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
/24
$49,000,000
- 10 Beds
- 13 Baths
- 12,528 Sq Ft
75-5530 Kona Bay Dr, Kailua-Kona, HI 96740

Discover 21.8 acres of secluded luxury, where every detail—from oceanfront views to exclusive amenities—is crafted for a life of privacy and elegance. Located in one of Hawaii’s most prestigious settings, this estate embodies a blend of luxury and natural beauty. Expansive living spaces, lush outdoor areas, and sweeping views of Kailua Bay and the Pacific Ocean, create a refined island

Brian Axelrod Aloha Sotheby's Intl Realty - Hawai'i

75-5530 Kona Bay Dr, Kailua-Kona, HI 96740
/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
/19
$47,000,000
- 7 Beds
- 11 Baths
- 7,874 Sq Ft
68-1023 Pauoa Way, Kamuela, HI 96743

Never before available, the jewel of only six oceanfront resort residences next to the Auberge Hotel at Mauna Lani Resort. The estate is a walled, totally secure and private compound comprised of two oceanfront lots totaling 2.8 acres with 650 feet of swimmable shoreline. Impossible to replicate today, it combines two oceanfront resort lots into a single shoreline estate and one of the very few

Harold Clarke Private Listings by Harold X Clarke

68-1023 Pauoa Way, Kamuela, HI 96743
/11
$45,000,000
- 6 Beds
- 8 Baths
- 9,896 Sq Ft
4505 Kahala Ave, Honolulu, HI 96816

Spectacular Oceanfront Estate in Prestigious Kahala– Welcome to a stunning oceanfront estate in Kahala, a rare 1.3-acre retreat from street to sea. With 171 linear ft of breathtaking ocean frontage, this newly reimagined home blends contemporary design w/Hawaii’s natural beauty. A gated entrance leads to a grand motor court, setting the tone for exclusivity. Inside the 10,000 sq ft, single-level

Tracy Allen Coldwell Banker Realty

4505 Kahala Ave, Honolulu, HI 96816
/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
/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
/13
$34,000,000
- 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
/25
$34,000,000
- 4 Beds
- 9 Baths
- 5,226 Sq Ft
2955 Makalei Place, Honolulu, HI 96815

A Rare Diamond Head Estate with Timeless Elegance and Botanical Distinction- The legacy estate that reflects decades of thoughtful ownership and unmatched care. Lovingly maintained and meticulously upgraded, this refined residence sits on an expansive 34,157 sq ft lot and showcases an extraordinary level of craftsmanship, preservation, and pride. Honoring the property’s architectural heritage

Anne Hogan Perry Compass

2955 Makalei Place, Honolulu, HI 96815
/50
$33,000,000
- 7 Beds
- 8 Baths
- 10,500 Sq Ft
7505 Makena Rd, Kihei, HI 96753

Welcome to one of the most extraordinary private estates in the world — an iconic expression of coastal luxury at 7505 Makena Road. Set on a full acre of lush, meticulously curated grounds with protected ocean view corridors along Maui’s most coveted coastline, this 10,500-square-foot architectural masterpiece is a rare convergence of visionary design, master craftsmanship, and timeless elegance.

Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

7505 Makena Rd, Kihei, HI 96753
/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 Kouri-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
/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
/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
- 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

Charles Anderson COMPASS

0 Union Mill Rd, Kapaau, HI 96755
/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
/18
$26,000,000
- 3 Beds
- 4.5 Baths
- 5,334 Sq Ft
72-3023 Kakapa Place, Kailua-Kona, HI 96725

Elegant and contemporary, K95 offers a modern interpretation of the pod-style estate that earned architect Shay Zak his renown. The Zak architecture devotion to thoughtful design and exquisite craftsmanship are evident throughout the home, which features a grouping of pavilions organized around an expansive main hale, creating the ideal balance of privacy and connection. From the moment of entry,

Nicole Vincent Aloha Sotheby's Intl Realty - Hawai'i

72-3023 Kakapa Place, Kailua-Kona, HI 96725
/50
$26,000,000
- 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
/50
$26,000,000
- 4 Beds
- 7 Baths
- 8,186 Sq Ft
215 Plantation Club Dr, Lahaina, HI 96761

Enjoy a luxury wellness private resort, fully furnished without 6 years of planning and construction offered at less than replacement cost. Possibly the finest compound in Hawaii. Perfect Feng Shui at 2+1+5=8. Adjoining 2 acre buildable lot is included. Unique location on Maui with views of Molokai, Lanai and the Au'au channel where the whales come to winter and calve. Located in Plantation

Chelsea Dimin Compass-W

215 Plantation Club Dr, Lahaina, HI 96761
/2
$25,000,000
- Land
- 20.97 Acres
- $1,192,180 per Acre
00 Aleka Loop, Kapa?a, HI 96746

The Coconut Beach Resort development site is offered for sale in connection with the chapter 7 bankruptcy case of SPD II Makaiwa Resort Development, LLC (“SPD”) currently pending as Case No. 23-07153 in the U. S. Bankruptcy Court for the Northern District of Illinois (“Bankruptcy Court”) by the duly appointed and acting trustee (“Trustee”) of the SPD bankruptcy estate. The Trustee is selling the

Mark Bratton Bratton Realty Advisors Ltd

00 Aleka Loop, Kapa?a, HI 96746
/29
$25,000,000
- 7 Beds
- 9 Baths
- 6,203 Sq Ft
72-1255 Puka Pa St, Kailua-Kona, HI 96740

Hualalai Resort - PukaPa Street: Newly completed July 2025, custom residence with high end finishes, on the par 3, 15th hole of the Ke'olu golf course with direct ocean views. Designer finishes with white oak flooring, rift white oak cabinetry, quartzite and engineered quartz counter tops. Fully furnished: 7 bedroom, 7 bath & 2 half baths, with a 2 car garage and a separate 2 golf cart garage.

Frank Schenk Coldwell Banker Island Properties - Kona

72-1255 Puka Pa St, Kailua-Kona, HI 96740
/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
/32
$24,500,000
- 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
- 5 Beds
- 8 Baths
- 9,019 Sq Ft
28-3628 Hawaii Belt Rd, Honomu, HI 96728

For the discriminating buyer who seeks exclusivity, luxury, privacy, and security, this 51+acre gated, fully fenced estate, with nearly a mile of oceanfront, offers a singular opportunity on the Hamakua Coast on the Big Island of Hawaii. From the moment of entry through a private gate it becomes clear that something special is about to unfold. Through Norfolk Pines transitioning to majestic

Kenneth Springer Hawaii Life

28-3628 Hawaii Belt Rd, Honomu, HI 96728
/28
$23,000,000
- 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

Eileen Lacerte Better Homes and Gardens Real Estate Island Lifestyle

62-3680 N Kiekiena Place, Kamuela, HI 96743
/39
$23,000,000
- 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
/25
$21,000,000
- Land
- 28.36 Acres
- $740,561 per Acre
3737 Manoa Rd, Honolulu, HI 96822

76.2798 acres of versatile land for sale, including TMK 1290550050000 (28.816 acres), TMK 1290540080000 (35.164 acres), and TMK 129054018 (12.2998 acres). Previously a cultural center featuring Hawaiian-Polynesian attractions, the property currently includes gift shops, hula and dance classes, a museum, and a restaurant with a liquor license and offices. Zoned as a zoological and botanical

Akimi Mallin List Sotheby's Int'l Realty

3737 Manoa Rd, Honolulu, HI 96822
/17
$20,000,000
- 4 Beds
- 5 Baths
- 3,834 Sq Ft
5417 Makena Rd Unit 2, Kihei, HI 96753

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home

Robert Merriman Discovery Makena Realty LLC

5417 Makena Rd Unit 2, 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 six-bedroom, seven-bath penthouse features 6,029 square feet of refined interior living, complemented by more than 1,321 square feet of expansive lanai space, a private pool, and sweeping

Jason Carey Compass

57-275 Kamehameha Hwy Unit 3/15, Kahuku, HI 96731
/50
$19,950,000
- 4 Beds
- 5 Baths
- 4,544 Sq Ft
7421 Makena Rd, Kihei, HI 96753

Tranquility. Exclusivity. Privacy. All are embodied within this ultimate ocean-lovers retreat in Makena on Maui’s coveted south shore. With incomparable panoramic ocean views spanning all the way to the sandy Big Beach shoreline, every aspect of this one-of-a-kind property is oriented to delight in the ever-changing palette from sunrise to sunset into the starry night sky. Situated on just over

Jessica Baker Compass-W

7421 Makena Rd, Kihei, HI 96753
/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
/30
$19,500,000
- 6 Beds
- 5 Baths
- 4,376 Sq Ft
5390 Weke Rd, Hanalei, HI 96714

Welcome to the breathtaking Hanalei Bay on the picturesque island of Kaua’i! This exceptional estate offers a truly unique and luxurious living experience. As you step onto the fully fenced and private grounds, you'll be greeted by two magnificent structures that define this remarkable property. The main residence, a stunning two-story masterpiece, commands awe-inspiring views of the ocean &

Joyce Funk Better Homes and Gardens Real Estate, Rainbow Island Properties

5390 Weke Rd, Hanalei, HI 96714

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