Luxury Homes for Sale in Hawaii

/11
$55,000,000
- 11 Beds
- 10.5 Baths
- 10,047 Sq Ft
3735 Diamond Head Rd, Honolulu, HI 96816

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly

Noel Shaw Hawaii Life

3735 Diamond Head Rd, Honolulu, HI 96816
/21
$50,000,000
- 12 Beds
- 15 Baths
- 12,005 Sq Ft
508 N Kalaheo Ave, Kailua, HI 96734

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot

Stephanie Band Compass

508 N Kalaheo Ave, Kailua, HI 96734
/2
$48,000,000
- Land
- 272.05 Acres
- $176,438 per Acre
79 E Welakahao Rd, Kihei, HI 96753

Strategic Multi-Site Maui Land Portfolio for sale. 16 TMKs that total 272.055 acres. 207 acres in Makawao including 2 high-capacity water wells; 5.2 acres in Wailuku, and 52 acres in Kihei. Huge development opportunity for investor. Contact listing agent for complete list of properties and details on each parcel.

Greg Gadd Big Island Homes & Land Co., Ltd.

79 E Welakahao Rd, Kihei, HI 96753
/49
$45,000,000
- 8 Beds
- 8 Baths
- 7,510 Sq Ft
4640 & 4650 Makena Rd, Kihei, HI 96753

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers

David Richardson Hawaii Life (W)

4640 & 4650 Makena Rd, Kihei, HI 96753
/10
$43,000,000
- 5 Beds
- 6.5 Baths
- 6,213 Sq Ft
3735 Diamond Head Rd, Honolulu, HI 96816

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala

Noel Shaw Hawaii Life

3735 Diamond Head Rd, Honolulu, HI 96816
/19
$37,500,000
- 5 Beds
- 9 Baths
- 21,266 Sq Ft
4324 Kaikoo Place, Honolulu, HI 96816

The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo. Blending Hawaiian natural elements with European Renaissance–inspired design, the residence showcases

Anne Hogan Perry Compass

4324 Kaikoo Place, Honolulu, HI 96816
/20
$37,000,000
- Land
- 160 Acres
- $231,250 per Acre
7191 Makena Rd, Kihei, HI 96753

MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parcels along Maui's prestigious Makena Road-one of the largest privately held tracts on the island's southern coast. This gated ranch features private access, a paved internal driveway, underground electrical service, and a redundant,

Bob Cella Coldwell Banker Island Prop-Ku

7191 Makena Rd, Kihei, HI 96753
/38
$36,900,000
- 5 Beds
- 6 Baths
- 6,517 Sq Ft
34 Maluaka Place Unit 9, Kihei, HI 96753

This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an

Robert Merriman Discovery Makena Realty LLC

34 Maluaka Place Unit 9, Kihei, HI 96753
/30
$35,000,000
- 2 Beds
- 2 Baths
- 1,828 Sq Ft
5670 Hana Hwy, Hana, HI 96713

Hana Ranch is the largest offering on Maui and one of the few remaining private holdings of this size in Hawai‘i. Established as a working cattle ranch in 1944, it remains an iconic agricultural land holding encompassing approximately 3,006 fee simple acres. The sale includes 26 separate parcels, allowing for the creation of a secluded estate with multiple homesites. The ranch features ocean and

Matt Beall Hawaii Life (PR)

5670 Hana Hwy, Hana, HI 96713
/12
$34,000,000

$1M PRICE DROP
- 4 Beds
- 6 Baths
- 7,498 Sq Ft
18 Maluaka Place Unit 1, Wailea, HI 96753

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is

Robert Merriman Discovery Makena Realty LLC

18 Maluaka Place Unit 1, Wailea, HI 96753
/13
$34,000,000

$3M PRICE INCREASE
- 6 Beds
- 6.5 Baths
- 5,833 Sq Ft
72-3177 Punaloa Place, Kailua-Kona, HI 96740

Property owners are extended the opportunity to apply to the Kukio Golf & Beach Club: an oceanfront private club with world class amenities including Tom Fazio designed 18-hole Championship Golf Course and 10-hole short course, two clubhouses with private dining, sports complex, ocean pursuits center, and a comprehensive indoor and outdoor spa. Gatehouse entry with 24-hour manned security.

Jim Schneider Kukio Properties

72-3177 Punaloa Place, Kailua-Kona, HI 96740
/30
$33,000,000
- 5 Beds
- 5.5 Baths
- 6,350 Sq Ft
72-1174 Kekahawaiole Dr, Kailua Kona, HI 96740

Brand-new luxury residence on a spacious 1.02-acre homesite within the prestigious gated community of Kaupulehu. Offered fully furnished and move-in ready, this exceptional estate features 6,350 sq. ft. of interior living space and 1,635 sq. ft. of lanai space, with five ensuite bedrooms, five full baths, and one half bath, thoughtfully designed for seamless indoor-outdoor island living.

Tracy Abrams Corcoran Pacific Properties

72-1174 Kekahawaiole Dr, Kailua Kona, HI 96740
/26
$32,500,000
- 6 Beds
- 8 Baths
- 10,320 Sq Ft
4200 Anini Vista Dr Unit D, Kilauea, HI 96754

Set on 6.87 acres above Anini Reef on Kaua‘i’s North Shore, this bluff-top estate is defined by its rim lot position and scale. The site allows for a distribution of structures and separation not achievable on smaller parcels along this stretch of coastline. Contemporary architecture is set low against the land, oriented to capture light, trade winds, and views across ocean, reef, and mountains.

Roni Marley Hawaii Life

4200 Anini Vista Dr Unit D, Kilauea, HI 96754
/30
$32,500,000
- 3 Beds
- 2.5 Baths
- 3,413 Sq Ft
71-1111 Queen Ka'Ahumanu Hwy, Kailua-Kona, HI 96740

A visionary hideaway originally crafted in Indonesia and painstakingly reassembled on the pristine shores of the Big Island offers a once-in-a-generation opportunity to own an architectural masterpiece. Where jagged lava fields meet the endless azure of the Pacific Ocean sits the crown jewel of the Kohala Coast. Far more than a residence, this compound is a testament to extraordinary personal

Anne Hogan Perry COMPASS

71-1111 Queen Ka'Ahumanu Hwy, Kailua-Kona, HI 96740
/30
$31,900,000
- 5 Beds
- 7.5 Baths
- 7,820 Sq Ft
68-1339 S Kaniku Dr, Kamuela, HI 96743

Gracefully positioned in one of the most coveted communities on the Kohala Coast of the Big lsland of Hawaii, this oceanfront 7,844 -square-foot residence on 1.38 acres at the Cape at Mauna Lani offers five bedrooms, seven and a half baths, a spacious media room and a private office, designed by renowned Lucky Bennett to capture sweeping ocean, fairway, mountain and sunset views. A formal entry

Yvonne Khouri-Morgan Corcoran Pacific Properties

68-1339 S Kaniku Dr, Kamuela, HI 96743
/25
$31,000,000
- 9 Beds
- 9.5 Baths
- 10,326 Sq Ft
1240 Mokulua Dr, Kailua, HI 96734

The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings.

Drew Read List Sotheby's Int'l Realty

1240 Mokulua Dr, Kailua, HI 96734
/25
$30,000,000
- 5 Beds
- 5.5 Baths
- 5,743 Sq Ft
1388 Ala Moana Blvd Unit 6800, Honolulu, HI 96814

A Rare Grand Penthouse Residence—An Exclusive Privilege Reserved for the Select Few.It is your own private sanctuary, undisturbed by the outside world. Here, a unique vista and living space unfold—a setting found nowhere else on earth.The yacht harbor and Waikiki skyline, bathed in the glow of the morning sun.Ahead lies the lush greenery of Ala Moana Beach Park, stretching toward an

Tomoko Yamamoto Shimizu Gateways Inc

1388 Ala Moana Blvd Unit 6800, Honolulu, HI 96814
/30
$30,000,000
- 4 Beds
- 3.5 Baths
- 2,953 Sq Ft
1711 Pee Rd, Koloa, HI 96756

Behold! The most dramatic oceanfront setting and vista situated along the coastline in all of Poipu. Hale Moku (Ship House in Hawaiian) was originally built in 1936 and remodeled over the years, cleverly designed and constructed on a solid lava rock outcropping safely above the waterfront with semi-circular decks off the living room and master (primary) bedroom above, facing the ocean - all which

Robert Denniston Coldwell Banker Island Properties - Kauai

1711 Pee Rd, Koloa, HI 96756
/19
$29,900,000

$9M PRICE DROP
- 5 Beds
- 6 Baths
- 9,176 Sq Ft
5050 Makena Rd, Kihei, HI 96753

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living.

Robert Merriman Discovery Makena Realty LLC

5050 Makena Rd, Kihei, HI 96753
/21
$28,000,000
- Land
- 63 Acres
- $444,444 per Acre
0 Akoni Pule Hwy, Waimea, HI 96743

A unique opportunity for investors and for those who value Hawaii's natural beauty. Kohala Kai is an exclusive residential development featuring seven custom oceanfront home sites situated on a total of 63 acres along Hawai'i island's North Kohala Coast. This gated community offers parcel sizes ranging from 5 acres to 28 acres, all with an abundance of wide open space and unobstructed panoramic

Charles Anderson COMPASS

0 Akoni Pule Hwy, Waimea, HI 96743
/24
$27,000,000

$2M PRICE INCREASE
- Land
- 437 Acres
- $61,785 per Acre
0 Union Mill Rd, Kapaau, HI 96755

Searching for a legacy oceanfront ranch in North Kohala? This must see 437 acres of gently rolling pasture land with approx. 2,600 feet of ocean frontage and 10 separate TMK parcels is an amazing opportunity. Property includes a manicured nursery with large storage building, green house, exotic bamboo species, multiple varieties of fruit trees and nursery stock. Also included is a 100 KW wind

Charles Anderson COMPASS

0 Union Mill Rd, Kapaau, HI 96755
/50
$26,500,000
- 6 Beds
- 6 Baths
- 8,664 Sq Ft
7505 Makena Rd, Kihei, HI 96753

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully

Dennis Rush Compass-W

7505 Makena Rd, Kihei, HI 96753
/30
$26,500,000
- 6 Beds
- 4.5 Baths
- 4,589 Sq Ft
2818 Kamookoa Rd Unit 1, Kilauea, HI 96754

Silverfarms Ranch is a North Shore sanctuary where water, mountains, and open pasture converge across more than 237 acres of remarkable Kaua‘i landscape. Set beneath the towering ridges of Mount Namahana, the property offers streams, waterfalls, swimming holes, and sweeping views that capture the essence of Kaua‘i’s natural beauty. With two existing residences, equestrian facilities, and future

Roni Marley Hawaii Life

2818 Kamookoa Rd Unit 1, Kilauea, HI 96754
/22
$26,500,000

New Construction
- 5 Beds
- 7.5 Baths
- 7,324 Sq Ft
213 Kaalawai Place, Honolulu, HI 96816

Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas

Beth Chang Coldwell Banker Realty

213 Kaalawai Place, Honolulu, HI 96816
/50
$26,000,000
- 3 Beds
- 5 Baths
- 8,186 Sq Ft
215 Plantation Club Dr, Lahaina, HI 96761

What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui

Chelsea Dimin Compass-W

215 Plantation Club Dr, Lahaina, HI 96761
/30
$24,900,000
- 7 Beds
- 8.5 Baths
- 6,313 Sq Ft
68-1115 Honokaope Place Unit 1, Kamuela, HI 96743

Kilohana sits on a 1.4-acre front-row site at the end of a private drive within the 49 Black Sand Beach neighborhood at Mauna Lani. Honoka’ope Bay, with its black sand beach and private community beach club, is less than a 90 second walk from the home. Overlooking the 7th hole of Mauna Lani’s south course, the property has over 275 feet of frontage on views of the ocean, waves crashing on the

Stephen T. L. Hurwitz Hawaii Life

68-1115 Honokaope Place Unit 1, Kamuela, HI 96743
/25
$24,900,000
- 10 Beds
- 8.5 Baths
- 7,701 Sq Ft
41-471 Kalanianaole Hwy, Waimanalo, HI 96795

Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanningnearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across

Caron Davis Caron B Realty

41-471 Kalanianaole Hwy, Waimanalo, HI 96795
/50
$24,500,000

$2M PRICE DROP
- 4 Beds
- 6 Baths
- 5,435 Sq Ft
3060 S Kihei Rd, Kihei, HI 96753

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront

Meghan Clair Coldwell Banker Island Prop(S)

3060 S Kihei Rd, Kihei, HI 96753
/32
$24,500,000

$3M PRICE DROP
- 5 Beds
- 6 Baths
- 7,244 Sq Ft
3254 S Kihei Rd, Kihei, HI 96753

Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a

David Richardson Hawaii Life (W)

3254 S Kihei Rd, Kihei, HI 96753
/30
$23,000,000
- 8 Beds
- 12 Baths
- 9,575 Sq Ft
5-7534 Kuhio Hwy, Haena, HI 96714

A single oceanfront compound fronting Tunnels Beach, in Hāʻena on Kauaʻi’s north shore, joins two individually deeded parcels offered together as one. Nearly three acres run the full depth from Kūhiō Highway to the beach, with approximately 250 feet of beachfront. The principal residence stands at the water, circular in plan, its broad lānai and walls of glass open to the Pacific. Set back among

Neal Norman Hawaii Life

5-7534 Kuhio Hwy, Haena, HI 96714
/44
$23,000,000

$2M PRICE DROP
- 4 Beds
- 5 Baths
- 4,778 Sq Ft
7595 Makena Rd, Kihei, HI 96753

Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters

Mark Waite Compass-W

7595 Makena Rd, Kihei, HI 96753
/30
$22,500,000
- 7 Beds
- 6 Baths
- 3,900 Sq Ft
4400 Oneone Rd, Hanalei, HI 96714

Five standalone beach cottages on three legal parcels, totaling roughly 60,000 square feet and more than 200 linear feet of direct golden-sand frontage on Kauaʻi’s North Shore. Each cottage is a complete house, single-story and at grade, with its own deck, kitchen, living room, and private entrance. Three are one-bedroom units of approximately 700 square feet. Two are two-bedroom villas, the

Neal Norman Hawaii Life

4400 Oneone Rd, Hanalei, HI 96714
/25
$22,000,000
- 6 Beds
- 10 Baths
- 24,899 Sq Ft
51 Kepola Place, Honolulu, HI 96817

When a residence transcends architecture, it becomes a work of art. Set across 1.81 acres in the misted beauty of Nuuanu, LIHIWAI is one of Hawaii’s most iconic historic estates, a rare convergence of land, design, and legacy in a truly cinematic setting. Originally built between 1927 and 1929 for Territorial Governor George R. Carter and designed by Bertram Grosvenor Goodhue, the home has been

Jovanna Giannasio-Fern Hawaii Life

51 Kepola Place, Honolulu, HI 96817
/28
$21,000,000
- 4 Beds
- 6 Baths
- 6,003 Sq Ft
2838 Kapoli St, Kealia, HI 96751

Experience the pinnacle of luxury living at 2838 Kapoli St in the exclusive Kealia Kai subdivision. This brand-new, nearly oceanfront estate showcases unmatched craftsmanship, custom designer furnishings, and meticulous attention to every detail. The main residence offers approx 6,000 sqft of interior living space complemented by over 2,400 sqft of covered lanais designed for seamless

Danette Andrews COMPASS

2838 Kapoli St, Kealia, HI 96751
/29
$21,000,000

$900K PRICE DROP
- 6 Beds
- 6.5 Baths
- 6,301 Sq Ft
62-3680 N Kiekiena Place, Kamuela, HI 96743

Perched majestically atop 1.62 acres of prime ocean-view land within The Bluffs exclusive gated community at Mauna Kea Resort. Mauna Kea Resort, is a premier destination offering world-class amenities and 1800 acres of breathtaking natural beauty. The resort features two renowned hotels, the Mauna Kea Beach Hotel, and The Westin Hapuna, sited on 2 of the best beaches in Hawaii along with two

Doreen Trudeau Aloha Sotheby's Intl Realty - Hawai'i

62-3680 N Kiekiena Place, Kamuela, HI 96743
/45
$20,500,000
- 3 Beds
- 4 Baths
- 3,279 Sq Ft
3146 S Kihei Rd, Kihei, HI 96753

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island

David Richardson Hawaii Life (W)

3146 S Kihei Rd, Kihei, HI 96753
/14
$20,000,000
- 6 Beds
- 6.5 Baths
- 6,029 Sq Ft
57-275 Kamehameha Hwy Unit 3/15, Kahuku, HI 96731

North Shore Club | Penthouse Residence | Now Previewing. The final direct beachfront Penthouse in Phase I offers a rare opportunity to acquire a signature legacy residence at the North Shore Club. This premier 6 bedroom, 6.5 bath residence offers over 7,820 livable square feet with 6,029 interior and 1,791 panoramic lanai space, a private pool, and sweeping ocean views. Designed for effortless

Jason Carey Compass

57-275 Kamehameha Hwy Unit 3/15, Kahuku, HI 96731
/10
$19,800,000
- Land
- 1.04 Acres
- $19,051,667 per Acre
4767 Kahala Ave Unit B&D, Honolulu, HI 96816

Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised of two parcels (TMKs: 1-3-5-006-014 & 1-3-5-006-009), boasts 126 linear feet of direct beachfront access, inviting you to experience breathtaking, sunsets, and over a mile of direct serene sandy shoreline. Recently improved with

Cedric Choi Hawaii Life

4767 Kahala Ave Unit B&D, Honolulu, HI 96816
/49
$19,750,000
- 4 Beds
- 5 Baths
- 4,790 Sq Ft
51 Hui Rd E, Lahaina, HI 96761

Basking in the breathtaking beauty of Maui, perched just 25 feet from the shoreline, 51 Hui Road E is more than an oceanfront estate – it is a living work of art. Built entirely in reinforced concrete and completed with precise craftsmanship, this timeless villa is as enduring as the island itself. Each pillar sinks deep into the volcanic foundation, giving this island masterpiece a quiet

Mary Anne Fitch Coldwell Banker Island Prop-KP

51 Hui Rd E, Lahaina, HI 96761
/49
$19,750,000
- 7 Beds
- 9 Baths
- 8,412 Sq Ft
4809 Lower Honoapiilani Rd, Lahaina, HI 96761

This magnificent oceanfront West Maui estate rests on approximately 1/2 acre of prime land in Kahana with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapalua Resorts, this oceanfront property has no equal in the Hawaiian Islands. This nearly 10,000 square foot residence epitomizes Pacific Rim architecture. Glass pocket doors slide into rock walls bordering the

Mary Anne Fitch Coldwell Banker Island Prop-KP

4809 Lower Honoapiilani Rd, Lahaina, HI 96761

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