Address Search

Newest Kailua, HI Luxury Homes For Sale

340 Ilimano Street, Kailua image
340 Ilimano Street, Kailua $2,149,000

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, che...

  • 4 Beds
  • 2 Baths
  • 202616975 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 1 DOM
1187 Akipohe Street Unit 8A, Kailua image
1187 Akipohe Street Unit 8A, Kailua — Lakeview $799,500

First time offered in 38 years! One of the largest Lakeview townhomes is finally available. This unit checks all the boxes for location, quiet, ease of access, new renov...

  • 3 Beds
  • 2 Baths
  • 202617186 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 1 DOM
526 Ulumawao Street, Kailua image
526 Ulumawao Street, Kailua $1,625,000

Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and...

  • 4 Beds
  • 2 Baths
  • 202617085 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 4 DOM
1375 Kupau Street, Kailua image
1375 Kupau Street, Kailua $1,498,000

Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, expos...

  • 3 Beds
  • 2 Baths
  • 202616698 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 6 DOM
333 Aoloa Street Unit 318, Kailua image
333 Aoloa Street Unit 318, Kailua — Gardenia Manor $855,000

Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with na...

  • 3 Beds
  • 3 Baths
  • 202613359 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Gardenia Manor Bldg.
  • 6 DOM
320 Uluniu Street Unit 3, Kailua image
320 Uluniu Street Unit 3, Kailua — Uluniu Urban $1,430,625 ▼

A rare opportunity to own your own commercial office space in the heart of Kailua’s central business and medical district. This fully improved business office offers appr...

  • 202616767 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Uluniu Urban Bldg.
  • 9 DOM
151 Alala Road, Kailua image
151 Alala Road, Kailua $2,625,000

Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the ...

  • 5 Beds
  • 3 Baths
  • 202616563 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 7 DOM
1030 Aoloa Place Unit 5105B, Kailua image
1030 Aoloa Place Unit 5105B, Kailua — Windward Harbour $825,000

Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, a...

  • 3 Beds
  • 2 Baths
  • 202616227 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 7 DOM
324 Olomana Street Unit D, Kailua image
324 Olomana Street Unit D, Kailua $1,360,000

Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut ...

  • 3 Beds
  • 1 Baths
  • 202616680 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 9 DOM
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $2,800,000

See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ...

  • 4 Beds
  • 2 Baths
  • 202616703 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 9 DOM
1030 Aoloa Place Unit 212B, Kailua image
1030 Aoloa Place Unit 212B, Kailua — Windward Harbour $755,000

Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your ...

  • 3 Beds
  • 2 Baths
  • 202616240 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 10 DOM
969 Auloa Road, Kailua image
969 Auloa Road, Kailua $4,250,000

MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COMP...

  • 202616607 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 12 DOM
453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,650,000

OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach!...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 13 DOM
1410 Akamai Street, Kailua image
1410 Akamai Street, Kailua $1,299,000

Freshly renovated and move-in ready! A beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. Th...

  • 3 Beds
  • 2 Baths
  • 202615500 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 14 DOM
119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616392 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 15 DOM
119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616409 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 15 DOM
1237 Akipohe Streets Unit 4C, Kailua image
1237 Akipohe Streets Unit 4C, Kailua — Lakeview $835,000

Lake views, privacy, and a layout that feels different from the typical townhome. This 3-bedroom, 2-bath home in Lakeview Townhomes offers one of the community’s rare ...

  • 3 Beds
  • 2 Baths
  • 202616364 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 15 DOM
1567 Uluhaku Place, Kailua image
1567 Uluhaku Place, Kailua $1,525,000

Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,...

  • 4 Beds
  • 2 Baths
  • 202615171 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 16 DOM
1188 Akuila Place, Kailua image
1188 Akuila Place, Kailua $2,000,000

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly mai...

  • 4 Beds
  • 2 Baths
  • 202615608 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 16 DOM
1139 Akipohe Street Unit 11D, Kailua image
1139 Akipohe Street Unit 11D, Kailua — Lakeview $840,000

Welcome to this special corner-unit townhome in the desirable Lakeview community of Enchanted Lake! This 3-bedroom, 2-bath residence offers convenient living with 2 assig...

  • 3 Beds
  • 2 Baths
  • 202616275 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 17 DOM
118 Kailuana Place, Kailua image
118 Kailuana Place, Kailua $4,000,000

Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an o...

  • 4 Beds
  • 3 Baths
  • 202614566 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 19 DOM
995 Akipohe Place Unit 3A, Kailua image
995 Akipohe Place Unit 3A, Kailua — Lakeview $848,000

$5,000 Seller credit with an accepted offer in the first two weeks! Breezy Kailua living meets quality craftsmanship in this spacious corner townhome. Fresh remodel inclu...

  • 3 Beds
  • 2 Baths
  • 202610853 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 20 DOM
322 Aoloa Street Unit 611, Kailua image
322 Aoloa Street Unit 611, Kailua — Windward Passage $859,000

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appl...

  • 3 Beds
  • 2 Baths
  • 202614735 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 20 DOM
1031 Lunaai Place, Kailua image
1031 Lunaai Place, Kailua $2,199,000

Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original o...

  • 202615925 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 22 DOM
558 Ulumu Street, Kailua image
558 Ulumu Street, Kailua $1,699,000

Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featurin...

  • 4 Beds
  • 2 Baths
  • 202615259 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 22 DOM
138 Kailuana Place, Kailua image
138 Kailuana Place, Kailua $3,050,000 ▲

Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create ...

  • 3 Beds
  • 3 Baths
  • 202615416 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 22 DOM
248 Pauahilani Place, Kailua image
248 Pauahilani Place, Kailua $3,085,000 ▼

Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly co...

  • 5 Beds
  • 4 Baths
  • 202615511 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 23 DOM
614 Ululani Street, Kailua image
614 Ululani Street, Kailua $1,295,000

Charming single-level home in Kailua’s desirable Olomana neighborhood. Situated on a spacious 7,980-square-foot lot, this three-bedroom residence offers a bright, open la...

  • 3 Beds
  • 2 Baths
  • 202615096 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 23 DOM
1020 Aoloa Place Unit 404A, Kailua image
1020 Aoloa Place Unit 404A, Kailua — Windward Cove $895,000

Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscapi...

  • 3 Beds
  • 2 Baths
  • 202615666 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Windward Cove Bldg.
  • 24 DOM
445 Keolu Drive, Kailua image
445 Keolu Drive, Kailua $2,199,000 ▼

Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open o...

  • 3 Beds
  • 3 Baths
  • 202615714 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 24 DOM
1076 Maunawili Road, Kailua image
1076 Maunawili Road, Kailua $1,298,000

**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, m...

  • 3 Beds
  • 2 Baths
  • 202615576 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 24 DOM
219 S Kalaheo Avenue, Kailua image
219 S Kalaheo Avenue, Kailua $2,250,000

An incredible opportunity in one of Kailua’s most sought-after locations, just moments from Kailua Beach and minutes from Kailua Town. Set on an expansive 12,773 sq. ft. ...

  • 4 Beds
  • 3 Baths
  • 202615759 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 27 DOM
701 Kihapai Street, Kailua image
701 Kihapai Street, Kailua $1,775,000

Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines m...

  • 3 Beds
  • 2 Baths
  • 202611826 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 29 DOM
1247 Ulupalakua Street, Kailua image
1247 Ulupalakua Street, Kailua $1,700,000 ▼

Seriously spacious rare single-story multigenerational home in Kailua’s Pohakupu community offering 6 bedrooms, 5 bathrooms, and a flexible floor plan with plenty of room...

  • 6 Beds
  • 5 Baths
  • 202614426 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 29 DOM
1503 Kupau Street, Kailua image
1503 Kupau Street, Kailua $1,288,000

Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water s...

  • 3 Beds
  • 2 Baths
  • 202615339 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 29 DOM
110 N Kalaheo Avenue Unit B, Kailua image
110 N Kalaheo Avenue Unit B, Kailua $3,995,000

Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A pri...

  • 4 Beds
  • 3 Baths
  • 202615408 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 30 DOM
1096 Liku Street, Kailua image
1096 Liku Street, Kailua $1,323,000

Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The overs...

  • 3 Beds
  • 1 Baths
  • 202615389 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 30 DOM
348-C Kaelepulu Drive Unit 603, Kailua image
348-C Kaelepulu Drive Unit 603, Kailua — Bluestone $1,485,000

Welcome to an exceptional residence in the prestigious gated community of Bluestone, where sophisticated design, privacy and the best of Kailua living come together. Comp...

  • 2 Beds
  • 3 Baths
  • 202615337 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 30 DOM
823 Halula Place, Kailua image
823 Halula Place, Kailua $2,099,000 ▼

Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes four bedrooms, four baths, two kitchens, and two l...

  • 4 Beds
  • 4 Baths
  • 202615042 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 31 DOM
1622 Paukiki Street, Kailua image
1622 Paukiki Street, Kailua $1,729,000

Beautifully appointed 4-bedroom, 3.5-bath home offering spacious living, stunning mountain views, and an ideal indoor-outdoor Hawaii lifestyle. The thoughtfully designed ...

  • 4 Beds
  • 4 Baths
  • 202615230 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 31 DOM
162 Kailuana Loop, Kailua image
162 Kailuana Loop, Kailua $2,790,000 ▼

Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away fro...

  • 4 Beds
  • 2 Baths
  • 202612669 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 33 DOM
1724 Akaakoa Street, Kailua image
1724 Akaakoa Street, Kailua $1,499,999

Welcome to this well-maintained, updated 3-bedroom, 2-bath single-family home tucked away on a peaceful cul-de-sac. Featuring approximately 1,692 sq ft of living space on...

  • 3 Beds
  • 2 Baths
  • 202615210 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 32 DOM
491 Kihapai Street, Kailua image
491 Kihapai Street, Kailua $1,300,000 ▼

Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates inclu...

  • 2 Beds
  • 1 Baths
  • 202615245 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 34 DOM
435 Kihapai Street, Kailua image
435 Kihapai Street, Kailua $1,116,000

Photos to follow. Corner Lot.....Great Location......This Home is for Investors, Contractors or Buyers looking for a Project. Many possibilities for the new buyer. Ea...

  • 3 Beds
  • 1 Baths
  • 202614188 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 34 DOM
903 Alahaki Street, Kailua image
903 Alahaki Street, Kailua $1,580,000

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer s...

  • 3 Beds
  • 2 Baths
  • 202612434 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 35 DOM
1225 Ulupii Street, Kailua image
1225 Ulupii Street, Kailua $1,600,000

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living spa...

  • 9 Beds
  • 4 Baths
  • 202615061 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 36 DOM
739 Kahoa Drive Unit A, Kailua image
739 Kahoa Drive Unit A, Kailua $1,649,000

Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Numerous upgrades include a second...

  • 4 Beds
  • 3 Baths
  • 202614603 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 36 DOM
739 Kahoa Drive, Kailua image
739 Kahoa Drive, Kailua $1,050,000 ▼

50K PRICE REDUCTION AND READY FOR A BUYER!!! DON'T MISS THIS OPPORTUNITY. Cute Cottage with a fenced in yard that is freshly painted and move in ready. Numerous upgrades ...

  • 2 Beds
  • 1 Baths
  • 202614602 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 36 DOM
139 Hauoli Street, Kailua image
139 Hauoli Street, Kailua $2,498,000

None

  • 3 Beds
  • 2 Baths
  • 202615055 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 36 DOM
1036 Mokulua Drive, Kailua image
1036 Mokulua Drive, Kailua $5,798,000

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-sty...

  • 4 Beds
  • 4 Baths
  • 202614113 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 36 DOM

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Looking to buy a Luxury Homes For Sale in Kailua in Kailua, HI?

Browse current Luxury Homes For Sale in Kailua. Can't find a home that fits your needs? Try our Advanced Oahu MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

Your VA Loan Benefits

Use your VA Loan Benefits

Search All Oahu Real Estate

Use our full MLS search to access all Oahu listings

Your Oahu Home Value

Our expert Oahu Realtors know your home's value like no one else

Kailua Home Types

Kailua Homes For Sale By Price

Kailua Neighborhoods

Search Popular Areas