Top 10 Most Expensive Homes for Sale on Oahu - October 2013

There are some truly spectacular homes here on Oahu - from CEO villas to celebrity estates, the assembly of luxury homes in our corner of the world is nothing short of spectacular. So if you are in the market for a new home, and have a few million dollars extra kicking around, here’s a few homes to choose from right now.

210 N Kalaheo Avenue - Kailua, HI 96734

MLS #: 1212126

$24,950,000 

• 8 Bedrooms
• 8 Full baths
• 3 Half baths
• 10,344 SQ FT
• Land Area: 65,140 SQ FT

Truly a resort within itself! This stunning Kailua beachfront estate spans from street to Pacific Ocean with over 65,000-plus SQ FT of tropical grounds. An exquisite residence with over 10,000 SQ FT of lavish living space plus a gorgeous separate three bedroom guest house. Fashioned by renowned designers Kerr-Michaels and expert craftsmen, this home is about elegant detail with rich hardwoods and pocketing glass walls that open to sandy shores and turquoise waters. Your own private paradise! Property listed by Coldwell Banker Pacific Property. 

503 Portlock Road - Honolulu, HI 96825

MLS #: 1212372

$23,000,000 

• 7 Bedrooms
• 6 Full baths
• 5 Half baths
• 10,180 SQ FT
• Land Area: 81,210 SQ FT

An unparalleled oceanfront estate with views of the Pacific Ocean, Maunalua Bay and the east Oahu coastline straight to Diamond Head! With over 80,000 SQ FT of lush grounds, this elegantly appointed home has luxurious upgrades, billiards room, pond and waterfalls, an Italian tiled pool, wine cellar, cigar humidor, spacious and private guest suites and separate one bedroom nanny apartment. Truly, one of a kind beach living! Property listed by Pacific International Realty. 

61785 Papailoa Road - Haleiwa, HI 96712

MLS #: 1303369

$22,000,000 

• 6 Bedrooms
• 7 Full baths
• 1 Half baths
• 7,680 SQ FT
• Land Area: 23,889 SQ FT

This trophy estate on the North Shore maximizes Hawaii’s indoor/outdoor living - with 101 feet of beach frontage. A rich blend of structural and architectural design captures the allure and tranquility of the tropics! Grand yet intimate, this high tech property features the main residence and two separate guest residences, all opening to the pool and lush private grounds. Property listed by Coldwell Banker Pacific Property.

2332 Makiki Heights Drive - Honolulu, HI 96822

MLS #: 1212633

$17,880,000 

• 8 Bedrooms
• 9 Full baths
• 1 Half baths
• 7,691 AQ FT
• Land Area: 112,627 SQ FT

Views, views and more views! Pacific Ocean, Diamond Head, Waikiki and the city lights all from Makiki Kai, one of the largest estates in metro Honolulu. This property is on two and a half acres with a gated entrance, infinity pool, dining pavilion, wine cellar, large guesthouse plus three other lots available for additional structures. Designed by Vladimir Ossipoff Architecture and interiors by Mary Philpotts. Past owners of this home include the founder of the Honolulu Advertiser publishing company and the former CEO of Bank of America. Property listed by Choi International. 

4461 Kahala Avenue - Honolulu, HI 96816

MLS #: 201331990

$16,950,000 

• 4 Bedrooms
• 5 Full baths
• 2 Half baths
• 9,711 SQ FT
• Land Area: 19,406 SQ FT

This stunning home is one of only two beachfront homes available on Kahala Avenue, one of Honolulu’s most prestigious streets. Enjoy panoramic Ocean views from Koko Head to Black Point in this contemporary two-story home with covered oceanfront lanai and private beach gate; approximately 60 linear feet of beach frontage, gourmet kitchen, chairman's office, ladies' salon/office, media room, and upper master suite with large lanai. Staff quarters above the three-car garage. Property listed by Choi International.

4711D Kahala Avenue - Honolulu, HI 96816

MLS #: 1305457

$16,500,000 

• 5 Bedrooms
• 6 Full baths
• 1 Half baths
• 5,838 SQ FT
• Land Area: 34,174 SQ FT

This gorgeous beachfront Kahala estate is one of only two beachfront homes available on Kahala Avenue one of Honolulu’s most prestigious streets. A single level home and two-plus story library design by architect John Hara. The home, built in 2002 by luxury builder Armstrong Builders, includes an expansive tropical lawn with swaying palms overlooking the ocean and sandy beach, interior courtyard with pool, covered lanai, wine cellar and pizza oven. The home has approximately 125 linear feet of beach frontage. Property listed by Choi International.

5415/5435 Kalanianaole Highway - Honolulu, HI 96821

MLS #: 201327172

$16,250,000 

• 5 Bedrooms
• 5 Full baths
• 3,529 SQ FT
• Land Area: 114,156 SQ FT

This beautiful beachfront property in Honolulu has over 114,156 SQ FT of grounds with approximately 357 linear feet of beach frontage. Two combined parcels with a gated driveway, homes, pool and separate beach cottage. This opportunity is located close to Kahala and minutes to Waikiki. Property listed by Choi International.

3215 Diamond Head Road - Honolulu, HI 96815

MLS #: 201326397

$14,888,000 

• 4 Bedrooms
• 5 Full baths
• 4,988 SQ FT
• Land Area: 14,248 SQ FT

This is a one-of-a-kind ocean front property in Diamond Head. It’s completely deceiving from the street, but once you enter the iron gates, lush green landscaping and a majestic oceanfront home awaits. Ocean and beach access straight from your living room. The home features two master suites with an outdoor Jacuzzi plus two additional bedrooms. Spacious luxury living with plenty of amenities awaits you. Property listed by Sachi Hawaii Pacific Century Property.

3603 Diamond Head Road - Honolulu, HI 96816

MLS #: 201333363

$14,500,000 

• 4 Bedrooms
• 4 Full baths
• 4,863 SQ FT
• Land Area: 12,066 SQ FT

This stunning ocean villa on the slopes of Diamond Head has 180-degree ocean views, three master suites, guest suite, chef's gourmet kitchen and a grand staircase leading to a soaring living room with cathedral ceilings. This incredible beach home is newly furnished by renowned designers Kriess Collection and Adriana Hoyosevel and has private beach access just outside your door. Property listed by Sachi Hawaii Pacific Century Property.

3735 Diamond Head Circle - Honolulu, HI 96815

MLS #: 201333344

$13,500,000 

• 7 Bedrooms
• 7 Full baths
• 2 Half baths
• 8,426 SQ FT
• Land Area: 55,321 SQFT

Known as the Bishop's Residence, this magnificent home is located on the slopes of Diamond Head. Views of Waikiki and the Koolau Mountains reflect gracious Hawaiian living and the location provides ultimate privacy. The property has an elevator, separate caretakers' cottage and additional guest apartment. Property listed by List International Realty, Inc.