Hawaii’s real estate is a tropical symphony of luxury, where turquoise waters, volcanic cliffs, and lush jungles cradle some of the world’s most coveted homes. From contemporary beachfront estates on Oahu to secluded retreats on the Big Island, these properties often boast infinity pools, private coves, and panoramic views that blur the line between indoor elegance and outdoor paradise.
Now, let’s take a look at the five most expensive homes in Hawaii, each offering a slice of island heaven.
5. Kamuela, HI – $25,000,000
Steps from the ocean’s edge in the exclusive Pauoa Beach enclave, this 6,992 square feet estate is offered at $25,000,000 and includes 5 bedrooms and 8 bathrooms. Designed by architect Lucky Bennett, the home features ensuite bedrooms with outdoor showers, teak and mahogany finishes, a twelve-seat home theater, koi ponds, and a private office.
The outdoor living spaces include an infinity-edge pool, spa, fire features, and a built-in BBQ, along with direct ocean access and private membership to the Pauoa Beach Club.
Where is Kamuela, Big Island, HI?
Kamuela has a dual identity—officially called Waimea locally but designated Kamuela by the postal service to avoid confusion with other towns named Waimea. It features bilingual street signs in English and Hawaiian and supports a strong local farming community, including farmers markets and CSA programs.
The town is also home to institutions like Hawaii Preparatory Academy and North Hawaii Community Hospital. Its location at the intersection of several highways makes it a gateway between the island’s east and west coasts.
Living Room
Opened wide to the outdoors, the living room includes a beige sectional sofa, two armchairs, and a tree-stump coffee table all set over a grid-patterned rug. In the middle of the room, ceiling fans, accent lighting, and tropical décor frame a view of the patio, umbrellas, and distant shoreline. Neutral tones are softened with floral pillows, potted orchids, and sculpted turtle wall art.
Kitchen
Wrapped in large windows, the kitchen centers around a granite-topped island with an under-mount sink and integrated cabinetry. In the middle of the room, wood trim outlines recessed ceilings with pendant lighting and fans overhead. A built-in dining area with woven-back chairs transitions into the ocean-facing dining space beyond.
Dining Area
Set beneath a sculptural light fixture, the dining area includes a long wooden table with cushioned chairs placed beside an open living room and sea-facing veranda. In the middle of the room is a glass sculpture displayed behind the sofa, surrounded by turtle wall accents and tropical-themed artwork. Soft beige walls and polished stone flooring maintain cohesion throughout the open-concept design.
Bedroom
Positioned with a full view of the ocean, the bedroom features a platform bed, corner lounge seating, and a writing desk under a wood-inset ceiling with fan. In the middle of the layout, sliding glass doors open to a patio surrounded by trees and flowering plants. Textured flooring, light upholstery, and carved furniture pieces blend comfort with island motifs.
Bathroom
Anchored by a stone-framed soaking tub, the bathroom includes a large mirror, under-sink cabinets, and a granite countertop. In the middle of the layout is a glass-walled shower with etched designs, placed beside a window that reveals a thatched gazebo and greenery. Trimmed ceilings and tile floors add detail to the soft, earth-toned palette.
Source: Philip Fukushima @ Aloha Sotheby’S International Realty Inc. via Coldwell Banker Realty
4. Kamuela, HI – $28,000,000
On over 2 acres along Puako Bay on the Big Island, this 5,360 square feet estate is offered at $28,000,000 and includes 6 bedrooms and 8 bathrooms. The residence features 5 en suites, a bunk room/office with full bath, Ohia hardwood and cypress wood finishes, multiple outdoor showers and tubs, and a chef’s kitchen with high-end Miele appliances.
Outdoor amenities include a tennis court, sand volleyball court, heated pool, fire pit, screened dining area, and a 45-panel solar system with battery storage, all set against a black sand bay and terraced oceanfront views.
Where is Kamuela, Big Island, HI?
Kamuela, also known as Waimea, is located in the uplands of the Big Island of Hawaii and is distinct from the coastal resort areas. It’s known for paniolo (Hawaiian cowboy) culture and is home to Parker Ranch, one of the largest cattle ranches in the U.S. The town has a cooler climate and hosts a mix of agricultural and astronomical institutions. Kamuela supports observatories atop Mauna Kea through logistics and housing for scientists.
Lounge Area
Staged between tall wooden columns and slatted screens, the lounge includes two white sofas facing glass coffee tables that mirror the lines of the overhead lighting. In the middle of the space, the seating frames a view straight out to the pool and ocean beyond. Hanging lamps, vertical lines, and natural materials add rhythm to the double-height room.
Kitchen
Framed by wood-paneled ceilings and sleek cabinetry, the kitchen features a large island with seating for five and a second prep island under a stainless-steel hood. In the middle of the design are geometric backsplashes, a pair of tall faucets, and a built-in cooktop. Overhead pendant lights illuminate the stone countertops and integrated appliances.
Outdoor Dining Area
Placed under a wood-lined overhang, the dining area includes a long table with twelve chairs set on dark tile flooring. In the middle of the arrangement is a tropical centerpiece, while the surroundings open wide to a pool, ocean, and palm-studded lawn. Ceiling fans and lantern-style lights hang overhead, enhancing the breezy, shaded setting.
Outdoor Shower Space
Arranged beside a textured stone wall, the open-air bathing area includes a freestanding white tub, a rain-style showerhead above, and a wooden ceiling with exposed beams. In the middle of the floor space is a tiled surface surrounded by plants and natural elements. Decorative accents include a woven stool, leaf decor, and ocean views beyond the railing.
Pool Deck
Captured from above, the pool deck displays a rectangular pool with a built-in spa section and wide sun ledge flanked by two umbrellas. In the middle of the space, a wooden platform holds a lounge set with white cushions and a round coffee table. The surrounding area is surfaced with light stone tiles and bordered by landscaping on one side.
Source: Tomoko Matsumoto @ Hapuna Realty via Coldwell Banker Realty
3. Kihei, HI – $32,500,000
Positioned on the sands of Keawakapu Beach, this 5,435 square feet estate is offered at $32,500,000 and features 4 bedrooms and 6 bathrooms. The property includes a separate Ohana for guests or caretakers, an oversized garage, a bar/club area, and a resort-style pool with waterfall, grotto, and spa. Fully furnished and gated for privacy, the residence offers direct beach access and panoramic views, with proximity to Wailea and Makena’s luxury dining, golf, and shopping options.
Where is Kihei, Maui, HI?
Kihei, situated on the Hawaiian island of Maui, features several coastal wetlands, including Kealia Pond National Wildlife Refuge, which supports native bird species. The town hosts weekly farmer’s markets and community events at places like Azeka Shopping Center.
Historically, Kihei’s shoreline was used for fishing and salt gathering by Native Hawaiians. Today, it blends residential neighborhoods with beach access points popular for sunset views and paddleboarding.
Living Room
Centered beneath a vaulted ceiling with exposed wooden beams, the living room includes a large L-shaped sectional, leather chairs, and a wooden coffee table. In the middle of the space is a light green rug over tiled flooring, bordered by indoor plants and decorative artwork. Sliding doors open to a garden, blending the room into the outdoor environment.
Kitchen
Defined by a wide island with a stone countertop, the kitchen includes a built-in gas cooktop, undercounter fridge, and dishwasher. In the middle of the space, wood cabinetry lines the walls and extends to glass-paneled upper cabinets, with pendant lights hanging above. A breakfast bar with woven stools faces the island, adjacent to a formal dining area and framed artwork.
Bedroom
Ornamented with carved wooden furniture, the bedroom features a large bed with a floral bedspread, a corner sitting area, and a mounted TV. In the middle of the ceiling is a wooden tray inset with a ceiling fan, above hardwood flooring and area rugs. Multiple windows wrap the room, bringing in garden views and natural light.
Bathroom
Stretched across the room is a freestanding soaking tub positioned near floor-to-ceiling glass doors that lead to a balcony. A double-sink vanity with green granite countertop lines one wall, while a glass-walled walk-in shower is set opposite. Tiled flooring, recessed lighting, and wood-paneled ceilings tie the space together.
Pool Area
Surrounded by lush tropical plants, the pool features a grotto-style waterfall, built-in spa, and a curving water slide. In the middle of the stone patio, several lounge chairs with green-striped cushions are arranged to face the pool. Palm trees, flowering shrubs, and exotic foliage frame the entire setting.
2. Kihei, HI – $33,900,000
On one acre in Makena with panoramic views of the Pacific, this 10,500 square feet estate is listed for $33,900,000 and includes 7 bedrooms and 8 bathrooms. The property features over 4,000 square feet of deck space, a hotel-sized pool, outdoor cinema, pool house with full kitchen, and a 6-car garage with caretaker’s quarters. Recently renovated in 2024 and powered by a 73kW Tesla Solar Roof with 15 Powerwalls, the estate combines luxury amenities with sustainable energy on Maui’s coastline.
Where is Kihei, Maui, HI?
Kihei was once part of a vast royal land division and remained largely agricultural until the 1960s. The town has a grid-style street layout, a contrast to much of Maui’s winding roads. It’s home to the Maui Research and Technology Park, supporting innovation and science-based businesses. Kihei also serves as a local transit point, with routes connecting to Kahului and South Maui beaches.
Staircase Foyer
Encircling a sculptural water feature, the staircase winds upward with dark wood railings and glass panels, connecting to an upper level surrounded by windows. In the middle of the space is a natural light well, bordered by tile floors and wood ceiling beams. Wall-mounted lanterns and a large floral artwork add visual balance to the modern-meets-tropical design.
Kitchen
Structured around a granite-topped island, the kitchen includes built-in ovens, wood cabinetry, and stainless appliances arranged in a U-shaped layout. In the middle of the ceiling is a fan above recessed lighting, with a bar-style seating area facing the prep counter. The room is finished with natural wood materials across the ceiling, floor, and cabinet doors.
Bedroom
Framed by wood-paneled walls and a vaulted ceiling, the bedroom opens to a spacious balcony with ocean views. In the center of the room is a raised wooden platform holding a bed, flanked by reading chairs, a side table, and pendant lighting. Wide glass doors slide open to merge indoor and outdoor living with palm trees and shoreline in sight.
Outdoor Lounge
Set beneath a covered patio, the outdoor lounge area features cushioned gray seating arranged around low tables facing a manicured lawn and ocean. Framed by tiled flooring and wood ceilings, this space flows seamlessly from the interior of the home. Palm trees, tropical plants, and glimpses of an infinity pool surround the edge of the yard.
Aerial View
Laid out along a curving coastline, the property includes multiple peaked-roof structures, a pool, and extensive gardens arranged within hedged boundaries. At the center of the landscape is a lawn ringed by palms and outdoor seating, bordered by a stone path and beachfront road. The ocean stretches beyond the property edge, with mountain ridges visible across the bay.
1. Kihei, HI – $65,000,000
Casa En Maui, a 21,692 square feet residence with 8 bedrooms and 8 bathrooms, is offered through luxury auction with bidding open from April 23 to May 6, and listed at $65,000,000. Designed by architect Ricardo Legorreta, the home sits along approximately 100 feet of Keawakapu Beach and features extensive indoor-outdoor living with reflecting pools, dramatic volumes, and signature architectural details.
Set on Maui’s coast, the property combines concrete, stone, and wood materials with panoramic ocean views and a cobalt blue lap pool to create a seamless integration of design and nature.
Where is Kihei, Maui, HI?
Kihei is a coastal town on the southwest shore of Maui, known for its long stretches of beach and sunny, dry climate. It developed rapidly in the mid-20th century with tourism and vacation rentals driving much of the growth. The town includes Kalama Beach Park and the Hawaiian Islands Humpback Whale National Marine Sanctuary. Kihei also offers easy access to snorkeling, surfing, and nearby resorts in Wailea.
Courtyard Entrance
Flanked by vivid blue walls, the entrance courtyard includes a tiled walkway bridging shallow reflecting pools and planted palms. In the middle of the back wall is a set of large square-paned windows, while three open doorways reveal a direct line of sight to the ocean beyond. Evening lighting casts glows on the water features and surrounding architecture.
Living Room
Framed by cream-colored walls, the living room features a mix of armchairs, sculptural stools, and low tables placed atop a woven rug. In the middle of the room is a massive art piece with abstract patterns and a parrot figure dominating one wall. Shelving, decorative vases, and warm ambient lighting round out the furnishings and accents.
Dining Room
Set against floor-to-ceiling windows, the dining room includes a long rectangular table surrounded by fifteen wooden chairs. In the middle of the tabletop are rows of tall, lit candles that add a soft glow to the concrete floor and tan walls. Through the windows, blue walls and courtyard palms form a bold contrast against the otherwise neutral-toned interior.
Bedroom
Oriented toward the beach, the bedroom opens fully to an outdoor patio with views of palm trees and the shoreline. In the center, a large bed sits across from a reading area with chairs, ottoman, and bookshelves arranged along the walls. Behind the bed, arched windows reflect tropical vegetation, and additional seating is placed by the far corner.
Pool Area
Positioned along the oceanfront, the terrace includes a lap pool bordered by cushioned seating, wooden lounge chairs, and cube stools. In the middle of the patio area is a dining space under large umbrellas, set against a wide lawn lined with palm trees. A series of columns supports the upper balconies of the house while framing the view toward the water and distant island.
