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* Second home allowed on either a residential or an agricultural zoned property.
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Kailua ocean front real estate for sale

We found 2 land, 2 multi-family home, 19 homes listings

Virtual Tour
$5.4m
Beachside
12 Kailua Road, Kailua
Land for sale
0.640 acres
$5,400,000
0.640 acres
Quintessential Kailua Beach location and cottage with 143' sandy beach frontage. Personalize the half acre into an estate or create multiple lots. Terrain and zoning provide potential for two homes with panoramic ocean views and private grounds. Topographic map and certified shoreline survey available. Tour the property via the attached video. Recreate or spectate, this is your opportunity to enjoy the world-renowned Kailua Beach lifestyle.
Virtual Tour
Home for sale
4 bd
4 ba
2,314 sqft
$6,995,000
4 bd | 4 ba | 2,314 sqft
Embrace the Lanikai of Bygone Days… Discover this rare, historic Lanikai beach house situated on just over 20,000 sq ft of land and complete with a distinctive double-pitched roof, thick redwood board & batten design and framed of massive hand-hewn beams. Go for a swim or launch a canoe and paddle to the Mokulua islands from the wide stairs leading to the aquamarine waters Lanikai is known for. One will be mesmerized by beautiful sun & moonrise views of the Mokulua islands enjoyed daily from this serene island residence. A beautiful Hawaiian garden setting with wide open lawn areas invites family & friends to gather on the large covered lanai of this rare residence that has not been on the market in 39 years. Welcome home to a lifestyle truly like no other…
Virtual Tour
Home for sale
7 bd
8 ba
10,092 sqft
$16,800,000
7 bd | 8 ba | 10,092 sqft
Enter through custom gates to this private coastal compound facing the iconic Mokulua islands. Over an acre of land with 150' linear ocean frontage showcases 4 dwellings: Main (6/6.5), Guest (1+/1.5), Gym/yoga(0/.5), and Office (0/.5). Main home artistic finishes include fossil embedded concrete counters; vaulted ceilings and floor to ceiling windows highlight the expansive views of Lanikai Bay. Two garages, outdoor kitchen, deep covered lanai, entertaining gazebo, artistically tiled pool, back up generator, water features and a putting green provide practical touches among resort like amenities. A one-of-a kind opportunity to live the relaxed lifestyle coveted by residents and travelers worldwide.
$8.5m
Beachside
144 Kaapuni Dr, Kailua
Home for sale
$8,500,000
Legacy estate sized parcel fronting Kailua Beach is ready for the home(s)of your dreams. Nearly an acre in a premium location from which to enjoy miles of epic sandy beach and turquoise waters showcased to your personal specifications. Lots of options: Create a personal resort/family compound on all or part. EA for up to three homes completed. SMA approval for three homes (ie three structures with full kitchens) in the works (not required for one or two homes). Plans for three homes 90% complete. Current certified shoreline survey, topographic map. Incredible opportunity to come home to your new home and the relaxed lifestyle of living on Kailua Beach!
Virtual Tour
New construction
Home for sale
5 bd
5 ba
5,329 sqft
$9,500,000
5 bd | 5 ba | 5,329 sqft
Beach House Chic. This newly constructed property boasts 99 linear feet of sandy beach frontage and 180 degree views of Kailua Bay. The chef’s kitchen is the focal point of the home with 2 islands, Wolf and Sub-Zero appliances, 146 bottle capacity wine fridge, Marvel Kegerator, ice maker and a Slayer espresso machine. Off the kitchen is a butlers pantry and laundry room complete with an additional Sub-Zero fridge and Wolf oven. This home has many intricate details in the ceilings and woodwork that reflect great quality and craftsmanship. The tiled pool features a 12 person hot tub. Cantilevered pocket doors and basalt flooring throughout seamlessly integrate your kitchen and living areas with your lanais. There is a large office with a separate entry and gorgeous guest suite.
Virtual Tour
Home for sale
5 bd
3 ba
4,380 sqft
$2,498,000
5 bd | 3 ba | 4,380 sqft
Great Architecture in this Kaimalino Oceanfront - A different kind of home with its Artful Design, Quality Craftsmanship, and a Front Entrance that you are certain to remember. Beautifully tiled pool with an enclosed retreat-like setting on the front side of this home. Enter through the Beautiful Stained Glass French Doors and step inside to Wow. With soaring ceilings, floor to ceiling windows, beautiful marble flooring, Lovely woodwork and a set of twin staircases that will knock your socks off. Ocean views are breathtaking with crashing waves, Whales in season and the Mokulua Islands off in the distance. Large Private Master Suite, and 4 Guest Rooms for friends and family. A little updating will go a long way here and make a truly one of a kind home.
Virtual Tour
Home for sale
7 bd
5 ba
5,783 sqft
$7,700,000
7 bd | 5 ba | 5,783 sqft
Kailua Beachfront home or development opportunity on one of the nicest private roads, fronting over 100+ linear feet of one of the world’s top 10 rated beaches. This expansive multi family home features an indoor/outdoor floor plan with 7 bedrooms/5 baths & 2 kitchens with separate living areas.5783 sqft of living area all on a large 32,934 sqft parcel. Possible to CPR or subdivide into multiple lots and develop your own beach side oasis. Enjoy the big beachfront yard while others swim in the saltwater pool. Go for a stroll on world-class 2.5 mile long Kailua beach and watch sea turtles and children frolic in the shore break. This is a rare opportunity to own this wonderful home on the windward side of Oahu. Everyone loves Kailua, its ranked as one of the top 10 destinations in Hawaii.
Home for sale
$4,950,000
LANIKAI OCEANFRONT large parcel of prime buildable land dramatically framing the iconic Mokulua Islands with picture postcard turquoise blue waters and spectacular mountain views. Build your dream estate on the quiet end of the Lanikai loop, gaze at jaw dropping sunrises and full moons that shimmer on the night waters, swim with turtles and whale watch. Permitted seawall and Certified Shoreline Survey (2009). Renowned architect Peter Vincent designed a custom home and the plans are available if Mr. Vincent is retained for the project. Live the relaxed beach lifestyle and enjoy water activities from your backyard, hike the Pillbox, golf at Mid-Pac Country Club, shop and dine in popular Kailua town. Island paradise location to build your dream home! (one or more photos have been enhanced).
Virtual Tour
Home in escrow - still showing
6 bd
5 ba
4,224 sqft
$2,365,000
6 bd | 5 ba | 4,224 sqft
Oceanfront Kaimalino with panoramic views of the Mokulua Islands and Kailua Bay from this spacious 6 bedroom, 5 bath home. Fully remodeled with split AC's in every room, large open kitchen, new luxury vinyl plank flooring, newly remodeled baths, laundry room, and new covering over upstairs deck to relax and enjoy picturesque ocean vistas, sunrise, full moons and whale watching. Enter into a grand foyer with cathedral ceilings with an impressive staircase leading to 4 large bedrooms, 3 with ensuite baths. Located on a private cul-de-sac in a desirable Kailua neighborhood with underground utilities close to Kailua Beach, shopping, restaurants, and easy access to the Pali, H3, and Likelike highways to town. Great opportunity for a waterfront lifestyle!
Virtual Tour
Home for sale
5 bd
4 ba
3,381 sqft
$5,300,000
5 bd | 4 ba | 3,381 sqft
Your own Beachfront Paradise! Ideally located at the north end of 2.5 miles of Kailua Bay, this lovely custom home is perfect for a large or extended family with 5 beds/4 baths, multiple living areas, a private courtyard, and huge lawn stretching out to white sandy beach and gentle surf. Beautifully renovated to maximize sweeping ocean views and cooling trade winds, this home is the perfect island retreat. Membership in the coveted Hale Kai Surf and Racquet Club with just 14 homes completes the idyllic lifestyle.
Virtual Tour
Home for sale
4 bd
3 ba
3,332 sqft
$3,599,000
4 bd | 3 ba | 3,332 sqft
Amazing opportunity to upgrade to an oceanfront property or add to your trophy collection. Lowest price for Lanikai oceanfront & selling below assessment value. Beautiful gated home with open floor plan & balinese inspired furniture. Breathtaking ocean views and lush tropical landscape. Enjoy kayak snorkel and swim. Spacious interior size and one full bath and bedroom downstairs. This home has been lovingly maintained with owners suite and gourmet kitchen. House comes fully furnished. Enjoy all that Lanikai has to offer. Click on video icon under MLS photos for video.
Virtual Tour
$3.68m  $20,000
Lanikai
808 Mokulua Drive, Kailua
Home for sale
4 bd
4 ba
2,218 sqft
$3,675,000  $20,000
4 bd | 4 ba | 2,218 sqft
Oceanfront Lanikai Dream! 360 degrees of spectacular Pacific Ocean and Mountain Views! 50 Linear feet of Ocean frontage. 3 bedroom main house + 1 bedroom guest house. Newly painted. Beautifully landscaped. Best location, close to the entry. Private beachfront in front of the home. Ready to move-in condition. Great 2nd home investment. Enjoy all that Lanikai's life has to offer. The ocean is your playground. Get in your Kayak and go!
Virtual Tour
Home for sale
5 bd
4 ba
4,212 sqft
$6,200,000
5 bd | 4 ba | 4,212 sqft
Prime Kailua Beachfront, over 22,617 SQ FT (0.519 Acre) on magnificent Kailua Beach with 97 linear feet of pristine sandy beach frontage. BEST SPOT of Kailua Beach. 5 bedrooms & 4 baths wrap around a sparkling solar heated pool with spacious patio, perfect for island style entertaining.The living, dining & 2 master bedrooms enjoy gorgeous ocean sunrises. A legal one bedroom suite attached quest quarter can be sublet.Property could possibly be subdivided if desired. 2 car garage, with additional 5+ car courtyard. Separate gate for boat parking. Home been upgraded 2012 % 2017. 48 panels solar PV system ( owned)included. Excellent move in condition. Sold "As Is". 1031 Exchange. Motivated seller. Seller prefer TG Escrow. main branch.
Virtual Tour
Home for sale
9 bd
10 ba
10,326 sqft
$21,000,000
9 bd | 10 ba | 10,326 sqft
CONTEMPORARY STATE-OF-THE-ART OCEANFRONT ESTATE. Built & Designed by 2019 Maybeck Award Winner Architect Jim Jennings & Builder Ryan & Associates. Situated in front of the Mokulua islands boasting 151.23 linear ft ocean frontage. 4 Bedroom Suites-Main house, 4 Bedroom Suites-Guest House,&1 Bedroom Caretaker’s Cottage. Gourmet Kitchen w/Gaggenau & Miele appliances, Vanishing Ceiling to Floor Sliding Doors Throughout, Central A/C Dual Zones, Polished Concrete Flooring, Surround Sound, Security System, & many other fine features & finishes throughout. Outdoor entertainment area. Zero Edge Saltwater pool w/Spa. Large back yard & Boat Ramp. 2Car Garage. Grass driveway w/concrete pavers-plenty of parking. Tropical landscaping & concrete walls for privacy. Electric gate & intercom for security.
$2.95m  $250,000
Waimanalo
41-1005 Laumilo Street, Waimanalo
Home for sale
4 bd
3 ba
2,344 sqft
$2,950,000  $250,000
4 bd | 3 ba | 2,344 sqft
The highly sought after and rarely available beachfront property you've been looking for is here!.This luxurious Waimanalo 4 bedroom, 3 bath, 2,300+ living area estate can be your Private Paradise, located on what was voted the country's BEST BEACH in 2015 by Dr. Beach. New exterior paint brightens this lovely home. This magnificent beachfront residence has the rhythm of the ocean to relax you throughout the day. Make your way through the front door to amazing open spaces. The open floor plan allows for entertaining or secluded romance. The 1st level offers 3 bedrooms & 2 baths. A relaxing Jacuzzi's is outside one bedroom. Koa inlaid flooring leads to 2 ground floor bedrooms with private bathroom and amazing views. A solid wood staircase leads up to the Ossipoff designed second level. Ocean and garden views from above. 9,000 SF land area with beautiful landscaping and attention to detail. Lovely furnishing throughout (negotiable).
Virtual Tour
Home for sale
10 bd
9 ba
14,834 sqft
$27,500,000
10 bd | 9 ba | 14,834 sqft
Unparalleled in grandeur on Oahu’s emerald Windward side, Kai Moena, “House of the Resting Sea,” is a stunning oceanfront state that reflects a skillful merging of modern architecture and luxury design. Inspired by Hawaii’s culture and climate, this ~ 60,000 sq. ft. property with over 250 linear feet of pristine white sand was owned by the storied Rothschild family. Kai Moena is comprised of two main residences including ten bedrooms, eight full bathrooms and three half baths. Rich tropical hardwood accents and textured finishes to the high vaulted ceilings give a warm opulence and living spaces flow seamlessly between indoors and outdoors for maximum ease. Luxury amenities include two kitchens with granite countertops, a tennis court, dry sauna, fitness and media rooms, and a lagoon pool.
Virtual Tour
New construction
Home for sale
4 bd
5 ba
3,726 sqft
$7,850,000
4 bd | 5 ba | 3,726 sqft
A newly finished custom home on Kailua Beach. Designed with an open floor plan, vaulted ceilings, and large pocketing sliders to generous lanais this classic Hawaiian inspired home creates an elegant space for beachfront living. The property features uniquely spacious yards and large beachfront setbacks that preserve view planes, create privacy and blend in with neighboring properties. A Large 17,525 square foot property located on one of Beachside's finest streets. An owner will appreciate the seclusion offered from this location on the N. end of Kailua Beach.
Virtual Tour
$6.7m  $300,000
Waimanalo
41-451 & 41-447 Kalanianaole Hwy, Waimanalo
Multi-Family Home for sale
$6,700,000  $300,000
World class views of Rabbit Island and the Molokai Channel. Enjoy swimming, kayaking, boating and more in crystal clear water. Watch daily sunrises from your ocean front deck and green sea turtles feeding just off the beach. On a clear day, six islands are within view of the home. It is a nature lovers’ paradise! Watch tropical fish frolic in your ocean front yard. Enjoy cool breezes blowing across your property. Easy access to the ocean from your private walk way. This property is eye candy and sells itself on your first visit. Sales include TMK# 141-1-11 and 141-1-13 and both parcels must be sold together. This unique property offers 3 homes, all on a 20,115 sf. lot. The main house has 4br/3ba, second house has a 2br/2ba cottage, and a separate 1 br, 1 bth guest cottage.
Virtual Tour
$3.3m  $200,000
Waimanalo
41-447 Kalanianaole Hwy, Waimanalo
Multi-Family Home for sale
$3,295,000  $200,000
Charming classic 1960's oceanfront island style home on Waimanalo’s eastern coastline. World class views of Rabbit Island and the Molokai Channel. This unique property offers a pristine 2 bedroom, 2 bath main home and a detached 1 bedroom, 1 bath guest cottage with garage. Enjoy swimming, kayaking, boating and more in crystal clear water. Watch daily sunrises from your ocean front deck and green sea turtles feeding just off the beach. On a clear day, six islands are within view of the home. It is a nature lovers’ paradise! Watch tropical fish frolic in your ocean front yard. Enjoy cool breezes blowing across your property. Easy access to the ocean from your private walk way. This property is eye candy and sells itself on your first visit. Do not miss this rare opportunity to own paradise.
Virtual Tour
$6.3m  $600,000
Beachside
126 S Kalaheo Ave, Kailua
Home for sale
$6,300,000  $600,000
Rare Kailua land sale! Prime S. Kalaheo Ave location. 37k+ s.f. street-to-beach lot situated on one of the best stretches of Kailua beach. This could be the last opportunity to build your tropical dream home or develop your own private compound with up to 3 homes. If the sands could sing, you’d hear the sweet melodies of Hawaiian music kanikapila-style as this property once hosted many of Hawaii’s famous musicians. Pick your beach-front pleasure, windsurf, kiteboard, SUP, dive, paddle, or just relax on the sand and enjoy the warm turquoise waters of famed Kailua Beach -all in near proximity to laid-back Kailua Town, home of quaint shops, boutique stores, Whole Foods, Maui Brewing Co., Roy's new restaurant, Goen, plus a Target. Truly the opportunity of a lifetime! Make it your's today!
Virtual Tour
Land for sale
2.000 acres
$1,988,000
2.000 acres
Presenting spectacular 2.2 acre parcel in Olomana Heights. Prime ridge top location is ready for your dream home. Enjoy sweeping panoramic views from the lush Koolau mountain range to the sparkling Pacific ocean. Olomana Heights is a new, private and gated agricultural subdivision just minutes from Kailua Town. Easy access to world famous beaches, hiking, golf, shopping, restaurants and a short drive to downtown Honolulu & the airport. Must see in person to appreciate!
Virtual Tour
$2.2m  $100,000
Kaimalino
606 Kaimalino Place, Kailua
Home in escrow - still showing
4 bd
3 ba
2,384 sqft
$2,195,000  $100,000
4 bd | 3 ba | 2,384 sqft
PRICE IMPROVED! Unparalleled views! Wonderful oppty to live the dream of living on the ocean in Kailua. Enjoy the panoramic views stretching from ocean to mountain from this executive home with recent upgrades. 3 beds, 2 baths PLUS a separate 1 bed, 1 bath unit for guests or in-laws. Be at home in your oceanfront resort with private sandy beach, pool and hot tub! You'll never want to leave. Live the Kailua lifestyle with amenities galore! Aikahi School District. Easy access to Honolulu via H-3, Pali, Likelike. Don't miss it!
Virtual Tour
$4.95m  $445,000
Lanikai
1456 Mokulua Drive, Kailua
Home for sale
3 bd
4 ba
2,141 sqft
$4,950,000  $445,000
3 bd | 4 ba | 2,141 sqft
Embrace the ocean lifestyle at the peaceful, quiet end of Lanikai. Drop dead views frame the Mokulua islands. Mid Century single level beach house on a prime 19,212 sq ft parcel. Ready for your renovation updates, or to design your dream oceanfront retreat. 2018 rental income was $153,838 . See video icon under MLS photo.
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