Kailua – Beachside

Kailua is more than a beachfront paradise—it’s a lifestyle. Located on Oahu’s lush Windward Coast, Kailua’s endless white sand beach and tranquil turquoise bay define the community, a collection of mellow micro-neighborhoods stretching out around several blocks of trendy shops and cafés. Marshland, canals, low hills and mature coconut trees add an extra layer of countryside character to Kailua’s small-town charm.

Kailua—meaning “two seas” in Hawaiian—has long been treasured for its rich natural resources and great beauty. Native Hawaiians began farming and fishing here more than 800 years ago, making it one of the island’s earliest settled regions. By the 1940s, an upscale bedroom community began to develop around its small farms and rustic beach houses, growing in popularity and prominence with each decade.

Today, Kailua’s beachside and beachfront homes range from coveted mid-century classics to expansive contemporary estates that can command some of Hawaii’s highest real estate prices. Many beach-area residents enjoy jogging along the sand, kayaking out to offshore islets, windsurfing, surfing and swimming. Kailua’s oceanfront is the center of activity on weekends and where neighbors mingle.

Key attractions within Kailua include:

+ More than 2 miles of white sand along an oceanfront perfect for kayaking and windsurfing
+ A variety of charming shops and cafés, including a popular farmers’ market
+ Services and several grocery stores, including gourmet markets and 24/7 supermarkets
+ Kailua and Kainalu public elementary schools, plus several upscale private schools

Showing properties 1 - 10 of 10. See more Neighborhood SF - Beachside.
(all data current as of 5/18/2013)

  1. 3 beds, 2 full baths
    Home size: 2,191 sq ft
    Lot size: 10,000 sqft
    Year built: 1951
    Days on market: 2
  2. 13 beds, 15 full baths
    Home size: 11,684 sq ft
    Lot size: 41,924 sqft
    Year built: 1988
    Days on market: 2
  3. 4 beds, 4 full baths
    Home size: 3,946 sq ft
    Lot size: 10,080 sqft
    Year built: 1972
    Days on market: 30
  4. 3 beds, 3 full baths
    Home size: 2,930 sq ft
    Lot size: 10,080 sqft
    Year built: 1969
    Days on market: 65
  5. 5 beds, 3 full baths
    Home size: 2,663 sq ft
    Lot size: 37,843 sqft
    Year built: 1974
    Days on market: 88
  6. 8 beds, 11 full baths
    Home size: 10,824 sq ft
    Lot size: 1.50 ac
    Year built: 2009
    Days on market: 197
  7. 4 beds, 2 full baths
    Home size: 2,196 sq ft
    Lot size: 11,843 sqft
    Year built: 1973
    Days on market: 207
  8. $9,400,000 : Kalaheo Ave, Kailua
    6 beds, 5 full baths
    Home size: 5,594 sq ft
    Lot size: 36,999 sqft
    Year built: 1978
    Days on market: 258
  9. 4 beds, 3 full baths
    Home size: 2,628 sq ft
    Lot size: 10,001 sqft
    Year built: 1954
    Days on market: 329
  10. 8 beds, 9 full baths
    Home size: 8,040 sq ft
    Lot size: 25,805 sqft
    Year built: 2008
    Days on market: 331

Listing information deemed reliable but not guaranteed. Read full disclaimer.

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