Kailua Homes with Coastline View

Welcome to Kailua, a picturesque gem nestled on the windward side of Oahu, Hawaii. This enchanting town is renowned for its stunning beaches, lush landscapes, and a vibrant community that embodies the spirit of Aloha. With its pristine coastline and breathtaking views of the turquoise Pacific Ocean, Kailua offers a lifestyle that many dream of. Here, you can enjoy outdoor adventures, from kayaking in the calm waters of Kailua Bay to hiking the nearby lush trails of the Koolau Mountains.

Kailua is not just a paradise for nature lovers; it also boasts a charming town center filled with unique boutiques, delightful eateries, and local farmers' markets. The community is known for its friendly atmosphere, making it an ideal place for families, retirees, and anyone seeking a serene yet engaging environment.

One of the most alluring features of Kailua is its homes with coastline views. Imagine waking up every day to the gentle sound of waves and the vibrant colors of a Hawaiian sunrise. These properties offer a unique blend of luxury and tranquility, providing residents with direct access to the beach and panoramic vistas that are simply breathtaking. Whether you're sipping coffee on your lanai or entertaining friends at sunset, the coastline views in Kailua create a backdrop that is nothing short of spectacular.

With its perfect climate, rich culture, and stunning scenery, Kailua is more than just a place to live; it’s a lifestyle waiting to be embraced. Explore the opportunities that await in this coastal paradise, where every day feels like a vacation.

Newest Kailua Homes with Coastline View

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni. Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai. The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

$990,000

2 Beds ⋅ 2 Baths ⋅ 202614646 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM ⋅ Windward Passage BLDG.

Experience the best of the Kailua lifestyle in this upgraded + rarely available Windward Passage residence with endless ocean views and the most desirable floor plan. Located in the heart of Kailua, this home is moments away from the most iconic destinations—from the clear blue waters of Kailua + Lanikai beaches to the scenic Pillbox hike and golf courses. Plus the convenience of having Whole Foods, Target, Down to Earth, and endless dining options and boutiques just a short walk away. Originally a three-bedroom layout, one wall was removed to create more living area but is easily converted back if preferred. Enjoy endless views of the coastline from floor to ceiling windows perfectly framing the ocean views in every room, and start your mornings on the private lanai watching the sunrise over the Pacific. Well-maintained, pet-friendly community that feels like a private resort, featuring a full suite of amenities including a refreshing pool, fitness center, tennis + pickleball courts, racquetball courts, and dedicated racks for your bikes + surfboards. With an on-site manager and 24-hour security, enjoy luxury and peace of mind in one of Oahu’s most sought-after beach towns.

322 Aoloa Street Unit 1201, Kailua

$7,880,000

5 Beds ⋅ 4 Baths ⋅ 202613137 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM

Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retreat captures sweeping Pacific Ocean views and offers inviting spaces designed for relaxed island living and effortless entertaining. Enjoy days by the pool, host gatherings on the spacious covered lanai, and take in the cooling trade winds, gentle surf, and frequent visits from sea turtles. The home captures sweeping Pacific Ocean views from nearly every room, with an open floor plan that maximizes natural light and creates a strong connection to the oceanfront setting. Upstairs, four vaulted-ceiling bedrooms provide comfortable retreats, including a primary suite where expansive windows frame beautiful sunrise views. A wraparound lanai extends the living space, with additional bedrooms also enjoying tranquil ocean vistas. Ideally situated just half a block from the white sands of Lanikai Beach, one block from Kailua Beach, and two blocks from Mid-Pacific Country Club, this waterfront home combines privacy, breathtaking scenery, and an unparalleled location to create the ultimate island lifestyle.

846 Mokulua Drive, Kailua

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM

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 from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua

$6,650,000

4 Beds ⋅ 4 Baths ⋅ 202612902 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM

Experience breathtaking Mokulua Islands views from every corner of this Lanikai hillside home. The home offers head-on, unobstructed views of the Mokes, with the sea & coral shifting colors from sunrise to sunset, while the elevated lanai frames a front-row seat to the ocean's daily rhythm—paddlers, sailboats, and passing whales in winter. Tucked away on a quiet, dead-end street, the home is a true oasis that is away from the busy loop and above the tsunami evacuation zone, while being only a few minutes walk to the beach. A fully fenced yard and separate entrances into the home make the property ideal for any lifestyle—entertaining, children, pets, or multi-generational living. The floor plan offers several options for a quiet home office away from other living areas, providing flexibility. Fruit-bearing trees surrounds the home, butter avocado, mango, coconut, fig, tangerine and lemon. Beyond its beauty, there may be opportunity for upside: sitting below the current building height limit and with a generously sized lot, options abound. A rare blend of privacy, panoramic head-on Mokes views, an extra-large lot, and future flexibility awaits in this Lanikai hillside sanctuary.

344 Lama Place, Kailua

$11,950,000

4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM

LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

$4,200,000

4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM

Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

$1,659,000

4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua

$5,895,000

4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 DOM

Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

$7,745,000

4 Beds ⋅ 4 Baths ⋅ 202611655 MLS ⋅ FS - Fee Simple Tenure ⋅ 63 DOM

Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end of Lanikai, the property enjoys sweeping views of the Mokulua Islands and unforgettable sunrise panoramas across the turquoise waters. Rich in character, the classic mid-century residence has been thoughtfully updated while preserving its authentic beach-house feel. The main home offers 3 bedrooms and 2.5 baths, complemented by a separate 1-bedroom, 1-bath cottage, perfect for guests or extended family. Designed for effortless indoor-outdoor living, the home opens to a world where the ocean is your backyard. Spend your days snorkeling, kayaking, canoeing, windsurfing, foiling, or fishing just steps from your back door. Surrounded by Lanikai’s powder-soft white sands, gentle trade winds, and crystal-clear waters, this special property offers a rare glimpse of Hawai‘i as it once was. Stroll or bike the neighborhood loop, greet friendly neighbors, and embrace a slower pace of life. A truly rare opportunity to own a piece of Lanikai’s cherished oceanfront legacy, where every day feels like a return to paradise.

1414 Mokulua Drive, Kailua

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM ⋅ Kamaaina Beach BLDG.

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

$17,500,000

4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 106 DOM

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 contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

Start Your Search

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.