The U.S.’s 50th state is far from last when it comes to luxury real estate. As part of this waterfront edition of Unique Homes, we researched the 101 most expensive coastal listings in The Aloha State. Although the country’s eighth smallest state, Hawaii offers the fourth longest coastline (behind just Alaska, Florida and California). From acreage to penthouses, from blufftop estates to cozy townhomes, our snapshot of Hawaii’s priciest offerings is as diverse as the archipelago’s environment.

$70,000,000

2676-E Kauapea Road, Kilauea

The moment you set foot on this property, it is clear there is no better property in the Hawaiian islands. Offering the ultimate in privacy, this home offers incredible views of pristine water, a historic lighthouse and rich volcanic mountains.

Hawaii Life Real Estate Brokers

$49,000,000

9 Bay Drive, Lahaina

Nestled on Hawea Point, this stunning home was designed to seamlessly blend the interiors with the tropical gardens and the panoramic ocean views.

Island Sotheby’s International Realty

$36,000,000

1118 Ala Moana Boulevard, Apt 3600, Honolulu

This is Hawaii’s most exclusive grand penthouse residence, rivaling the greatest penthouses in the world.

Coldwell Banker Pacific Properties

$35,000,000

1118 Ala Moana Boulevard, Apt 3500, Honolulu

Waiea Grand Penthouse 35 is one of only 2 breathtaking grand penthouse residences in the new luxury condominium, Waiea at Ward Village.

Coldwell Banker Pacific Properties

$31,000,000

4200 Anini Vista Drive, Kilauea

Nestled on a dramatic coastal bluff, this elegant island designed estate has sweeping views of mountains, shoreline, reef and beyond. Coldwell Banker Bali Hai Realty

$30,000,000

145 Kailuana Loop, Kailua

Unparalleled in grandeur on Oahu’s emerald Windward side, the “House of the Resting Sea” is a stunning oceanfront estate that reflects a skillful merging of modern architecture and luxury design. Sotheby’s Interational Realty

$29,980,000

4508 Makena Road, Kihei

Introducing one of the rarest offerings on the market, this brand-new construction redefines beachfront living. The fully-furnished home offers a quiet getaway on one of the most exclusive beaches on Maui.

Island Sotheby’s International Realty

$29,800,000

5050 Makena Road, Kihei

This contemporary Makena masterpiece takes full advantage of Mauis famous indoor-outdoor lifestyle.

$29,750,000

5156 Weke Road, Hanalei

Situated in one of the most desirable locations on Hanalei Bay, this spacious beachfront home has unsurpassed views of the crescent arch of the Bay, majestic waterfall-clad mountains, and the setting sun. Hawaii Life Real Estate Brokers

$25,000,000

4000 Wailea Alanui Drive, Apt 102, Kihei

Wailea Point is perfectly perched above Wailea Beach and overlooking the premiere hotels on the island of Maui, The Four Seasons Resort and Grand Wailea.

Island Sotheby’s International Realty

$24,900,000

4262-A Anini Vista Drive, Kilauea

A stunning showplace of architecture and craftsmanship, this sprawling estate offers an elevated living experience in Kauai’s most desirable enclave, “Anini Vista.”  

Oceanfront Sotheby’s International Realty

$22,800,000

1108 Auahi Street, Apt 3800, Honolulu

Anaha 3800 is one of 2 grand penthouse residences within the building that offers spectacular Diamond Head and ocean views. This home raises the benchmark for luxury living in one of the world’s most desirable locations.

Coldwell Banker Pacific Properties

$22,000,000

202 Kaikuono Place, Honolulu

This elegant, contemporary, oceanfront home near Doris Duke’s Shangri La Estate features a gracious interior that opens onto terraces. Enjoy some of Honolulu’s finest views of an azure cove, white sand beaches, the surf, sunsets and Diamond Head. Hawaii Life Real Estate Brokers

$20,000,000

59 Hale Malia Place, Lahaina

The Alaeloa Point Residence is Maui’s finest retreat resort home. Secured behind a private gate, and situated close to Ka’anapali, and within walking distance to Kapalua.

Berkshire Hathaway Maui Properties

$19,900,000

3 Kapalua Place, #3, Lahaina

This is one of only 4 beachfront homes in Kapalua. This is a rare opportunity to own a stunning island contemporary architectural masterpiece.

Keller Williams Realty Maui

$19,000,000

4228 North Waiakalua Street, Kilauea

This 21-acre estate offers 2,238 linear feet of oceanfront land bordering a secluded, sandy beach. Take advntage of this incredible real estate opportunity on the North Shore of Kauai.

Hawaii Life Real Estate Brokers

$18,992,500

280 Poipu Drive, Honolulu

This is an opportunity never seen before in Hawaii Kai, and probably will never be seen again. The land includes an adjoining 40,720-square-foot lot, one with 62,259 square feet of contiguous ocean view land.

Oahu Real Estate

$18,000,000

2801 Kauapea Road, Kilauea

Located near the pristine “Secret Beach” and a short walk or bike ride from the amenities of Kilauea town, this modern residence offers roughly 5,800 square feet of stylish living space.

Hawaii Life Real Estate Brokers

$17,950,000

5403 Kalanianaole Highway, Honolulu

This modern, 1.43-acre, oceanfront estate offers 185 linear feet of beach frontage, a tennis court, sparkling pool, Jacuzzi and pool pavilion, and lush, tropical landscaping.

Tracy Allen

Coldwell Banker Pacific Properties

$17,500,000

1108 Auahi Street, Apt 3801, Honolulu

Anaha, known as one of the most sophisticated and design-forward residential design condominium buildings on Oahu, raises the benchmark for luxury living.

Coldwell Banker Pacific Properties

$16,900,000

3639 Diamond Head Road, Honolulu

Situated on the prestigious Diamond Head, fronting 85-plus linear feet of gorgeous sandy beach. This beautiful home was thoughtfully and meticulously rebuilt in 2004.

$16,900,000

41-543 Kalanianaole Highway, Waimanalo

This is a world-class, oceanfront estate in East Oahu with over 11,000 square feet of total space on a beautiful sandy beach near the legendary Magnum PI estate.

Elite Pacific Properties

$16,900,000

5380 Weke Road, Hanalei

This Hanalei beachfront compound is totally turnkey. It features 2 completely renovated and immaculately designed, licensed vacation rental homes in the heart of Hanalei Bay.

Hawaii Life Real Estate Brokers

$16,500,000

4809 Lower Honoapiilani Road, Kahana

This magnificent Kahana estate rests on approximately half an acre of prime oceanfront land in West Maui. Perfectly located between Kaanapali and Kapalua, this oceanfront estate has no equal in the Hawaiian Islands.

$16,000,000

3047 Kahalawai Street, Koloa

Positioned on its own hillside peninsula on one of the largest lots in Kukui’ula, this estate home offers commanding views of the ocean and surrounding mountains from most every vantage point.

Hawaii Life Real Estate Brokers

$16,000,000

7555 Makena Road, Kihei

From the moment you awake, you know you’ve arrived in paradise. Imagine yourself surrounded by breathtaking turquoise water, with unparalleled Kahoolawe and

Molokini views.

$15,800,000

150 Hanapepe Loop, Honolulu

This stunning property offers the view of a lifetime. See, hear and smell the ocean, experiencing Hawaii as you’ve always dreamed. Watch as the morning sun lights up the bay.

Elite Pacific Properties

$15,500,000

3032 South Kihei Road, Kihei

Location and luxury come together in this modern expression of a Hawaiian plantation home. The main house consists of 3 bedrooms and 2 baths that open to a central courtyard with a pool and a 2-bedroom, 2-bath cottage, plus a workshop.

Hawaii Life Real Estate Brokers

$15,000,000

1105 Kaimoku Place, Honolulu

This beachfront estate offers 2 homes, spanning 118 linear feet of ocean frontage and sweeping ocean views to Koko Head. This is a trophy property of nearly 1 acre of land consisting of 2 parcels.

Choi International

$15,000,000

50 Oluolu Place, Kula

Known as a “Place of Peaceful Rest,” this property consists of 2 lushly, landscaped parcels. 50 OluOlu Place and 80 Kawehi Place make up this 23-acre, gated compound sited in one of Kula’s most hidden enclaves.

LUVA Real Estate

$14,950,000

72-415 Kaupulehu Drive, Kailua Kona

This home is located in one of Hualalai’s premier residential communities with oversized homesites that have drop away golf course vistas and expansive coastal ocean views.

Huallai Realty

$14,888,000

215 Kulamanu Place, Honolulu

This treasured home exudes an ambiance of old Hawaii with an open layout. Enjoy refreshing breezes throughout and indoor/outdoor spaces that are ideal for the island lifestyle.

Choi International

$14,880,000

5949 Kalanianaole Highway, Apt D, Honolulu

This 1-acre, private island, waterfront estate is an exceptional single-level residence that will captivate you the moment

you arrive.

Engel & Völkers

$14,500,000

7 Kapalua Place, Lahaina

Serving as the jewel of Kapalua Maui, this beach home boasts luxury living at its finest. The ultimate beach-side home is situated above pristine Oneloa Bay in the midst of 4 exquisite oceanfront estate residences.

Sullivan Properties

$14,000,000

316 Paani Place, Paia

This 1-acre, oceanfront compound is located in the heart of Spreckelsville, one of Maui’s most sought-after neighborhoods.

The Maui Real Estate Team

$14,000,000

4577 Kahala Avenue, Honolulu

Quiet Hawaiian elegance awaits you at this Kahala beachfront estate with a contemporary, island-style feeling. There is also a separate 1-car garage and 2-car garage.

Hawaii Life Real Estate Brokers

$14,000,000

5-7542 Kuhio Highway, Hanalei

This 2,738-square-foot, single-family home has 2 bedrooms and 2.5 baths.

Elite Pacific Properties

$13,500,000

30 HUI Road East, Lahaina

This dramatic oceanfront estate, designed by a Santa Barbara, CA architect team, maximizes its proximity to the ocean’s edge. Enjoy awe-inspiring views of the Pacific, Molokai and Kahana’s Secret Beach.

Hawaii Life Real Estate Brokers

$13,500,000

2170 Makanaano Place, Unit C, Kilauea

This superb, 4,395-square-foot sanctuary of wellness is tucked away on 6.15 of the most fabulously private acres in gated Seacliff Plantation, adjacent to Kilauea Point National Wildlife Refuge on Kauai’s lush north shore.

Elite Pacific Properties

$13,500,000

5-7534 Kuhio Highway, Haena

This luxury estate compound offers a unique opportunity to acquire 2 custom-built homes set on the edge of Tunnels Beach. This magnificent, ultra-modern residence is set on 1.7 acres with over 250 feet of pristine sandy beachfront.

Hawaii Life Real Estate Brokers

$13,200,000

4584 Makena Road, Kihei

Here is a rare opportunity to own this oceanfront lot on Makena Road, just south of the magnificent Wailea Resort. Home to 5-star hotels such as The Grand Wailea, Andaz Maui, Four Seasons Resort, Wailea Beach Resort and Fairmont Kea Lani.

Elite Pacific Properties

$12,995,000

3139 Kalahiki Street, Koloa

This home is contemporary and sleek, yet comfortable and inviting. Opulent design elements blend with warm woods and lush organic materials to create an enticing visual and tactile experience.

Hawaii Life Real Estate Brokers

$12,950,000

72-409 Kaupulehu Drive, Kailua Kona

Located in one of Hualalai Resort’s premier locations, this custom home offers 5 bedrooms, 5 full and 1 half baths, and an expansive covered lanai for entertaining.

Mauna Kea Realty

$12,900,000

100 Hanapepe Loop, Honolulu

This magnificent private oceanfront estate is situated on the exclusive Hanapepe Loop. Enjoy 121 linear feet of ocean frontage directly at renowned China Walls surf spot.  

Coldwell Banker Pacific Properties

$12,900,000

62-3692 Ki’’eki’’ena Place, Kamuela

Designed by Thomas Bingham of the Frank Lloyd Wright School of Architecture, this estate is both luxurious and exotic. This 9,000-square-foot home boasts floor-to-ceiling, 360-degree views of Hawaii.

MacArthur Sotheby’s International Realty

$12,888,000

70 Hale Hookipa Way, Kihei

On par with the world’s finest resorts, Hale Lani offers you the ultimate in contemporary design, quality construction and luxury amenities recently completed. Enjoy sweeping ocean views from the 7,466-square-foot interior living area.

Elite Pacific Properties

$12,750,000

5490 Makena Road, Kihei

This home affords one of the premium view locations in all of Makena. The home, originally purchased in 2008, has had extensive upgrades and has been beautifully maintained in a pristine condition.

Hawaii Life Real Estate Brokers

$12,000,000

2-2131 Kaumualii Highway, Kalaheo

Enjoy 317 lush acres overlooking the brilliant blues of Kauai’s South Shore. Makalii’s location revels in arguably the best weather on the island.

Hawaii Life Real Estate Brokers

$12,000,000

7155 Makena Road, Kihei

Modern design is a refreshing find on Maui. This private, 2-acre estate in Makena complements the natural elements and is connected to the land. “Makena” translates from Hawaiian as “gathering place” or “abundance.”

Hawaii Life Real Estate Brokers

$11,888,000

828 Moaniala Street, Honolulu

This 2-story hillside home blends panoramic ocean and mountain views with Hollywood glamour and New York elegance. There is unmatched quality in every detail.

Choi International

$11,800,000

3002 South Kihei Road, Kihei

Boasting 90 feet of sandy white beach frontage, this spectacular Maui home offers luxury beach living at its finest on Keawakapu Beach.

Coldwell Banker Island Properties

$11,750,000

4077 Lower Honoapiilani Road, Lahaina

Relax and rejuvenate at the edge of the Pacific Ocean on West Maui. This gracious resort-style residence embodies the Maui lifestyle: indoor/outdoor living, beautiful ocean and sunset views, water sports just outside your door and whale watching in season.

Mary Anne Fitch

Hawaii Life Real Estate Brokers

$11,500,000

4039 Lower Honoapiilani Road, Lahaina

This entertainer’s dream home has an unparalleled oceanfront lifestyle of peaceful seclusion and luxurious comfort. The approximately 1-acre, oceanfront property cultivates a rare sense of privacy and tranquility.

Keller Williams Realty Maui

$11,500,000

4039 Lower Honoapiilani Road, Kahana

Spectacular gated oceanfront estate on almost one acre of beautifully landscaped grounds. This classic, Plantation-style residence with true Hawaiian ambiance offers private ocean access and sand for enjoying the Maui oceanfront lifestyle.

Hawaii Life Real Estate Brokers

$11,500,000

5741 Ka Hookui Place, Koloa

Set atop of Kauai’s exclusive Kukui’ula community, this exquisite, custom home takes in vast and commanding ocean views. Superior craftsmanship and attention to detail is evident at every turn.

Hawaii Life Real Estate Brokers

$11,250,000

2443 Makiki Heights Drive, Honolulu

This private hillside retreat in Makiki Heights boasts stunning and expansive views of the Honolulu, Waikiki, Diamond Head, and the Pacific blue ocean. This 2-story custom hillside home is surrounded by lush tropical greenery and a variety of fruit trees.

Keller Williams Honolulu

$11,000,000

65-277 Poamoho Place, Waialua

Unparalleled beauty encompasses 5 acres in Waialua, offering stunning ocean and mountain views. All the best elements of stone, steel, glass and water combine to make a perfect retreat for the most discerning buyer.

Hawaii Life Real Estate Services

$10,950,000

72-120 Kaelewaa Place, Kailua Kona

This modern, Asian residence features 4 bedrooms and 6 full and 2 half baths set amongst a sanctuary of relaxation. The exquisite design of the home flows with Japanese gardens and water features to create an unrivaled Zen-like estate.

Kukio Properties

$10,900,000

1388 Ala Moana  Boulevard, Apt 5304, Honolulu

Experience the epitome of urban living with this extraordinary 3-bedroom, 3.5-bath residence. Exquisitely detailed for discerning buyers, unit features over 3,300 square feet of elegant living spaces.

Better Homes & Gardens Real Estate Advantage Realty

$10,900,000

72-433 Kaupulehu Drive, Kailua Kona

A truly unique offering, this custom home boasts more than 6,400 square feet of air-conditioned, open-concept living. Featuring 5 luxuriously appointed bedroom suites and 5.5 baths, this residence and its contemporary design were conceived by OpenSpace Architecture.

Mauna Kea Realty

$10,500,000

701 Mokuleia Place #13, Lahaina

Ocean, resort and sunset views await you from one of Hawaii’s finest tropical estates in Kapalua. Perched at the summit of the Plantation Estates Phase II, this single-level estate offers panoramic views of Honolua Ridge, the Kapalua Ritz Carlton resort community and the islands of Molokai and Lanai.

Wailea Realty Corp.

$10,315,000

1388 Ala Moana  Boulevard, Apt 8704, Honolulu

This 3,614-square-foot townhouse home has 3 bedrooms and 3.5 baths.

Heyer & Associates LLC

$9,995,000

2372 Baldwin Avenue, #2, Makawao

Overlooking the unprecedented views from the North Shore to Maalaea, this true Hawaiian plantation epitomizes comfortable and casual lifestyle.

Coldwell Banker Island Properties

$9,980,000

1888 Kalakaua Avenue, 35th Floor, Honolulu

This is an incredible opportunity to own an entire penthouse floor. Each of the four penthouses showcase well-appointed and expansive views of Diamond Head, ocean and mountains.

Real Select International

$9,900,000

11485 Honoapiilani Highway, Olowalu

West Maui’s oceanfront sanctuary is peaceful and private with a rare exotic Hawaiian ambience. Remote seclusion surrounds you. Tremendous shoreline views include the islands of Kahoolawe and Molokini as well as Lanai and Molokai.

Hawaii Life Real Estate Brokers

$9,850,000

131 Aleiki Place, Paia

This extraordinary, beachfront property offers an extremely rare opportunity to embrace life on Maui’s North Shore with the white sandy beach as your backyard.

Island Sotheby’s International Realty

$9,800,000

81-6569 Ka Waena Way, Kealakekua

This exceptional 4-bedroom residence was designed by renowned Ewing deReus Architects, featuring stunning ocean and golf course views. The main living pavilion, dining, study and master pavilion are carefully placed to maximize these fantastic views.

Hokuli’a Realty

$9,750,000

3202 3770 Ala’oli Way, Hokuala

There’s oceanfront living, then there’s living ON the ocean. On a secluded piece of high ground overlooking the Pacific Ocean sits Timbers Kaua’i Ocean Club & Residences.

Hokuala Realty

$9,500,000

72-435 Kaupulehu Drive, Kailua Kona

This spectacular residence, designed by Vancouver-based OpenSpace Architecture, is located on a large corner lot. Features contemporary and dramatic design, as well as a light-filled floor plan that is perfect for Hawaiian living with seamless transition from indoor to outdoor spaces.

Mauna Lani Realty

$8,999,995

4340 Melianani Place, Kihei

With its 78-foot wraparound pool and grand lanais, this magnificent Wailea Highlands home offers the finest in indoor/outdoor living and incomparable architectural design.

The Wailea Group

$8,999,000

1555 Kapiolani Boulevard, Apt 2300, Honolulu

This captivating, top-floor luxury destination features 3-plus bedrooms, a den, 3.5 baths, and a floor plan spanning 3,669 square feet.

Sachi Hawaii

$8,999,000

4607 Kahala Avenue #A, Honolulu

Hale Melia, the modern beach house, is a garden home on a beachfront estate property at Kahala by the Sea. With a private pool, garage and 1,674 of private yard space, Hale Melia embodies effortless living on the ocean.

Berkshire Hathaway HomeServices Hawaii Realty

$8,995,000

62-3652 Kiekiena Street, Kamuela

The Bluffs at Mauna Kea Resort is located between the Mauna Kea Beach Hotel and the Westin Hapuna Beach Hotel. Steps from both beachfront clubs, there are many amenities — from the 2 golf courses to the oceanfront tennis courts.

Hawaii Beach & Golf Properties

$8,975,000

1088 Bishop Street, Suite 4100, Honolulu

Live, work, and play in the heart of downtown Honolulu in this fee-simple, Sky Penthouse at the Executive Centre. Enjoy 360-degrees of floor-to-ceiling unobstructed views from sunrise to sunset.

Berkshire Hathaway HomeServices Hawaii Realty

$8,950,000

72-101 Lau Eki Place, Kailua Kona

One of only 2 residences located on Lau’eki Place, this custom built 4-bedroom, 4-full- and 1-half-bath home with an office and media room sits privately alongside the 8th fairway of the Members’ only Ke’olu Golf Course.

Huallai Realty