Vacation Home Rentals By Owner In Kailua, HI

This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1787. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, Lic#TA-066-489-3952-01. TMK.brbrWelcome to Palione Papalani – “Heavenly Sands”brbrJust steps from world-famous Kailua Beach, this newly renovated 6-bedroom tropical estate offers the privacy, comfort, and amenities of a high-end resort — all to yourself.br brWhy You’ll Love It:brExclusive Location: Gated estate on a private lane, just 1 minute to Kailua's soft white sands and turquoise watersbrPrivate Lagoon Pool + Hot Tub: Surrounded by lush gardens in a serene, resort-like settingbrSpacious & Flexible Layout: 6 bedrooms, 5.5 bathrooms, 3 private entrances – ideal for groups or multi-generational familiesbrFully Renovated: $1.5M designer remodel by award-winning firm A Well Dressed HomebrComfort & Entertainment:br3 Primary King SuitesbrA/C in every roombr65 Samsung OLED TVs throughoutbrUltra High-Speed Internet + Starlink failoverbrGourmet Chef’s Kitchen: Fully stocked, with indoor & outdoor dining for up to 17brBeach-Ready: Boogie boards, chairs, toys includedbrConvenient Access: Just 25 minutes from HNL Airportbr brBedroom Layout:brMain House:brPrimary 1: King + ensuite (2 guests)brPrimary 2: King + private lounge + ensuite (2 guests)brBunk Room 1: 2x2 Twin Bunks + ensuite (4 guests)br brTree House:brPrimary 3: King + ensuite + living room (2 guests)brBunk Room 2: 2x Twin over Full bunks + shared bath (4 guests)brBedroom: King + shared bath (2 guests)br brExplore Kailua – Island Charm Without the Crowds:brKailua Beach: Top-rated, 3 miles of powder-soft sandbrNearby Attractions:brLanikai Snorkeling – 12 minsbrPillbox Hike – 11 minsbrPearl Harbor – 30 minsbrHaunauma Bay – 30 minsbrNorth Shore – 50 minsbrLocal Shopping: Whole Foods, Target, boutiques, cafes just minutes awaybr brGood to Know:brParking for 3 vehiclesbrNo pets, no events, no partiesbrProfessionally managed & fully licensed (Permit #1990/NUC-1787)br brEscape to your private Hawaiian paradise — where luxury, comfort, and beachside bliss await.br brBook now with Private Homes Hawaii and secure your dream getaway!br brNOTE: this home is for quiet residential vacation accommodations only. Parties, weddings, receptions and gatherings of any kind are prohibited.

Kailua Luxury Estate: Licensed Rental #1990/NUC-1787

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$3007.37

A Beautiful retreat property with the Famous Mokulua Island Views enjoy your heated pool and spa, outside dining areas, private yards, infrared sauna, and beautiful gardens all in a gated and extremely private home that is quiet and private. Superior workmanship in home, high beam ceilings throughout, oriental rugs, art, a baby grand electric piano, this home is exquisite both inside an outside. A rare gem! brUpscale appliances, plantation shutters, walk the 2.3 mile loop, dine at Buzzes Steak House, hike the pill box and paddle to the Mokulua Islands. Best Sunrise !br 4 bedroom estate - with guest cottage, at the quiet of Lanikai.

Lanikai 5 star LUXURY PRIVATE OCEANFRONT, steps into the sea, pool, spa!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1037.94

The Pool House in Kailua offers 3,200 sq ft with 6 bedrooms, 4 baths and one amazing pool. Located in a peaceful and lush neighborhood with views of the Ko’olau Mountain range, it is an easy walk to Kailua Beach, Lanikai Beach and Buzz's Steakhouse. The home offers a spacious and bright interior with high ceilings, modern amenities, a relaxing atmosphere and the perfect layout for multi-family or multigenerational travel.brbrWalk through the large sliding doors into a tropical outdoor oasis that includes a large saltwater pool with a serene baja deck for lounging or cooling off. Surrounded by beautiful landscaping including palms and plumerias, you can watch the sunset poolside and enjoy the tranquility Hawaii has to offer.brbrThe main room is the perfect gathering place for family and friends. There is comfortable seating for everyone that easily flows into the beautiful, upgraded kitchen. Sit around the kitchen island while planning your excursions for the day, then gather in the sun room around the large dining room table to laugh and talk story.brbrWith 3 separated sleeping areas, 6 bedrooms and 4 full bathrooms, The Pool House makes this the ideal accommodation for a single family to spread out or for multiple families to gather together. The well appointed attached Ohana has a separate entrance and offers its own king size bed, 3/4 bath, kitchenette and shaded outdoor space and patio.brbrThe primary bedroom is truly unique in Hawaii living. Walk up a wide staircase and find a large and bright space with king size bed, queen sofa sleeper and it’s own lanai with views of the tropical treetops. The primary bath includes a spa-like shower with seven separate shower heads, double sinks and a large walk in closet with plenty of space to unpack and stay for weeks on end.brbrFive of the six bedrooms are outfitted with king beds and air conditioning units, to ensure everyone gets a wonderful night’s sleep. The 6th bedroom includes bunk beds with a twin and full bed (so the kids can sleep well, too!).brbrThe Pool House has everything you need for a once in a lifetime Hawaii vacation.

3,200 sq ft House with Pool, 6 Bedrooms, walking distance to Kailua and Lanikai

Kailua, Hawaii, United States

Bed

Bath

15

Sleeps

$281.35

Nestled in the beachside community of Lanikai, Kailua, this fully furnished home is over 1400 square feet of luxury living. Beautifully yet simply decorated, this unit is the whole upper half of the main house with its own separate entrance. The entrance is at mid-floor level with a Brazilian cherry staircase leading to upper and lower levels. The caretaker lives in the lower level.brbrYour home away from home has a large living area that divides into two sections: one with a comfy couch for watching television; the other, hidden behind carved panels from Borneo, for reading or computer work. Down the hall is one bedroom with a queen-sized bed and an adjoining bathroom (Rubber ducky is included!). Across the hall is a blue bedroom that has two twin beds and its own separate bathroom with a walk-in shower. The eat-in kitchen is fully equipped with plenty of dishes and glasses as well as pots and pans. Just a few steps away is a laundry room with a stacked washer and dryer as well as a sink for pre-soaking clothes. brbrOutside is a small garden area with teak table and chairs for enjoying a morning cup of coffee or a dinner hot from the barbecue. Landscaped with tropical plants as well as a very large monkey pod tree that spans two properties, the garden is home to numerous songbirds (manu mele), providing you with a morning serenades!brbrWe are approximately a five to seven minute walk to the world famous Lanikai Beach, undoubtedly, the best swimming beach in all of Hawai’i. The town of Kailua is only a seven minute drive. It has plenty of shopping including the Whole Foods Store and some great restaurants. Even closer is the Kailua Beach Center that has kayaks and other ocean toys for rent.brbrPlease Note: This property has a minimum rental period of 30 days in compliance with new Oahu zoning laws governing vacation rentals. Please contact owner for availability and pricing.brbrPLEASE EMAIL US FROM THIS WEB SITE - CLICK ON THE EMAIL BUTTON BELOW.brbrKeywords: Upstairs Single Family Home. See photos!

Hale Mokolea: Gem of Lanikai: Steps to Lanikai Beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$459.84

Welcome to the monthly rental Penthouse in Lanikai! We have been sharing our piece of paradise for over 20 years.! Everyone deserves to experience the Hawaiian lifestyle! Sunrises, moonrises, walks, bike rides, and daily runs on the beach. We have guests from all over the world return year after year. Several guests have returned over 20 times!!! The Penthouse level has the BEST VIEW in the Best neighborhood and is one of the few long term vacation rentals in Lanikai! The home faces EAST (sunrise, moonrise) it is perched on the side of a mountain overlooking the ocean and is on the main street in Lanikai so it is just a short easy walk to the best beach on Oahu. Take advantage of the use of beach chairs, umbrellas, and bikes. The house has been beautifully renovated with Bamboo wood floors, lauhala mat and beam ceilings, and stone countertops, which give an authentic Hawaiian feel to this tropical oasis. Experience life as a local. It is clean, well maintained, and beautiful. Completely private large wrap-around lanai (balcony), which overlooks the light aqua Pacific Ocean and the Mokulua Islands. The twin islands Moku Nui and Moku Iki have graced the view for over 3 million years. The lanai has furniture and a charcoal BBQ grill. br When you arrive at the house there is convenient off-street parking and three flights of steps to the third level of the house. The Penthouse is private and does not share entryways or bathrooms with the rest of the home. It includes one Master bedroom with a queen bed, and an additional queen bed in semi -private room off the living area, one bathroom with shower. The kitchen includes a full-size fridge, cooktop, microwave, toaster, coffee maker, etc. The entire third floor of this beautiful estate is yours to enjoy. Other amenities include hand-stitched Hawaiian heirloom quilts, elephant bamboo furniture, flat-screen TV, and wireless Internet. The home is located on the coveted Lanikai loop—a two and a half-mile street that circles around with cut-through streets along each block. It is great for morning walks and the beach is one block away. Lots of steps but worth it. And yes, you can rent it for more than a month!

Penthouse View in coveted Lanikai! 2 bed 1 bathroom.

Kailua, Hawaii, United States

2

Bed

1

Bath

Sleeps

$4101.01

Welcome to Kailua Beachfront Estate, an exceptional 7-bedroom, 6.5-bath sanctuary that sleeps up to 14 guests on O'ahu’s most exclusive stretch of sand. Blending timeless coastal architecture with luxurious modern amenities, this 5,902-square-foot residence offers the ultimate beachfront lifestyle — steps from turquoise waters, framed by swaying palms, and infused with island light.brbrWhat You’ll Love About Kailua Beachfront Estatebr • Direct access to world-famous Kailua Beach with panoramic ocean viewsbr • Heated pool and spa surrounded by lush tropical landscapingbr • Main residence plus detached guest house and carriage suitebr • Vaulted ceilings, natural wood accents, and elegant modern finishesbr • Private, gated setting within Kailua’s coveted Beachside enclavebrbrLiving & DiningbrFrom the moment you enter, the sound of the surf and the sight of the Pacific fill the home with tranquility. The open-concept great room features grand windows, designer lighting, and seamless flow to the lanai and pool terrace. Indoors, a graceful blend of whitewashed walls and natural textures creates a bright, refined backdrop for entertaining or family gatherings.brbrChef-Ready KitchenbrA gourmet kitchen with dual islands, premium appliances, and ocean-view dining space anchors the home. Marble surfaces and custom cabinetry complement its breezy sophistication, whether you’re enjoying a casual breakfast or hosting a private chef’s dinner.brbrOutdoor OasisbrDesigned for relaxation and connection, the courtyard pool and spa serve as the heart of the property. Enjoy sunrise swims, afternoon lounging, and sunset dining on covered lanais. Beyond the landscaped dunes, your private path opens directly to Kailua Beach — one of the world’s most celebrated stretches of soft white sand and crystalline water.brbrSleeping Quartersbr• Primary Suite – King bed, ensuite bathroom, ocean view, split AC, ceiling fanbr• Guest Suite 2 – King bed, ensuite bathbr• Guest Suite 3 – Queen bed, ensuite bathbr• Guest Suite 4 – Queen bed, ensuite bathbr• Guest Suite 5 – Queen bed, ensuite bathbr• Guest Suite 6 – Queen bed, ensuite bathbr• Carriage House Loft – Flexible layout, full bath, kitchenette, and ocean proximitybrbrExtrasbrHigh ceilings, central AC, full laundry room, media space, and abundant parking — including a two-car garage and a sports-car bay. The estate also includes a detached guest home and pool house, each designed with privacy and elegance in mind.brbrNearbybr • Walk – Kailua Beach and Lanikai Beach for kayaking, paddleboarding, and morning swimsbr • Short Drive – Kailua Town boutiques, cafés, and fine dining; Mid-Pacific Country Club; Lanikai Pillbox HikebrbrGood to KnowbrTAT ID: TA-056-254-2592-02brTMK: 1430190360000brbrExperience the serene beauty, privacy, and prestige of beachfront living at Kailua Beachfront Estate — your private gateway to Hawaii’s coastal elegance.brbrThe property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.

Kailua Beachfront Estate by Gather: Beachfront Luxury w/ Pool, Spa & Guest House

Kailua, Hawaii, United States

7

Bed

Bath

14

Sleeps

$5,900

This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1802 It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, Lic#TA-060-877-8240-01. TMK0.brbrPlace in Paradise* - Kailua offers casual oceanfront accommodations on one of the most beautiful beaches in Hawaii. Kailua Beach has been voted Best Beach in the United States by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a barbecue while taking in the breathtaking views of the Bay. Kailua Beach offers 3 miles of fine, soft white sand along a crescent shaped bay bordered by clear turquoise waters which have a consistent year round temperature of about 75 degrees F (25 C). The steady off shore trade winds, water temperature and protective reef make this bay a popular area for all sorts of water sports including Kayaking, Stand-Up Paddling, Surfing, Boogie Boarding, Swimming and Kite Surfing. The home includes a fully equipped kitchen with granite counter tops and up-to-date appliances. A large living area features picture windows facing the sea in addition to a comfortable media room for entertainment.brBeach chairs, boogie boards, and beach towels, are a few of the amenities included.brbrThe Bedroom Configurations Are As Follows:brUpstairs:brBedroom 1 - (Primary Bedroom) King Bed, ocean front with private lanai, split a/c, Smart TV, and ensuite bathroombrBedroom 2 - King Bed, ocean front with private lanai window a/c, and ensuite bathroom.brbrDownstairs;brBedroom 3 - Two Queen Beds, window a/c, smart TV, and ensuite bathroombrBedroom 4 - Two Queen beds, split a/c, smart TV, and ensuite bathroombrBedroom 5 - King bed with view of ocean across the courtyard, split a/c, Smart TV, and ensuite bathroombrbrSmart TV in media roombrbrThe main living space, dining and kitchen areas are not air conditioned but as we are on the ocean, the home enjoys tradewinds year 'round.brbrWith periodic restrictions for maintenance, guests may also enjoy the facilities of the Hale Kai Surf and Racquet Club with a swimming pool, tennis court, paddle tennis court (also used for pickleball) and clubhouse (generally available after 12noon to rental guests), located just steps away. This is a great, casual retreat at any time of the year. brbr* Place in Paradise is a registered trademark of RLK Kalaheo LLC and may not be used without the expressed written consent of the owner.brbrSPECIAL NOTICE TO GUESTS: This home is for quiet residential vacation accommodations only. Parties, weddings, receptions, events or gatherings of any kind are strictly prohibited. Private chefs, caterers, photographers and other commercial vendors are not permitted.brPARKING: Guests are provided a garage to accommodate 1 large or 2 small vehicles. In addition, 2 cars may be parked on the driveway surface only. No street parking is permitted in this area.

Place in Paradise-Summer Available -Short term Lic#1990/NUC-1802

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1013.86

This stylish, designer decorated, 4 bed, 4 Bath home is just across the street from Kailua Beach. We call her Coastal Soul. Lounge in the beach chic living room, cook in the gourmet, fully equipped kitchen, or swim in the heated lagoon pool. With a gazebo, the private yard is like a mini resort. And best of all, NO CLEANING FEE on 30 day bookings!brJust across the street is Kailua beach park with award-winning 3 mile long, white sand, Kailua Beach. brWalk just down the street to the iconic Buzzs Steakhouse for lunch or dinner. brCome see what Coastal Soul has to offer. Amenities include central air conditioning, Subzero fridge, Wolf range, wine fridge, gas barbecue, two bikes, lots of beach toys and off-street parking in a gated, private community. brThe heart of Kailua town is just 1.5 miles away. There you will find boutique shopping, trendy, restaurants, a Whole Foods Market and Target for those things you might've forgotten :-)brThis 3025 sq. ft. home is professionally managed and sparkling clean. brThis property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.

Steps from Kailua Beach, heated pool, gazebo, AC, NO CLEANING FEE!

Kailua, Hawaii, United States

Bed

Bath

8

Sleeps

$651.73

Experience relaxed coastal living at Seahorse Beach House by Gather, a serene monthly rental perched just steps from the soft white sands of Kailua Beach. Nestled along one of Kailua’s most sought-after beachside loops, this elevated 2-bedroom, 2-bath retreat blends privacy, comfort, and island elegance—perfect for extended stays on Oahu’s stunning windward coast.brbrWhat You’ll Love About Seahorse Beach Housebr• Just steps to Kailua Beach—one of Oahu’s most iconic shorelinesbr• Spacious wrap-around deck with multiple seating areas and partial ocean viewsbr• Open-concept living, dining, and kitchen design for effortless flowbr• Large primary suite with private deck access, workspace, and spa-style ensuitebr• Fully fenced yard with gated entry for privacy and peacebrbrLiving & DiningbrAn elevated floor plan captures cooling breezes and island views throughout the home. The living and dining areas enjoy beautiful partial ocean views through floor-to-ceiling windows, creating a bright, airy space for gatherings, meals, and relaxation. Sliding doors open seamlessly to the expansive deck, offering a true indoor-outdoor lifestyle.brbrChef-Ready KitchenbrThe kitchen’s clean, modern design features generous counter space, quality appliances, and all the essentials you’ll need for long-term stays. Whether preparing simple breakfasts or hosting dinner outdoors, this space makes cooking a pleasure.brbrOutdoor OasisbrThe spacious wrap-around deck offers shaded seating areas, chaise lounges, and a bar-height dining table with umbrella—perfect for morning coffee, evening cocktails, or dining under the stars. The fully fenced, tropical yard provides privacy and a peaceful setting surrounded by lush greenery and ocean breezes.brbrSleeping Quartersbr• Primary Bedroom – King bed, ensuite bath with stand-alone tub, shower, walk-in closet; split A/C; workspace; private deck access; partial ocean viewbr• Guest Bedroom – Queen bed, split A/C, workspace, floor-to-ceiling windows with deck views; access to shared full bath across the hallbrbrExtrasbr• Split A/C throughoutbr• High-speed Wi-Fibr• Washer and dryerbr• Beach gear and towels providedbr• Dedicated workspaces in both bedroomsbr• Fully fenced yard and gated entrybrbrNearbybr• Nearby – Walk: Kailua Beach, local cafés, boutiques, farmers’ marketsbr• Nearby – Short Drive: Lanikai Beach, Pillbox Hike, shops and dining in Kailua TownbrbrGood to Knowbr• This property is offered as a monthly rental. Full-month rate applies regardless of nights stayed.br• A utility fee of $500/month applies to stays of 21+ days.br• This property may not be rented for less than 30 consecutive days.br• Tax ID: TA-129-806-1824-01br• TMK: 430130190000brbrSeahorse Beach House by Gather offers an exceptional blend of beachside tranquility and modern comfort—an ideal retreat for anyone seeking an extended stay immersed in Kailua’s sun-lit, ocean-kissed lifestyle.

Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$678.64

brTHIS PROPERTY IS A LEGAL SHORT TERM RENTAL brDAYS NOT SHADED (See Online/Inactive Calendar) ARE AVAILABLEbrCONTACT HOST/RESERVATIONS & DETAILSbrbrThis beautiful four bedroom, four full bath air conditioned Hawaiian style home is just a short walk to pristine Kailua Beach. Consisting of two luxury master suites, a junior suite and one guest bedroom with adjoining full bath.brbrThis spacious, estate quality home offers serene Hawaiian ambiance with maximum security. Heated pool, Travertine stone floors, granite counters, top of the line finishes and appliances throughout.brbrStroll to Kalapawai Market for a latte and watch the sunrise. Walk to Buzz's for lunch or dinner, Island Snow for a shave ice treat or watch the windsurfers and kayaks from Lanikai Point. Everything is at your doorstep! br30 day rental period discount.brbrKeywords: House

Steps to Beach-Heated Pool-AC-Gated Community-Minimum Stay 7 Nights-CONTACT HOST

Kailua, Hawaii, United States

Bed

Bath

8

Sleeps

$3411.76

This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License#TA-187-952-4352-01. TMK.brbrKailuana Beachfront Estate - Fully-remodeled Kailua home sits on nearly an acre of prime Kailua beachfront. brThe two homes sleep 8-12 guests in a main house and detached guest cottage. This enchanting Kailua Estate is located in the premier part of the bay where the sand is at its widest and the turquoise-blue waters are most inviting. An expansive ocean front lawn provides ample privacy and is ideal for relaxing and recreation where the worries of the world are left behind. Following recent renovations, the home contains just the right blend of modern comforts in its updated kitchen and baths, with elements of charm carefully preserved from a richly felt past. brbrThe main home offers 3 bedrooms and 2 baths overlooking the large grass lawn with the beach and ocean beyond. Two sun-decks offer space for casual dining and/or informal gatherings overlooking the ocean. The two bedroom one bath guest cottage sits adjacent to the main house, with private entrance, living area and a modernized kitchen of its own.brFully air-conditioned, with modernized amenities, both homes are comfortable year round and ideal for extended family stays.brbrBedding Arrangements are as follows:brMain House; brGuest Room 1 - KingbrGuest Room 2 - QueenbrGuest Room 3 - Queen with ensuite bathbrNote: Guest Rooms 1 and 2 share a large bathroom between the 2 bedrooms with tub, shower, double sink and commode.brbrCottage:brGuest Room 4 - KingbrGuest Room 5 - 2 QueensbrbrNote; this property is for quiet residential vacation accommodations only. Parties, weddings, receptions, Luaus, events and gatherings of any kind are prohibited. Please inquire further with our agents.brbrLocated on a quiet drive just minutes from the center of Kailua Town guests can stroll down Kailua Beach to the famed Kalapawai Market, or enjoy a local favorite; shaved-ice at popular Island Snow Hawaii, or, dine at Buzz's Original Steak House in Lanikai, just minutes away. Kayak and paddle board rentals are just a few minutes walk at Kailua Beach Adventures - providing all the water toys needed for your days on the water. The steady off shore trade winds, water temperature and protective reef make this bay a popular area for all sorts of water sports including Kayaking, Stand-Up Paddling, Surfing, Boogie Boarding, Swimming and Kite Surfing. The setting is magnificent and awaits your next Hawaii vacation.

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Kailua, Hawaii, United States

5

Bed

Bath

12

Sleeps

$3923.01

This property is professionally-managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1757. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, Lic#TA-043-470-0288-01. TMK.brbrWelcome to Walker's Lanikai Beach House. John Walker, was a Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). brbrMr. Walker's inviting presence is felt in the structure of this, his favorite hideaway on Lanikai Beach. Built in 1934, this enchanting environment transports you back to an era of graceful living, where the worries of the world are lost in the luxury of sea, sand and restful surroundings. Following recent renovations, the house contains just the right combination of added comforts in its updated kitchen, guest quarters and “boat house”, with elements of charm carefully preserved from a richly felt past. brbrOne of the first homes to take advantage of Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, John Walker’s Beach House set the standard by which the surrounding community grew…a standard which has been nurtured by his family through the years for you to enjoy. Although only with us in spirit, John Walker’s love of Lanikai is preserved by one of his most revered places in the world.brbrThe main house features 3 bedrooms, kitchen and large great room with spacious guest rooms. Steps away is the white soft sands of Lanikai Beach with access to the water provided from the front lawn. With a separate entry, the 'guest cottage' located off the entry courtyard features a queen-bedded room and a small parlor with kitchenette (sleeps up to 4). Another private entry boathouse sits above the garage - complete with its own living room, kitchen, bathroom and lanai. The boathouse also has a loft area with double bed that may be suitable for young children (sleeps 2-4). This is the classic Lanikai Beach House - for those looking for a casual, relaxing getaway on the shores of one of the worlds' best beaches!brbrBedroom configurations:brMain House Primary - King Bed, ensuite bathroom with shower, split a/c, smart TVbrMain House Guest Room (Ocean) - Queen Bed, shared bathroom in hall with shower & bathtub, split a/cbrMain House Guest Room (Courtyard) - Queen Bed, shared bathroom in hall with shower & bathtub, split a/cbrbrCottage Guest Room One - Queen Bed, ensuite bathroom with shower, split a/c, Smart TVbrCottage Guest Room Two - Full Bed brbrBoat House Lanai - Queen Bed, shared bathroom with shower, split a/cbrBoat House Loft - Full Bed, shared bathroom with showerbrbrNote; this property is for quiet residential vacation accommodations only. Parties, weddings, receptions, Luaus, events and gatherings of any kind are prohibited. Please inquire further with our agents. Note: Limit of 3 vehicles.

Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$3204.04

Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens with old-growth trees. The home was designed by noted architect Vladimir Ossipoff, and built in 1955 for State Sen. “Doc” Hill.br brThe main residence includes a spacious open air living room, a fully equipped kitchen, office and a generous master suite. An outside lanai dining area seats 10 to 12 people. 30 coconut palms line the bay front. A private dock allows easy access into the warm bay waters with tropical fish and occasional turtles. A separate building (pool house”), fronts a beautiful tile swimming pool and contains a king-size bed and bath. An additional building in the garden area contains two separate bedrooms and baths, each with a queen-size bed and a single. 10 guests can be accommodated in the bedrooms. Each bedroom has air conditioning. The office also has two single beds, but no air conditioning. There are beds for 12 people in total.br brA private tennis court is a primary attraction, along with a swimming pool. Paddle boards and kayaks can be arranged and launched directly from our dock. The 18-hole Kona Country Club golf course is open to the public and is a five minute drive away. Keauhou Bay is noted for the population of manta rays at its mouth. Dive boats pass our dock every evening taking people out to watch these beautiful creatures. br brThere is a full-time caretaker couple who live in home at the entrance to the property. They provide daily landscape pickup, safety and security. They have lived in Hawaii for many years and provide assistance for our guests. We have owned the property for 14 years and our family visits about 150 days a year, leaving 200 days available for guests. Most of our guests repeat their visits every year or two. There is an excellent grocery store, restaurants and shops about a half-mile away. If you want privacy, seclusion and a beautiful setting Hale Kai is a great solution. Most frequently our guests are multigenerational families.br brOur property is not available for weddings or events. No commercial filming or photography allowed. brbrHawaii State Transient Accommodation ID # TA-126-531-7888-01brGeneral Excise Tax ID # GE-126-531-7888-01brShort-Term Vacation Rental (STVR) # 19-353909brNUC Number: N/A - Property is a Permitted STVRbr Permitted STVR

OCEAN FRONT PRIVATE RESIDENCE AT KEAUHOU BAY WITH POOL & PRIVATE DOCK

Kailua, Hawaii, United States

Bed

Bath

10

Sleeps

$285.97

This 2-bed/2-bath home with central air conditioning offers two queen beds (one ensuite), a work desk, and ample street parking next to the driveway.brbrThis is an ideal spot for travelers because it’s incredibly close to everything you need. The Enchanted Lake Shopping Center is just down the hill (2 minutes away), featuring Safeway, local dining spots, and coffee. Close to Kailua & Lanikai beach.brbr*There are other tenants with friendly dogs living on property.brThe spacebrPrime Kailua Location: Serenity Meets ConveniencebrEnjoy a peaceful neighborhood setting with unparalleled access to everything Kailua offers:brbrWorld-Class Beaches: Just a 5-10 minute drive to the pristine sands of Kailua Beach and Lanikai Beach.brbrDining & Shopping: A quick 5-minute drive to the heart of Kailua Town, and only a 10-minute walk to the nearby Enchanted Lakes Shopping Center for groceries and essentials.brbrHome Amenities & FeaturesbrThis house provides essential comfort and modern convenience:brbrClimate Control: Stay cool with Central Air Conditioning throughout the entire home, plus a ceiling fan in each bedroom.brbrFull Kitchen: Complete with a fridge, stove & oven, microwave, and dishwasher, making meal prep simple.brbrIncluded: Spacious Living Room and washer/dryer in unit.brbrSleeping AccommodationsbrComfortable arrangements for up to four guests:brbrBedroom 1: Features a Queen Bed, a dedicated desk/chair workspace, and an ensuite private bathroom.brbrBedroom 2: Features a Queen Bed.brbrParking: Street parking is conveniently available near the property's driveway.brbrGuest accessbrGuests are welcome to utilize and enjoy the front yard area.brbrOther things to notebrThere are other tenants living on the property; however, all spaces are fully separate and private, including entrances and living areas. We also live on the property with our two very friendly chocolate Labradors.brbr**Minimum stay: 30 days (system requires 28 days but booking less than 30 days will be declined)**

Keolu Hills Haven: Renovated 2/2 & Easy Parking

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$559.73

Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or enjoying your favorite cocktail after a dip in the pool. Prefer the white sands and turquoise waters of Lanikai Beach The property is conveniently located just a few steps from Lanikai's beach access. brbrThe main house includes a primary bedroom with king bed, TV and bathroom en suite. The guest bedroom has a queen bed and separate bathroom. The living room space is cozy and comfortable with warm, natural light, bamboo flooring and views of the pool and landscape. And for your ultimate comfort, the home is fully air conditioned!brbrThe updated kitchen is fully equipped and includes a glass-top range and oven, dishwasher, microwave and all the kitchenware needed to whip up your favorite meal. brbrA one bedroom, one bath cottage has a private entry and features a charming open-floor plan, bedroom with king-sized bed, and separate bath, and an extra twin bed in the living room space for sleeping or catching a quick nap.brbrThe Bedroom configurations are as follows:brMain House :brGuest Room 1 (Primary) - King Bed, ensuite bathroom, Smart TV, ACbrGuest Room 2 - Queen Bed, Smart TV, ACbrbrCottage :brGuest Room 3 - King Bed, Smart TV, ACbrLiving Room - Twin Bed, ACbrbrThe home is located in the middle of Kailua's popular Lanikai loop - convenient to the beaches, hiking trails and a short drive to the center of Kailua Town.brbrThis Property is professionally managed by Private Homes Hawaii, LLC and is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. It is compliant with Hawaii State Legislation (HB2078) and is available to lease from 1 to 6 months Lic# TA-019-850-2400-01. TMK0.

Steps to beach, tropical garden and private pool

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$462.98

Relax in this Modern vacation retreat located right across the street from Kailua beach park. Just steps from the white sand beaches of Lanikai/Kailua and minutes from local dining, shopping, and outdoor adventures. This is a 3 bedroom 1 1/2 bath with a beautiful outdoor shower. This thoughtfully designed home blends sleek contemporary style with relaxed island living, featuring open-concept interiors, high-end finishes, and expansive windows that invite in the tropical breeze. This home is your perfect base for experiencing the best of the Windward side.

The Modern Kailua Beach House

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$670.52

To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.brPlease request dates that you would like to book, and we will reply.brbrWarmest Aloha ........You have found the 'Star of Hawaii' Hale on a private beachside lane. The home, gardens, & pool, are private surrounded by lava rock walls. Just a few steps down the lane, with no streets to cross, is the world-famous Kailua Beach. brbrThis 4B/3B home offers separate entertainment and sleeping areas. The main level has 3B/2B with 2 queens and a set of twins in the bedrooms plus one sleeper sofa. Upstairs is a large 600 sf private suite. King bed, bath, kitchenette, and living area. This design offers couples and families privacy and flexibility. The house has a fully equipped kitchen and family-sized dining room. You have ocean kayaks, boogie boards, beach and pool toys, beach chairs, ice chest, stroller, a pac-n-play, highchair, and other amenities for a perfect vacation.brbrLiving spaces are open to the pool and gardens. The house has that 'Hawaiian' feeling of bringing the outside in - welcoming you to the islands.brbrKailua town for shops, restaurants, and groceries is a 10-minute walk. Honolulu, Waikiki, and the Airport are a 25-minute drive. Kailua Beach Park with para-sailing and windsurfing rentals is just down the beach. Walk along the beach to the Kalapawai (Green Market) for morning coffee and a little something.brbrWe will provide details on accessing the house once your booking is complete. Check-in time is 3 p.m. & check-out is 10 a.m. Rates are higher for Holiday periods.

'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$213.74

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.brbrENHANCED PROTOCOLS: We have implemented rigorous health and safety measures, including contactless check-in and check-out, professional EPA-approved non-toxic antimicrobial electrostatic spray treatments that continuously eliminate newly introduced viruses and germs on surfaces, enhanced cleaning and sanitization, and laundry that is professionally cleaned and sanitized off-site.brbrLocation: This house is located at 210 Kaelepulu Drive, just a block away from the stunning Lanikai Beach.brbrExperience a beach home away from home that ensures a memorable and relaxing Hawaiian vacation. This nicely renovated upstairs 2-bedroom, 1-bath home is situated on the East side of the island and offers unparalleled proximity to one of the top beaches on the island.brbrWhile the location is serene, it is conveniently just 5 minutes from Kailua Town, renowned for its vibrant array of shops and restaurants. The property features three rentals, each with access to its own washer and dryer, ample parking, and shared BBQ common areas. Guests can also enjoy a large fenced yard for everyone’s use.brbrPlease be mindful of quiet hours and avoid disturbing guests staying below.brbrThis cozy and fully furnished upstairs beach house includes:brbrLiving RoombrFull Kitchen (Fridge, Stove & Oven, Microwave, Dishwasher)brLaundry FacilitiesbrSofa Sleeper (Queen)brCeiling fan (no AC in the living room)brbrSleeping Accommodations:brbrBedroom 1- with King Bed and split ACbrBedroom 2- with Queen Bed and split ACbrbrAdditional Features:br-BBQ on sitebr-Free Wi-FibrbrParkingbr-Only one parking space is provided on the premises. If you have additional vehicles, please use street parking.brbrAli’i Beach Rentals is a full-service professional vacation rental company. We have our own in-house maintenance and cleaning team, and our professional property managers are available by phone 24/7 for any emergencies.

Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$264.58

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.brbrENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA approved non-toxic undetectable antimicrobial electrostatic spray treatment which continues to kill newly introduced viruses and germs on surfaces, enhanced cleaning and sanitization, and laundry is professionally cleaned and sanitized off-site.brbrThis house is located at 210 Kaelepulu Drive.brbrA Beach home away from home, ensures a memorable and relaxing authentic Hawaiian vacation. A nicely renovated downstairs 3 bedroom 1 bath home on the East side of the island a block away from Lanikai Beach! This beach house offers unforgettable proximity to one of the top beaches on the island.brbrThis serene location is nevertheless still conveniently located 5 minutes from Kailua Town, known for its exciting array of shops and restaurants. brThere are 3 rentals on this Giant property. Each has access to its own washer & dryer, ample parking, and 2 BBQ Common areas.brThere is a large fenced in yard for everyone to use as well.br brThis cozy and fully-furnished downstairs Beach house includes:brbr- Living Roombr- Full Kitchen (Fridge, Stove & Oven, Microwave, Dishwasher)br- Laundry br- 3 Bedrooms/ 1 BathbrbrSleeping Accommodations:br-Bedroom with Queen Bedbr-Bedroom with a Queen Bedbr-Bedroom with a Queen BedbrbrBBQ on sitebrSplit a/c in every roombrFree WIFIbrbrParkingbr-Only two parking stalls are provided on the premises. If you have more than two vehicles, please use street parking.brbrAli’i Beach Rentals is a full-service professional vacation rental company. We have our own in house maintenance, cleaning team, and professional property managers who are available by phone 24/7 in case of emergencies.

Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space

Kailua, Hawaii, United States

Bed

1

Bath