kukuiʻula's most desirable streets, this single level residence offers convenient access by foot or golf cart to The Club at Kukuiʻula, the Tom Weiskopf award winning golf course, and the Shops at Kukuiʻula. Direct golf cart access connects to Kukuiʻula's landscaped greenbelt, ponds, waterfalls, and pathways throughout the community. The 3 bedroom, 3.5 bathroom home offers approximately 2,760 sqft of interior living space on a 13,553 sqft homesite, larger than many in the Kaulu neighborhood. Property Features: ° 16 foot wall of Afromosia framed pocketing glass and screened doors that tuck completely away for seamless indoor outdoor living ° Plantation inspired architecture with ensuite baths & private outdoor garden showers ° Zoned for vacation rental (VDA) ° Custom Afromosia cabinetry ° Taj Mahal quartzite countertops ° Premium appliances ° Walk in pantry with dedicated climate control ° Primary suite with cedar lined walk in closet ° Standing height semi finished attic with angled pull down ladder and handrail ° Private pool, covered pavilion, and built in BBQ ° Central AC, whole house water filtration, instant and solar hot water, and 18 owned - photovoltaic panels ° Oversized garage with third bay, plumbing and electrical roughed in for future flexibility, subject to County and Kukuiʻula approval A rare opportunity to own a meticulously maintained Kukuiʻula residence combining thoughtful island architecture, privacy, and an unmatched Kauaʻi lifestyle.

5015 Lau Nahele St, KOLOA

Listing courtesy of Kamen Realty & Development LLC.

$4,895,000
4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure
Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$4,875,000
720664 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kukui`Ula BLDG.
Commanding a premier position on a dramatic promontory along Kukuiʻula’s western edge, Kula Makai Homesite 6 is a double lot, and the largest homesite within Kula Makai Phase I, offering an extraordinary canvas to create a legacy estate in one of Kauaʻi’s most exclusive oceanfront enclaves. Encompassing 1.63 acres, this homesite enjoys unmatched panoramic views of the Pacific Ocean, the lush fairways below, and the striking coastline stretching into the horizon. To the north, Kauaʻi’s storied mountains frame the skyline, while migrating humpback whales grace the waters offshore during the winter season. Set apart in privacy and natural beauty, Homesite 6 presents a rare opportunity to concept, design, and build a custom retreat that reflects your vision and lifestyle. Here, at the world's edge, every moment is elevated by the raw beauty of the land and the deep sense of connection to the island of Kauaʻi. Kukui`ula Ownership Privileges and Amenities Include: Private Club Membership Tom Weiskopf-designed, Private 18-hole Par-72 golf course World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Golf Club House The Lodge at Kukui`ula Fine dining in the Kukui`ula Plantation House Controlled architectural guidelines with design review committee Planned hiking trails throughout the Community Roving 24/7 security services Access to Upcountry Farm and Catch n' Release Fishing Lake Volleyball, bocci ball, horseshoes, Pool Bar and Grille

6 Noho Kai St, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$4,865,000
2 Beds ⋅ 2 Baths ⋅ 202615301 MLS ⋅ FS - Fee Simple Tenure ⋅ Park Lane BLDG.
Park Lane Ala Moana #3702 presents an exceptional blend of refined interiors, expansive outdoor living and captivating ocean views in one of Honolulu’s most prestigious addresses. This beautifully appointed 2-bedroom, 2-bath residence offers 1,670 sq. ft. of interior living plus a generous 309 sq. ft. lanai, creating 1,979 sq. ft. of indoor-outdoor living. Floor-to-ceiling glass opens the main living spaces to the expansive lanai, where sweeping views extend across Ala Moana Beach Park and its lagoon to the Pacific Ocean beyond. Generously proportioned for outdoor dining and lounging, the lanai is a spectacular setting for entertaining and enjoying Hawaii’s year-round climate. Inside, warm wood flooring, clean architectural lines and sophisticated finishes create understated contemporary elegance. The open kitchen and living areas flow effortlessly, while spacious bedrooms offer privacy and tranquility. Enjoy Park Lane’s renowned resort-style amenities and exceptional residential services, with direct access to Ala Moana Center and Ala Moana Beach Park. A rare opportunity for nearly 2,000 sq. ft. of luxurious indoor-outdoor living with beautiful park, lagoon and ocean views.

1388 Ala Moana Boulevard Unit 3702, Honolulu

Listing courtesy of eXp Realty.

$4,850,000
2 Beds ⋅ 2 Baths ⋅ 410106 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Penthouse offering in the highly desirable Kaanapali Alii community. Situated on the Top Floor, this 2 Bedroom 2 Bath Plus Den functions like a 3 Bedroom and is considered by many to be the most desirable floor plan at the Kaanapali Alii. The Top Floor location offers incredible Ocean views, Mountain views, Golf Course views and views of Kaanapali Beach. Enjoy the perfect Beachfront Lifestyle with everything that Kaanapali has to offer. It is just a short beachfront walk to Whalers Village for some of the Best Restaurants and Shopping that Maui has to offer. The property is in a successful rental program with strong rental income, making it a perfect fit as a turn key luxury resort rental or as a second home.

50 Nohea Kai Dr Unit 3-1104, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,800,000
4 Beds ⋅ 4 Baths ⋅ 732592 MLS ⋅ ['Fee Simple'] Tenure ⋅ Nob Hill I BLDG.
Positioned at one of the highest elevations in Waimea, this exceptional property captures sweeping panoramic views of Mauna Kea, Mauna Loa, Hualālai, the Kohala coastline, the Pacific Ocean, and Waimea's rolling green pastures. Set on a generous 19,950 sq. ft. lot along one of Waimea's most desirable streets, the residence offers approximately 3,365 sq. ft. of living space, including a newly constructed detached two-car garage with a private one-bedroom, one-bath guest apartment above. Originally built in 1993, this exceptional residence has been luxuriously renovated and thoughtfully upgraded throughout by the current owner. The home seamlessly blends timeless character with refined contemporary finishes and thoughtful upgrades throughout. The flexible floor plan offers generous living spaces that can accommodate extended family, guests, a home office, gym, or income-producing opportunities. Glass-enclosed lanais on both levels frame the extraordinary mountain and ocean vistas while creating comfortable year-round indoor-outdoor living in Waimea's ideal climate. Ideally located just minutes from the heart of Waimea, the property enjoys convenient access to acclaimed private schools, restaurants, shopping, medical services, and cultural attractions. The world-renowned beaches, championship golf courses, and luxury resorts of the Kohala Coast are only a short drive away. Combining exceptional craftsmanship, remarkable views, generous living spaces, and one of Waimea's premier locations, this is a rare opportunity to own one of the area's finest luxury residences.

65-1347 Konokohau Rd, KAMUELA

Listing courtesy of Hawaii Life.

$4,800,000
4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure
Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

Listing courtesy of Hawaii Resource Realty.

$4,800,000
4 Beds ⋅ 5 Baths ⋅ 202604988 MLS ⋅ FS - Fee Simple Tenure
Welcome to paradise living at 84-1000 Maiola St in the private gated community of Mauna 'Olu in Makaha Valley on the Leeward coast of Oahu! This hillside estate boasts panoramic ocean views of Makaha Beach and the Waianae mountain range. Newly built in 2007 and renovated in 2025 including brand new travertine flooring, kitchen cabinets, granite countertops, stainless steel appliances, fresh paint, tropical landscaping, hand carved wood details, and an attached ohana dwelling with separate entrance for private hospitality or visitors. Resort like amenities include an infinity edge salt water pool with waterfall, outdoor putting green, full-size tennis court, outdoor bar, traditional imu, gas grills, fire pit, and a detached 1,800 sqft 2-story garage with elevator perfect for a workshop, studio, or extra storage. The spacious open-concept layout is perfect for entertaining or relaxing in this peaceful and private setting. Enjoy the beautiful Hawaiian sunsets from the large lanai, bring your golf clubs to Makaha Valley Country Club, or take a short stroll to the beach for a swim. Don't miss this rare opportunity to own your piece of paradise with this private Makaha estate!

84-1000 Maiola Street, Waianae

Listing courtesy of Compass.

$4,800,000
2 Beds ⋅ 2 Baths ⋅ 202603618 MLS ⋅ FS - Fee Simple Tenure ⋅ 3003 Kalakaua BLDG.
Direct Oceanfront apt in one of the most desirable, luxurious buildings on the Gold Coast overlooking famous surf spot from living area, and Diamond Head from each bedroom. Only two apts per floor. Apt. 7B has 2 bdrms, 2 baths, plus spacious office/media room or den. Storage in building and A/C in apt. Brand new floors throughout recently installed. In addition to covered, gated garage parking for all owners, the front deck has 14 guest parking spaces. Entrance lobby has video call-up and keyed elevator. Resident manager on site. Private and quiet, but in close proximity to parks and Waikiki. Pet friendly building.

3003 Kalakaua Avenue Unit 7B, Honolulu

Listing courtesy of Coldwell Banker Realty.

$4,800,000
5 Beds ⋅ 7 Baths ⋅ 202528272 MLS ⋅ FS - Fee Simple Tenure
Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$4,795,000
3 Beds ⋅ 4 Baths ⋅ 410334 MLS ⋅ Fee Simple Tenure ⋅ Papali Wailea BLDG.
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,795,000
3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

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.