Map location of
Windward Cove, Kailua, HI, USA

1020 Aoloa Place, Kailua, Hawaii, United States

Homes for sale near Windward Cove, Kailua, HI, USA

Address Bed / Bath Listing Price
Picture of 451 Lanae Way
451 Lanae Way
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a fu
Kailua, HI
Living Area: 3500 Sqft.
9 Beds, 4 Baths
$2,495,000
Picture of 1091 Alahaki Street
1091 Alahaki Street
Discover this inviting 5-bedroom, 3-bathroom home covering 1,800 sq ft, situated on a spacious 9798 sq ft lot. Built in 2003 and recently remodeled, this home features new interior and exterior paint, giving it a fresh, modern feel throughout. Key features include: - Close to Enchanted Lake Shopping
Kailua, HI
Living Area: 1800 Sqft.
5 Beds, 3 Baths
$2,500,000
Picture of 368 Keolu Drive
368 Keolu Drive
Welcome to 368 Keolu Drive, a spacious 5-bedroom, 3-bath home in the heart of Kailua offering flexible living options and bright, open spaces throughout. The upper level features an airy living area with mountain views, an inviting lanai, and an open kitchen with stainless steel appliances. Three be
Kailua, HI
Living Area: 1784 Sqft.
5 Beds, 3 Baths
$1,375,000
Picture of 172 Alala Road
172 Alala Road
Coveted Country Club Knolls, just 8 houses from Kailua Beach Park. This beautifully updated home offers unmatched flexibility, modern upgrades, and an incredible beachside lifestyle. The main level features 4 bedrooms, 3 bathrooms, two generous living areas, and a refreshed chef’s-dream kitchen ov
Kailua, HI
Living Area: 2918 Sqft.
5 Beds, 4 Baths
$3,095,000
Picture of 1366 Akiahala Place
1366 Akiahala Place
Discover this beautiful home located in the highly sought-after Kaopa neighborhood of Kailua! After a long day, unwind by the inviting saltwater pool. This residence features 3 bedrooms and 2 bathrooms, with an open-concept kitchen and living room. There is also a family room that leads to the back
Kailua, HI
Living Area: 1614 Sqft.
3 Beds, 2 Baths
$1,750,000
Picture of 244 Kihapai Street A
244 Kihapai Street A
Brand new construction in Kailua's Coconut Grove neighborhood! This 2-story, 5-bedroom, 3-bath single-family home is thoughtfully designed for multi-generational living. The lower level offers 2 bedrooms, 1 bath, and a wet-bar-- ideal for extended family or guests-- while the upper level includes 3
Kailua, HI
Living Area: 3157 Sqft.
5 Beds, 3 Baths
$2,200,000
Picture of 1159 Loho Street
1159 Loho Street
Beautifully fully renovated inside and out, this move-in ready home offers exceptional flexibility for large or multi-generational living. The front home features 2 bedrooms and 2 bathrooms, while the rear section includes a wet bar plus 2 additional bedrooms and 1 bathroom, perfect for extended fam
Kailua, HI
Living Area: 2099 Sqft.
5 Beds, 3 Baths
$1,698,000
Picture of 337 Kihapai Street C
337 Kihapai Street C
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 breezy property features three separate living areas—perfect for multigenerational living, rental income potential, or a separa
Kailua, HI
Living Area: 3088 Sqft.
6 Beds, 5 Baths
$1,890,000
Picture of 200 S Kalaheo Avenue
200 S Kalaheo Avenue
AMAZING NEW PRICE! Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the c
Kailua, HI
Living Area: 4062 Sqft.
4 Beds, 5 Baths
$17,500,000
Picture of 409 Wanaao Road
409 Wanaao Road
Experience the Best of Kailua Living in this beautifully upgraded 4-bed/3.5 bath home featuring a legal ADU on a large, custom landscaped lot. Designed for comfort and functionality, this property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcom
Kailua, HI
Living Area: 2483 Sqft.
4 Beds, 4 Baths
$2,499,000
Picture of 102 Aalapapa Way
102 Aalapapa Way
Exceptional Lanikai opportunity. Positioned just above the Lanikai entry, this elevated home enjoys sweeping ocean and Mokulua Islands views while remaining an easy stroll to the beach. The setting is private and lush, with terraced lava rock walls, tropical landscaping, and a flat back lawn perfect
Kailua, HI
Living Area: 2402 Sqft.
4 Beds, 3 Baths
$3,349,000
Picture of 976 Kalawai Place
976 Kalawai Place
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, waterfall feature, and lush tropical landscaping — creating a private oasis perfect for relaxing or entertaining. The spacious floo
Kailua, HI
Living Area: 2553 Sqft.
6 Beds, 4 Baths
$2,275,000
Picture of 889 Akumu Street
889 Akumu Street
Tastefully renovated and move-in ready, this spacious 5-bedroom, 4-bath Enchanted Lake home offers modern comfort and versatile living options. Perfect for multi-generational families or extended guests, the flexible layout includes a private 2-bedroom, 2-bath area with its own kitchen and living sp
Kailua, HI
Living Area: 3073 Sqft.
5 Beds, 4 Baths
$2,249,999
Picture of 327 Kihapai Street
327 Kihapai Street
Huge price reduction! Offers due Tuesday, December 7, 2025, 5:00pm. Your personal piece of paradise awaits in Kailua's desirable Coconut Grove. This parcel features a rare commodity: a green and spacious, fully fenced back yard, perfect for outdoor gatherings and furry friends. No CPR, no maintenan
Kailua, HI
Living Area: 867 Sqft.
3 Beds, 1 Bath
$999,999
Picture of 610 A Halela Street
610 A Halela Street
Today's #1 most sought after feature is multi-generational capability or rental income. This home checks all the boxes! Fully remodeled & transformed to offer refined simplicity in design, accented with modern finishes throughout: The main home is an 836 sf cozy 3 bedroom/1 bath open concept floor
Kailua, HI
Living Area: 1196 Sqft.
4 Beds, 2 Baths
$1,445,000
Picture of 481 Kawailoa Road B
481 Kawailoa Road B
World-Renowned Kailua Beach: Build Your Dream Home Steps Away! Rare opportunity to own a prime lot across from Kailua Beach, ranked among the best in the U.S. and celebrated worldwide for its white sand, turquoise waters, and perfect conditions for swimming, kayaking, and windsurfing. Generational
Kailua, HI
Living Area: 1711 Sqft.
4 Beds, 3 Baths
$2,157,000
Picture of 29 Alala Road 0
29 Alala Road 0
Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel
Kailua, HI
Living Area: 636 Sqft.
2 Beds, 2 Baths
$1,495,000
Picture of 1233 Keolu Drive
1233 Keolu Drive
Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mou
Kailua, HI
Living Area: 1644 Sqft.
5 Beds, 3 Baths
$1,500,000
Picture of 1227 Mowai Street
1227 Mowai Street
Nestled in the highly sought-after Keolu Hills, this vintage 2-bedroom, 1.5 bathroom home with spacious enclosed lanai is perched above with stunning views and cool cross breezes, offering a serene and peaceful atmosphere. The enclosed lanai leads to an open lanai inviting relaxation and outdoor liv
Kailua, HI
Living Area: 969 Sqft.
2 Beds, 2 Baths
$995,000
Picture of 637 Kuaaina Way
637 Kuaaina Way
SELLER OFFERING $5,000 CREDIT TO BUYER AT CLOSING. Coconut Grove Gem with Separate Income-Producing Cottage. 2,276 sq.ft. of total built up area including garage. Tucked away beneath a majestic mango tree, this tranquil Coconut Grove home blends island charm with modern upgrades. The main residence
Kailua, HI
Living Area: 1592 Sqft.
4 Beds, 3 Baths
$1,395,000
Picture of 453 Ulupaina Street A
453 Ulupaina Street A
Cute Kailua home in highly sought after Coconut Grove neighborhood! Home features 3 bed & 2 baths, along with a separate one-bedroom with full bathroom and detached recreation room. The primary bedroom includes its own private bath and features French doors that open directly to the backyard and bac
Kailua, HI
Living Area: 1304 Sqft.
4 Beds, 3 Baths
$1,395,000
Picture of 245 Hualani Street A
245 Hualani Street A
Price Reduced. Cozy 4-bedroom 3 bath + DEN. Well cared for home with approx. 1961 sf interior and a smart floorplan. This single-story home features modern amenities such as: Open concept kitchen, travertine & bamboo floors, stainless steel appliances, covered washer/dryer, split AC. Enjoy the tuc
Kailua, HI
Living Area: 1496 Sqft.
4 Beds, 2 Baths
$1,340,000
Picture of 245 Hualani Street B
245 Hualani Street B
Two blocks from the sandy beach! 4-bedroom 3.5 bath w/ attached garage. Approx. 2596 sf. interior living space + roof top lanai with breezy Koolau Mtn. views. Every bedroom has and en-suite full bathroom. Coconut Grove is a popular neighborhood, don't miss out on this unique opportunity to live a
Kailua, HI
Living Area: 1961 Sqft.
4 Beds, 4 Baths
$1,640,000
Picture of 376 Dune Circle
376 Dune Circle
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience on one of Oahu’s most coveted beachside streets. This luxurious 4-bedroom, 4-bathroom single-story retreat on a generous 10,283-square-foot lot blends timeless elegance with moder
Kailua, HI
Living Area: 3229 Sqft.
4 Beds, 4 Baths
$11,995,000

Points of Interest near Windward Cove