Kailua, HI · Curated MLS Search

Cul-de-Sac Homes in Kailua, HI

An editorially curated view of every active cul-de-sac homes listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings

Kailua Market — Cul-de-Sac Homes Comparison

Live MLS data — citywide vs. Cul-de-Sac Homes

Kailua
Cul-de-Sac Homes
inventory
Active Listings
124
7
Sold (Past 6 Mo.)
204
24
Under Contract
33
4
pricing
Avg. List Price
$3,146,534
$4,135,000 ↑ 31%
Cost / Sq. Ft.
$1,194
$1,457 ↑ 22%
typical home
Living Area
2,240 ft²
2,908 ft² ↑ 30%
Avg. Beds
3.8
4.5 ↑ 18%
Avg. Baths
3.0
3.8 ↑ 27%
Days on Market
97
119 ↑ 23%

Cul-de-Sac Homes in Kailua: Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, KEVIN PEDERSEN | RS-77808's review of MLS data shows 7 active listings for Kailua cul-de-sac homes. That is about 6% of the 124 active listings in Kailua across every property type. At the time, 4 more were pending, and 24 sold in the past six months. Listings were most concentrated in Enchanted Lake.

Cul-de-Sac Homes in Kailua, HI, October 20, 2026
MeasureValue
Active listings7
All active listings in Kailua, every property type124
Under contract4
Sold, past six months24

Kailua subdivisions with the most active cul-de-sac homes

  • Enchanted Lake: 3 active

Cul-de-Sac Homes in other cities

Market questions

How many Kailua cul-de-sac homes are for sale?

There were 7 Kailua cul-de-sac homes for sale as of October 20, 2026, based on KEVIN PEDERSEN | RS-77808's review of MLS data.

How do Kailua cul-de-sac homes stack up against other cities?

As of October 20, 2026, there were 7 Kailua cul-de-sac homes for sale. In the same search, Honolulu had 10 cul-de-sac homes for sale, Kaneohe had 10 cul-de-sac homes for sale and Ewa Beach had 9 cul-de-sac homes for sale.

How many Kailua cul-de-sac homes sold in the past six months?

24 Kailua cul-de-sac homes sold in the six months before October 20, 2026.

How many Kailua cul-de-sac homes are pending?

As of October 20, 2026, 4 Kailua cul-de-sac homes were under contract.

How do Kailua cul-de-sac homes compare with all active listings in Kailua?

As of October 20, 2026, there were 7 Kailua cul-de-sac homes for sale, out of 124 active listings in Kailua across every property type.

Listing data courtesy of HiCentral MLS, Ltd.

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View All Kailua HI Cul-de-Sac Homes Listings

1330 Kuuna Place, Kailua image
1330 Kuuna Place, Kailua $1,849,000

Perched at the top of Keolu Hills on a peaceful cul-de-sac, this inviting home built in 1989 captures breathtaking views of the Ko‘olau Mountains, colorful sunsets, Kailu...

  • 3 Beds
  • 3 Baths
  • 202615753 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
563 Alihi Place, Kailua image
563 Alihi Place, Kailua $1,645,000

Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows, where natural light pours in and beautiful mountain views set the tone ...

  • 3 Beds
  • 2 Baths
  • 202618852 MLS
  • FS - Fee Simple Tenure
  • 20 DOM
1458 Uluhala Place, Kailua image
1458 Uluhala Place, Kailua $1,695,000

This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger hom...

  • 5 Beds
  • 3 Baths
  • 202618644 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
1010 Koohoo Place, Kailua image
1010 Koohoo Place, Kailua $3,999,000

Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vista...

  • 5 Beds
  • 4 Baths
  • 202612764 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
1567 Uluhaku Place, Kailua image
1567 Uluhaku Place, Kailua $1,565,000

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
  • FS - Fee Simple Tenure
  • 44 DOM
1724 Akaakoa Street, Kailua image
1724 Akaakoa Street, Kailua $1,453,000

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
  • FS - Fee Simple Tenure
  • 43 DOM
970 Apokula Place, Kailua image
970 Apokula Place, Kailua $1,680,000 ▼

Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear n...

  • 5 Beds
  • 3 Baths
  • 202610133 MLS
  • FS - Fee Simple Tenure
  • 88 DOM
314 Lapa Place, Kailua image
314 Lapa Place, Kailua $4,250,000

Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A ...

  • 5 Beds
  • 6 Baths
  • 202614376 MLS
  • FS - Fee Simple Tenure
  • 91 DOM
1350 Lopaka Place, Kailua image
1350 Lopaka Place, Kailua $2,000,000

Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in ...

  • 4 Beds
  • 3 Baths
  • 202613204 MLS
  • FS - Fee Simple Tenure
  • 67 DOM
1433 Mapuana Place, Kailua image
1433 Mapuana Place, Kailua $1,595,000

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. N...

  • 4 Beds
  • 3 Baths
  • 202613493 MLS
  • FS - Fee Simple Tenure
  • 51 DOM
565 Auwina Street, Kailua image
565 Auwina Street, Kailua $2,105,000

A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-...

  • 4 Beds
  • 2 Baths
  • 202613279 MLS
  • FS - Fee Simple Tenure
  • 29 DOM
821 Kainui Drive, Kailua image
821 Kainui Drive, Kailua $2,400,000

Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa. ...

  • 5 Beds
  • 5 Baths
  • 202612304 MLS
  • FS - Fee Simple Tenure
  • 101 DOM
1461 Aunauna Street, Kailua image
1461 Aunauna Street, Kailua $2,362,500

Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured ...

  • 4 Beds
  • 3 Baths
  • 202612934 MLS
  • FS - Fee Simple Tenure
  • 109 DOM
545 Ka Awakea Place, Kailua image
545 Ka Awakea Place, Kailua $1,575,000

Welcome to this a bright and airy 3BR/2BA home perfectly positioned at the end of a quiet cul-de-sac in the heart of Kailua. This home has been refreshed with new paint i...

  • 3 Beds
  • 2 Baths
  • 202611963 MLS
  • FS - Fee Simple Tenure
  • 70 DOM
177 Kuuhoa Place, Kailua image
177 Kuuhoa Place, Kailua $2,580,000

Nestled on a peaceful cul-de-sac street in the the highly sought-after neighborhood of Kuulei Tract, this exceptionally well-maintained home offers the perfect beach comm...

  • 3 Beds
  • 2 Baths
  • 202612205 MLS
  • FS - Fee Simple Tenure
  • 37 DOM
1540 Akake Place, Kailua image
1540 Akake Place, Kailua $1,500,000 ▼

Back on the market! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of u...

  • 4 Beds
  • 2 Baths
  • 202612005 MLS
  • FS - Fee Simple Tenure
  • 128 DOM
1030 Aoloa Place Unit 410A, Kailua image
1030 Aoloa Place Unit 410A, Kailua — Windward Harbour $740,000

Windward Harbour is a resort-like community tucked away at the end of a quiet Kailua cul-de-sac. Tropical landscaping, Koi ponds & waterfalls grace every corner of the c...

  • 1 Beds
  • 1 Baths
  • 202609491 MLS
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 61 DOM
415 Iana Street, Kailua image
415 Iana Street, Kailua $2,150,000

At the end of a quiet, no-through-traffic cul-de-sac on Iana Street, this 4-bedroom, 4-bath home is surrounded by golf course and canal front homes and built around an op...

  • 4 Beds
  • 4 Baths
  • 202609261 MLS
  • FS - Fee Simple Tenure
  • 153 DOM
1287 Puualoha Street, Kailua image
1287 Puualoha Street, Kailua $1,925,000

Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated home is stunning with Ko’olau mountain ...

  • 4 Beds
  • 3 Baths
  • 202609203 MLS
  • FS - Fee Simple Tenure
  • 138 DOM
260 Kuukama Street, Kailua image
260 Kuukama Street, Kailua $2,599,000 ▼

One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, hal...

  • 5 Beds
  • 3 Baths
  • 202609140 MLS
  • FS - Fee Simple Tenure
  • 171 DOM
1519 Uluhaku Place, Kailua image
1519 Uluhaku Place, Kailua $1,770,000

Welcome to 1519 Uluhaku Pl, a rare gem located in the coveted Olomana neighborhood of Kailua. Thoughtfully designed for island living, this fully rebuilt, permitted 4-bed...

  • 4 Beds
  • 2 Baths
  • 202608968 MLS
  • FS - Fee Simple Tenure
  • 38 DOM
589 Kipuka Place, Kailua image
589 Kipuka Place, Kailua $1,070,000

Opportunity knocking in one of Oahu's most coveted communities! Bring your imagination and contractor to refresh this home situated on a quiet Cul-De-Sac nearby to Kailua...

  • 3 Beds
  • 2 Baths
  • 202607814 MLS
  • FS - Fee Simple Tenure
  • 15 DOM
146 Maluniu Avenue Unit B, Kailua image
146 Maluniu Avenue Unit B, Kailua $1,749,000

Exceptional Kalama/Coconut Grove turnkey home privately set back from the road in a peaceful cul-de-sac setting just steps from Kailua Town and less than a mile from worl...

  • 3 Beds
  • 2 Baths
  • 202607025 MLS
  • FS - Fee Simple Tenure
  • 43 DOM
396 Dune Circle, Kailua image
396 Dune Circle, Kailua $12,995,000

Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxu...

  • 3 Beds
  • 4 Baths
  • 202606968 MLS
  • FS - Fee Simple Tenure
  • 196 DOM
1343 Maleko Street, Kailua image
1343 Maleko Street, Kailua $1,660,000

Nestled in Maunawili Estates, this beautifully crafted home offers privacy, comfort, and the best of island living. Located on a quiet cul-de-sac with no through traffic,...

  • 3 Beds
  • 3 Baths
  • 202607008 MLS
  • FS - Fee Simple Tenure
  • 68 DOM
427 Akoakoa Place, Kailua image
427 Akoakoa Place, Kailua $2,200,000

This elegant, fully remodeled & equipped, single level home on a cul-de-sac, is an oasis and is ready for you to move in now. Mango Tree! Two Lanais!! Open kitchen w/ l...

  • 3 Beds
  • 3 Baths
  • 202606616 MLS
  • FS - Fee Simple Tenure
  • 114 DOM
1439 Akuleana Place, Kailua image
1439 Akuleana Place, Kailua $2,188,000 ▼

This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living...

  • 6 Beds
  • 4 Baths
  • 202605300 MLS
  • FS - Fee Simple Tenure
  • 224 DOM
1439 Akuleana Place, Kailua image
1439 Akuleana Place, Kailua $2,188,000 ▼

This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living...

  • 202605301 MLS
  • FS - Fee Simple Tenure
  • 224 DOM
325 Hamakua Drive, Kailua image
325 Hamakua Drive, Kailua $2,239,500

LOCATION, LOCATION, LOCATION – NEW ENCHANTED LAKE LISTING ON THE WATER - This well maintained 3bed/2.5bath single level home is located in desirable Enchanted Lake and fe...

  • 3 Beds
  • 3 Baths
  • 202605416 MLS
  • FS - Fee Simple Tenure
  • 72 DOM
1166 Akuila Place, Kailua image
1166 Akuila Place, Kailua $1,485,000

Nestled in the Enchanted Lake neighborhood of Kailua, this 3-bedroom, 2-bathroom home offers a rare opportunity to create your dream retreat. Tucked away on a cul-de-sac ...

  • 3 Beds
  • 2 Baths
  • 202605064 MLS
  • FS - Fee Simple Tenure
  • 59 DOM
1182 Akuila Place, Kailua image
1182 Akuila Place, Kailua $2,395,000

Welcome to your lakefront retreat in coveted Enchanted Lake. Tucked away on a quiet cul-de-sac, this fully renovated 4-bedroom, 3-bath home offers the perfect blend of pr...

  • 4 Beds
  • 3 Baths
  • 202604990 MLS
  • FS - Fee Simple Tenure
  • 75 DOM
1392 Nanialii Street, Kailua image
1392 Nanialii Street, Kailua $1,685,000

Perched up on desirable Keolu Hills neighborhood in a private cul-de-sac, this 4-bedroom 2.5-bath Kailua home offers island living at its best. With a thoughtfully design...

  • 4 Beds
  • 3 Baths
  • 202602125 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
592 Kaimalino Street, Kailua image
592 Kaimalino Street, Kailua $3,125,000

Rarely available OCEANFRONT gem in the prestigious KAIMALINO neighborhood in Kailua offering captivating views spanning from Kailua Bay to the Mokulua Islands and all the...

  • 4 Beds
  • 3 Baths
  • 202603483 MLS
  • FS - Fee Simple Tenure
  • 135 DOM
426 Ulupaina Street Unit C, Kailua image
426 Ulupaina Street Unit C, Kailua $1,395,000

Spacious 2,700+ sq. ft. two-story home featuring 5 bedrooms and 3 full bathrooms, located in a quiet cul-de-sac in desirable Coconut Grove. Enjoy refreshing Tradewinds ye...

  • 5 Beds
  • 3 Baths
  • 202601187 MLS
  • FS - Fee Simple Tenure
  • 64 DOM
32 Pilipu Place Unit A, Kailua image
32 Pilipu Place Unit A, Kailua $3,400,000

Welcome to your beachside paradise—just one lot from the ocean and directly next to the beach pathway on a quiet cul-de-sac. This lovingly maintained and upgraded 4-bedro...

  • 4 Beds
  • 2 Baths
  • 202600924 MLS
  • FS - Fee Simple Tenure
  • 138 DOM
1540 Akake Place, Kailua image
1540 Akake Place, Kailua $1,250,000

Priced to sell in desirable Kailua! Located on a quiet cul-de-sac at 1540 Akake Place, this 4-bedroom, 2-bath single-level home offers a rare opportunity to create value ...

  • 4 Beds
  • 2 Baths
  • 202601442 MLS
  • FS - Fee Simple Tenure
  • 22 DOM
102 Kahako Street Unit A, Kailua image
102 Kahako Street Unit A, Kailua — Kaopa Park Place $875,000

Tucked along the hillside of Keolu Hills, this perimeter townhome at Kaopa Park Place offers privacy, functionality, and the relaxed Kailua lifestyle. Located in a quiet ...

  • 3 Beds
  • 2 Baths
  • 202600155 MLS
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 134 DOM
1202 Lola Way, Kailua image
1202 Lola Way, Kailua $1,735,000

Discover a rare opportunity in the quiet Maunawili community, tucked against the majestic Ko'olau mountain range. This 3-bedroom, 2-bath home, with a bonus den, sits on a...

  • 3 Beds
  • 2 Baths
  • 202527505 MLS
  • FS - Fee Simple Tenure
  • 151 DOM
1307 Noninui Place, Kailua image
1307 Noninui Place, Kailua $1,890,000

Amazing New Price! Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom home and appreciate all it has to offer! Located on a hillside at the end of a ...

  • 4 Beds
  • 3 Baths
  • 202526179 MLS
  • FS - Fee Simple Tenure
  • 210 DOM
1287 Puualoha Street, Kailua image
1287 Puualoha Street, Kailua $1,355,000

Tucked away in a quiet cul-de-sac, this spacious 4-bedroom, 3-bathroom home offers a unique chance to own in one of Windward Oahu's most beloved neighborhoods. Surrounde...

  • 4 Beds
  • 3 Baths
  • 202526011 MLS
  • FS - Fee Simple Tenure
  • 52 DOM
423 Iana Street, Kailua image
423 Iana Street, Kailua $1,985,000

This single level home features a spacious open layout with tile flooring throughout, enhancing the bright and airy atmosphere. The oversized family room is perfect for e...

  • 3 Beds
  • 2 Baths
  • 202525776 MLS
  • FS - Fee Simple Tenure
  • 68 DOM
337 Kihapai Street Unit C, Kailua image
337 Kihapai Street Unit C, Kailua $1,840,000

Beautifully remodeled in 2024, this coastal-chic Kailua home offers flexible living in one of Hawai‘i’s most desirable beach towns. Tucked on a quiet cul-de-sac, this bre...

  • 6 Beds
  • 5 Baths
  • 202525342 MLS
  • FS - Fee Simple Tenure
  • 133 DOM
976 Kalawai Place, Kailua image
976 Kalawai Place, Kailua $2,215,000

Experience island living with this turn-key 6-bedroom, 4-bath Kailua retreat! Located on a private cul-de-sac, this home offers a resort-style lifestyle with a pool, wat...

  • 6 Beds
  • 4 Baths
  • 202522102 MLS
  • FS - Fee Simple Tenure
  • 119 DOM
11 Namala Place, Kailua image
11 Namala Place, Kailua $7,850,000

Best value on Kailua Beach!!! This spacious 4 bedroom 3 bath kama'aina style home is ready for occupancy! Two primary suites - one which takes up the entire 2nd floor ...

  • 4 Beds
  • 3 Baths
  • 202520228 MLS
  • FS - Fee Simple Tenure
  • 69 DOM
1362 Lopaka Place, Kailua image
1362 Lopaka Place, Kailua $2,085,000

If you are looking for natural beauty and maximum privacy, you have found your residence. Sophisticated hillside retreat nestled at the end of a quiet cul-de-sac in the ...

  • 4 Beds
  • 3 Baths
  • 202518580 MLS
  • FS - Fee Simple Tenure
  • 93 DOM
1020 Aoloa Place Unit 210A, Kailua image
1020 Aoloa Place Unit 210A, Kailua — Windward Cove $900,000

Tucked away at the end of a cul-de-sac is one of the nicest condominium complexes in Kailua. Windward Cove is a resort-like, tranquil and serene place to live where the ...

  • 3 Beds
  • 2 Baths
  • 202518184 MLS
  • FS - Fee Simple Tenure
  • Windward Cove Bldg.
  • 108 DOM
1181 Lunahana Place, Kailua image
1181 Lunahana Place, Kailua $1,630,000

Discover the charm of this single-level home nestled on a generous 11,118 sqft lot in the serene Maunawili neighborhood of Kailua. This inviting 3-bedroom, 2-bath residen...

  • 3 Beds
  • 2 Baths
  • 202517724 MLS
  • FS - Fee Simple Tenure
  • 42 DOM
650 Ikemaka Place, Kailua image
650 Ikemaka Place, Kailua $2,500,000

Welcome to your private oasis in Enchanted Lake! Located on a quiet cul-de-sac off Iana Street, this single-level Kailua home sits on a spacious 9,972 sq ft lot fully enc...

  • 4 Beds
  • 3 Baths
  • 202515973 MLS
  • FS - Fee Simple Tenure
  • 63 DOM
1338 Kuuna Place, Kailua image
1338 Kuuna Place, Kailua $1,925,000

UNBELIEVABLE PRICE ADJUSTMENT!!! Meticulously Maintained 4-Bedroom Home with amazing Ko'olau Views! This beautifully appointed 4-bedroom, 2.5-bath home showcases p...

  • 4 Beds
  • 3 Baths
  • 202516538 MLS
  • FS - Fee Simple Tenure
  • 98 DOM
624 Olomana Street, Kailua image
624 Olomana Street, Kailua $1,395,000

Feels Like New — Right in the Heart of Kailua! Nestled in a peaceful cul-de-sac, this beautifully reimagined 4-bedroom, 2-bath home also includes a versatile attached st...

  • 4 Beds
  • 2 Baths
  • 202514937 MLS
  • FS - Fee Simple Tenure
  • 53 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.