Home Vacation Home Rentals By Owner In Kailua, HI

Showing 100 Of 137 Vacation Rentals
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Exceptional(94)

$504.19

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Private Vacation Home

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

Kailua, Hawaii, United States

Only a 5 min Walk to Lanikai beach!! No pets firm. As of 7/2022 new high speed Wi-Fi! Welcome to the Viewhouse in Lanikai! We have owned this home since 2003 and we are thrilled to share our piece of paradise with you. Everyone should experience the Hawaiian lifestyle. We have guests from all over the world return year after year. Several guests have returned over 22 times!!! The Viewhouse has the BEST VIEW in the Best neighborhood and is one of the few licensed, LEGAL vacation rentals in Lanikai. The home is situated mountainside overlooking the ocean and is on the main street in Lanikai so it is just a short easy walk to the best beaches on Oahu- Kailua and Lanikai Beach! Up high for a view and street level for easy access. Take advantage of the use of beach chairs, umbrellas, and bikes. The house has been beautifully renovated with Bamboo wood floors and marble countertops. The Viewhouse has the BEST VIEW in the Best neighborhood on the BEST BEACH. Thank you for considering our property. Picking the place that is perfect for a Hawaiian vacation can be difficult. Here are a few things that set us apart from the others.br We have owned, renovated, and carefully maintained this home since 2003. This is more than a business for us. The Viewhouse is a very special piece of paradise that everyone should have the opportunity to experience! Everyone can experience the local Hawaiian lifestyle—in just a week or two. We have guests from all over the world return year after year. And this place is one of the few licensed vacation rentals in Lanikai! The home is situated on the side of a mountain overlooking the ocean and is on the main street in Lanikai. It is just a short easy walk to the best beach on Oahu. Take advantage of the use of beach chairs, umbrellas, boogie boards, snorkel gear, and bikes. The house has bamboo wood floors and marble countertops making this tropical oasis the perfect comfortable and upscale place to experience paradise like a local. It is meticulously clean, well maintained, and beautiful. Completely private large lanai (balcony) overlooks the Pacific Ocean and the Mokulua Islands. The lanai has an oversized outdoor sofa undercover for napping or reading and a table for four and a charcoal BBQ grill. br When you arrive at the house there is convenient off-street parking and one flight of steps to get to the Viewhouse level (first floor) of the house. The Viewhouse is private and does not share entryways or bathrooms with the rest of the home. It includes a one-bedroom with a queen bed with an ADDITIONAL second bed a queen murphy bed in the living area (TWO QUEEN BEDS) , one bathroom with shower, the private kitchen includes a full-size fridge, dishwasher, convection plate, microwave, toaster, coffee maker, etc. The entire first floor of this beautiful estate is yours to enjoy. You'll spend most of your time on the spacious covered outdoor lanai. Other amenities include hand-stitched Hawaiian heirloom quilts, elephant bamboo furniture, large 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 is1.5 blocks away.brCharming Kailua town is a bike ride away. I recommend coffee and breakfast at Kalapawai market, Farmer's markets on Thursday night and Sunday mornings, Buzz's steak house, and local shopping!
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Bath 1

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Sleep 4

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Exceptional(8)

$1083.97

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Private Vacation Home

Pueohala - Kailua Beach Front

Kailua, Hawaii, United States

This casual Kailua Beach house will transport and inspire you with its panoramic ocean views and is available to be rented for periods of 30 days or more at any one time. The 3 main bedrooms, living room and dining spaces offer incredible sites of blue seas and skies, while lush landscaping wraps you in privacy and scenery. A large bonus room is set up with additional King bed and access to a newly installed private outdoor bathroom. The home has undergone a fresh renovation of kitchen, baths, floors, windows/doors, window coverings, split AC, artwork, furnishings and linens, and is an ideal, comfortable rental for up to 8 guests. brbrBedroom Configurations Are As Follows:brBedroom 1 - (Primary Bedroom) King Bed ensuite bath, smart TV, split ACbrBedroom 2 - Queen Bed, split ACbrBedroom 3 - 2 Twin beds (option to join and create a King Bed, split AC br‘Bonus room - 2 Twin beds (option to join and create a King Bed), smart TV, split ACbrbrThe primary bedroom and en suite bath includes a double sink vanity, soaking tub, shower, HD TV, Apple TV and a comfy sofa for lounging. The guest bath includes a shower stocked with soft designer towels and amenities. From the ocean view front lanai, enjoy outdoor dining, comfortable lounging, lots of privacy and direct beach access. The back lanai offers additional seating, a BBQ and a brand new 9 person Jacuzzi. Conduct your business meetings using the high-speed fiber optic service. Boogie boards, beach chairs, umbrellas, coolers, and beach toys are all waiting for your enjoyment. Parking is provided for 2 to 3 vehicles, washer and dryer on site and the home is located at the end of a very private, quiet street just a short distance to the center of Kailua Town.brbrThis Property is professionally managed by Private Homes Hawaii, LLC, a licensed brokerage (RB-21170) in the State of Hawaii. It is and is a 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-023-497-1136-03. TMK.
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Bath 3

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Sleep 8

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Exceptional(43)

$1281.5

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Private Vacation Home

Wow! Home just steps from the Beach with Private Salt Water Pool

Kailua, Hawaii, United States

This is a legally established property, please read below for more info...brbrHawaiiana home just steps from the world famous Kailua Beach. This Hawaiiana house second of two homes of the beachfront property. It is the perfect place to relax and enjoy paradise. The tropical large living room opens onto a spacious private lawn leading out directly via a secure gate beteen the two homes to a sandy walkway, steps to breathtaking Kailua beach. brbrA rear private courtyard lanai with 15ft x 32ft Solar Heated, Salt Water Pool complete with Automatic Pool Safety Cover and separate spa, is perfect for family and kids after a busy day at the beach. A Separate Air conditioned Studio off the Pool host a bedroom with Queen bed and a full bath.brbrA secure entry with an automatic sliding gate provides secure parking for up to three medium size cars.brbrWatch the sun rise from beach chair, boogie board, windsurf or lounge on the beach all day, or take a leisurely 5 minute walk to delightful Kailua Town for lunch, dinner or shopping, and then settle in on the private courtyard lanai with a glass of wine to watch the sun set behind the Koolau mountains. Or relax in the pool or spa at the other side of the house after a day at the beach. This is truly paradise! brbrThe property will be made exclusively available to the renter for a full period of 30 days. No one else may occupy the property during that period. We honor one reservation per 30 day period. If you have any questions please feel free to contact me. brbrBe sure to click on the Video Tour Link in the Photo Section !!brbrKeywords: Beach Side HomebrbrTax ID: GE 157-258-9568-01, TAT 157-258-9568-01brSTVR-19-361289, NUC-19-1205br
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Bath 4

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Sleep 10

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Exceptional(1)

$1065.0

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Private Vacation Home

Villa Hui Hou: Luxe O'ahu Villa Private Oasis! Gourmet Kitchen & Media Room

Kailua, Hawaii, United States

Just steps from the sands of Lanikai Beach, Villa Hui Hou blends resort-style outdoor living with the comforts of a private luxury home. This five-bedroom, four-and-a-half-bath retreat offers 4,920 square feet of space designed for gathering, relaxing, and making memories on Oʻahu’s celebrated windward shore.brbrWhat You’ll Love About Villa Hui Houbr* Backyard oasis with pool, turtle mosaic, mango tree, BBQ, putting green & basketball hoopbr* Open-concept living spaces with abundant natural light and breezy cross-ventilationbr* Gourmet kitchen with Wolf & Sub-Zero appliances, perfect for entertainingbr*Primary suite with workout area, spa bath, and Mokulua Island viewsbr* Media room with projection screen, kitchenette, and stargazing deckbrbrLiving & DiningbrThe main living room is framed by windows and sliding doors that invite in Kailua’s island breezes. Gather around the oversized sectional for movie nights on the Smart TV, or open the French doors to the lanai for indoor-outdoor flow. The dining area, anchored by a live-edge wood table, easily seats a crowd for shared meals and conversation.brbrChef-Ready KitchenbrThe chef’s kitchen pairs form and function, featuring Wolf and Sub-Zero appliances, ample counter space, and a wine fridge. From sunrise coffee at the breakfast bar to casual dinners with friends, this kitchen is designed to inspire culinary creativity.brbrOutdoor OasisbrThe backyard is a true retreat: swim laps or float in the pool adorned with Robert Vogland’s turtle mosaic, then lounge beneath the shade of the mango tree. Fire up the BBQ, practice your short game on the putting green, or challenge friends to a round of hoops. In the evenings, relax on the lanai with a drink in hand as the palm fronds sway overhead.brbrSleeping Quartersbr* Primary Suite – King bed, ensuite spa bath with jet tub and dual vanity, workout area, walk-in closet, lanai access, Mokulua Island viewsbr* Guest Bedroom 2 – Queen bed, ensuite bath with vintage clawfoot tub/shower, Smart TV, optional separate entrance to backyardbr* Guest Bedroom 3 – King bed, Smart TV, shares bath with Bedroom 4br* Guest Bedroom 4 – Queen bed + double bunk beds + twin, Smart TV, shares bath with Bedroom 3br* Guest Bedroom 5 – King bed, ensuite bath with walk-in shower, Smart TVbrbrExtrasbr* Media room with projection screen, kitchenette, and deck for stargazingbr* Pool table for friendly competitionbr* Split A/C units throughoutbr* Beach gear including chairs, towels, boogie boards, and coolerbr* Fitness area in primary suitebrbrNearbybrWalk to a local cove for a morning swim or head a few minutes further to world-famous Lanikai Beach. In Kailua town, browse boutiques and cafés, then fuel up with guava chiffon pancakes at Cinnamon’s. Scenic hikes, golf, and watersports are all just a short drive away.brbrGood to Knowbr* Standard occupancy is 10 guests; maximum occupancy 15 (12 adults + 3 children). Extra guest fees apply.br* This home is offered exclusively as a 30-day rental.br* Electric Security Deposit of $1200 required; $400 usage allowance included.br* Rates and fees subject to change; minimum stay requirements may apply. Online bookings subject to manager or owner approval.br* Tax ID: TA-091-214-0288-01br* TMK: 430030440000brbrReserve your dates now at Villa Hui Hou and experience Lanikai living at its finest.
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Bath 4

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Sleep 12

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$1294.02

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Private Vacation Home

Lanikai Luxury 5 Bedroom Beachfront Estate - limited time OFFER

Kailua, Hawaii, United States

The Estate:brbrAloha! Welcome to Lanikai Sunrise Estate, a luxury 5 bedroom beachfront estate with direct gated access to world-famous Lanikai beach. The Estate is one of the first homes with sandy beach along Lanikai’s famous shoreline. The sunrises are amazing and our moon rises are a time for celebration and poetic moments.brbrThe Estate easily hosts up to 12 guests in 5 upstairs bedrooms – each with its own bathroom. There are an additional 2 more guest bathrooms downstairs on the first floor as well. We are sometimes able to accommodate smaller families or events so please inquire.brbrWe created this home for you to experience all the natural beauty and health benefits of beachfront living without sacrificing the luxury and convenience of 5-star hotels.brWe combine breathtaking ocean views, Lanikai beach access, and greater than 5-star hotel levels of materials and design throughout for an incomparable experience that can’t be had anywhere else.brbrWhat we think you’ll love about Lanikai Sunrise Estate:brbr• Beach access through your own private gate: Walk across the Naupaka and Coconut palm lined green lawn to your own gate to Lanikai beach for beach walking, swimming in the gentle waves, snorkeling, and whatever other ocean sports you love.brbr• New outdoor lounge furniture and a pergola to sit and enjoy relaxing at or a meal while looking out over the ocean and to the Mokulua (twin) islands right off shore.brbr• Ocean views from every room:brbr• There are three expansive ocean front suites. Each has its own lanai and overlooks the luscious green yard with 180 degree views of the turquoise Pacific ocean. You can see all the way from the Mokulua islands to Flat island and the Ulupa’u crater.brbr• Sunrises and moon rises are truly surreal! And the pink, purples and oranges of sunset from the privacy of your lanai can’t be beat.brbr• Two of the private suites have king beds and one has a queen. Each has its own spa-like en-suite bathroom, with the master having a large soaking tub as well (with views straight out to the ocean through louvred windows).brbr• Flexible Room Configurations: The fourth bedroom offers a good setup for children or friends with a double bed and a single bed. It has its own bathroom right next to it with a soaking tub, dual vanity and large wet room. The fifth bedroom is a studio suite with its own separate entrance, but connects by a private hall to the rest of the home. It has two queen beds, a wet bar, and its own en-suite bathroom complete with soaking tub and dual vanity. Perfect for a nanny, in-laws, or guests who prefer a more private option. It has partial ocean views, but grand mountain views too.brbrMost of the bedrooms’ bathrooms have separate toilet spaces for privacy. All toilets are Japanese washlet type with auto-clean features as well.br br• Heated Pool, Hot Tub and Tropical Grounds: Unwind with a dip in the private heated pool and soak at the end of a long day in our hot tub. Both are uniquely covered so they don’t get too hot during the day and you can enjoy them all day and night. Pool heating is complementary and provided by our solar powered heat pump with electric battery backup too.brbr• Living and Dining Spaces:brThe open-concept main level was designed for connection and comfort. In fact, before renovation, the home had been a large company’s employee retreat, which is why there is so much private space upstairs and so many bathrooms.brbrBut on the first floor, openness reigns and flows between indoor and outdoor living. The chef’s kitchen features high-end appliances, generous counter space, and a large island for casual breakfasts.brbrThere is a separate counter with a cocktail ice maker and two drawer fridges for cocktail prep or just to use the coffee maker for a smooth cup in the morning.brbrThe formal dining table seats ten, and the sunlit living room invites conversation or relaxation with plush seating and sweeping ocean vistas framed by floor-to-ceiling glass.brbr• Game Room / Den: There is a game room with a large swivel TV for movies too right next to the dining space. It can be closed off with large shoji-like glass panels with ocean vistas on them.brbrOutdoor Amenities:brbr• Expansive Lanai: Dine al fresco or enjoy your morning coffee on the shaded lanai, designed for lingering under warm Hawai’ian skies. There is even a hammock to look out over the ocean and the Mokulua Islands while enjoying swaying to the refreshing daily breezes and tradewinds.brbr• Private Yard and Beach Access: The beautifully manicured lawn offers a serene setting for sunbathing, reading, or simply soaking in the ocean breeze. Follow your personal path directly onto Lanikai Beach, renowned for its calm waters, ideal swimming conditions, and postcard-perfect setting.brbrbrbrNearby Attractions:brLocated in the heart of Lanikai, Lanikai Sunrise Estate places you moments from iconic island experiences:brbr• Lanikai Beach: A world-famous stretch of sand perfect for swimming, snorkeling, and paddleboarding is right outside your sliding doors and backyard.br• Lanikai Pillbox Hike: Sweeping views of the Mokulua Islands and Kailua Bay. The Estate is actually at the end of the same street that the Trailhead (about a 5 minute walk) is on so you can easily head up any time for early morning sunrises or just to enjoy the views.br• Kailua Town: Explore this lively hub of local boutiques, cafes, and farmers' markets.br• Maunawili Falls Trail: Enjoy a picturesque rainforest hike that leads to a hidden waterfall.br• Kawainui Marsh: Discover Hawaii's largest remaining wetland and admire the native birds and lush vegetation.brbrWhether you’re planning an ocean adventure filled holiday or a peaceful retreat, Lanikai Sunrise Estate offers the perfect balance of beachfront location, luxury, thoughtful design, and local inspiration that promise an unforgettable visit for you and your guests.brbrThis property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.brbrPrices start at $60,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.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.brbrTAT ID: TA-072-668-0576-01brTMK: 1430070320000
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Bath 6

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Sleep 14

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$3164.53

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Private Vacation Home

Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7

Kailua, Hawaii, United States

Kailua Sands sits directly on the golden curve of Kailua Beach, where turquoise waters meet soft sand just steps from your lanai. This single-level, 3,360-square-foot home embraces a seamless indoor-outdoor flow, centered around a private pool courtyard framed by swaying palms and the sound of the surf.brbrWhat You’ll Love About Kailua Sandsbr • Direct beachfront location with panoramic ocean viewsbr • Private pool courtyard at the heart of the home, perfect for a morning swim or a relaxing evening in the jacuzzibr • Separate pool house with Murphy bed and gym equipmentbr • Fully equipped chef’s kitchen with breakfast barbr • Spacious yard leading straight to the sandbr • Filtered water throughout the homebrbrLiving & DiningbrSliding glass walls open the living areas to both ocean breezes and poolside lounging. Two seating zones make it easy for groups to spread out or gather together. The dining table, framed by wood-beamed ceilings, offers views of both the courtyard and the water beyond.brbrChef-Ready KitchenbrA curved breakfast bar anchors the open kitchen, equipped with high-end appliances, abundant prep space, and ocean views to keep the cook inspired.brbrOutdoor OasisbrThe pool courtyard is the soul of the home with a stunning jacuzzi, with sun loungers, shaded decks, and the gentle lull of nearby waves. Just beyond the lawn, a private path takes you directly to Kailua Beach.brbrSleeping Quartersbr • Primary Suite – Cal king bed, ensuite bath, ocean view, central AC, ceiling fan, blackout drapesbr • Guest Bedroom 2 – King bed, ensuite bath, central AC, ceiling fan, blackout drapesbr • Guest Bedroom 3 – Queen bed, central AC, ceiling fan, blackout drapesbr • Pool House – Murphy bed, ensuite bath, pool view, central AC, ceiling fan, gym equipmentbrbrExtrasbrCentral AC throughout, high-speed Wi-Fi, washer/dryer, gas BBQ grill, dedicated workspace, elliptical machine, yoga mat.brbrNearbybrA short drive brings you to Lanikai Beach, the Lanikai Pillbox Trail, boutique shopping, and golf courses.brbrGood to Knowbr* Pool heat fee to 85–88°F: $2,000/month. Utility fee: $1,000/month. Driveway parking. 30-day minimum rental; exclusive use during your stay.br* Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. br* TAT: TA-132-806-7584-01br* TMK: 1430170330000brbrReserve your dates now to experience beachfront living at Kailua Sands — where every day begins and ends with the ocean.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.
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Bath 3

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Sleep 7

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Exceptional(1)

$1270.98

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Private Vacation Home

Elegant Home w/Private Beach Access, Pool & AC: Relaxing Lokomaika'i Kailua

Kailua, Hawaii, United States

On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept interiors, tropical gardens, and a sparkling pool with private beach access—an effortless retreat for families and friends.brbrWhat You’ll Love About Lokomaika’i Kailuabr* Private backyard gate with direct path to Kailua Beachbr* Two primary suites plus a versatile 5th bedroombr* Pool surrounded by lush landscaping and plumeria treesbr* Vaulted ceilings and polished concrete floors throughoutbr* Renovated kitchen with high-end appliancesbr* Outdoor dining and lounge areas, perfect for gatheringsbrbrLiving & DiningbrStep through the grand entry into a light-filled gathering space with soaring cathedral ceilings and contemporary island décor. The open living room is anchored by an oversized sectional, offering plenty of room for the whole group. Walls of glass retract to connect seamlessly with the lanai and pool area, creating an indoor-outdoor flow made for entertaining. A bonus sitting room adjoins the primary suite, offering a quiet retreat for reading or play that can also serve as a flexible fifth bedroom.brbrChef-Ready KitchenbrThe newly renovated kitchen features gleaming white cabinetry, premium appliances, and a large center island with seating. A sunny breakfast nook complements the formal dining area, while sliding doors open to the covered lanai with a table for eight overlooking the pool.brbrOutdoor OasisbrIn the private backyard, tropical landscaping frames a crystal-clear pool and shaded seating areas. Lounge beneath plumeria trees, gather around the firepit, or dine al fresco under the covered lanai. A gated path leads directly to the soft sands of Kailua Beach, with Lanikai’s Mokulua Islands just offshore.brbrSleeping Quartersbr* Primary Suite – King bed, ensuite bath with large walk-in shower, pool views, walk-in closet. Access via optional Bedroom 5 or exterior lanai.br* Second Primary Suite – King bed plus twin futon for small child, ensuite bath with tub/shower combo, Smart TV, garden views.br* Guest Bedroom 3 – Queen bed, split A/C, ceiling fan, shared bath.br* Guest Bedroom 4 – Two XL Twins convertible to King, split A/C, ceiling fan, shared bath.br* Guest Bedroom 5 – Two Twin daybed, optional 5th bedroom or sitting room adjoining Primary. Shared bath, pool access.brbrExtrasbr* Split A/C and ceiling fans in all roomsbr* Polished concrete floorsbr* Vaulted ceilings in the great roombr* Firepit lounge under the plumeria treesbr* Smart TV and Wi-FibrbrNearbybrFrom your private gate, stroll directly to Kailua Beach, one of Hawaii’s most beloved stretches of sand. Walk to Nico’s for a casual bite, or take a short drive to Lanikai Beach, Waimanalo, and the scenic Makapu’u Lighthouse trail. Shopping, dining, and golf are just minutes away in Kailua town, with easy access to the Nuuanu Pali Lookout for sweeping island views.brbrGood to Knowbr* Monthly rental only; fixed 30-day rate applies (no prorated stays)br* Rates and fees subject to change; minimum stay requirements may apply; inquire for possible discountsbr* Standard occupancy 10 guests; max 11 with extra guest feebr* Maximum included electricity usage $400 per month; a refundable $1,000 electricity deposit is collected prior to check-in. After check-out, the deposit will be fully refunded provided usage remains within the allowable limit and no additional charges apply.br* Online bookings subject to manager/owner approvalbr* The 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 time. Rates are based on a 30-day rental period. Please inquire.br* Hawaii Tax ID: TA-079-127-1936-01br* TMK: 430830190000brbrReserve your dates at Lokomaika’i Kailua and enjoy a private poolside retreat with rare, direct access to Kailua Beach.
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Bath 3

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Exceptional(62)

$1403.34

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Private Vacation Home

BEACHSIDE LUXURY HOME, AC, HEATED POOL, INQUIRE WITH OWNER FOR DESIRED DATES

Kailua, Hawaii, United States

The VRBO calendar on line is not (active) Days that are not shaded grey on the calendar are available Otherwise inquire with owner for other dates you prefer.brbrThis brand new luxury remodel is a 2700 square foot Beachside Hawaiian Style home and is absolutely amazing! one of the highest quality vacation rental homes in Kailua. Ideally located just steps from the sand in the heart of Kailua. Great location 3 houses down from Kailua Beach Park, walking distance to Island Snow and the famous Buzz's Steak house with a perfect white sand beach 1 minute walk down a private access on this private, quiet beachside street. brbrThis home was completely remodeled in 2024, If you like new clean houses, with modern appliances and furnishings, you will love Lihikai, with a new chefs kitchen, new bathrooms and new flooring, doors and windows throughout. Super safe with all new electrical and plumbing including battery emergency power back up system. brbrA luxury island oasis:brGourmet kitchen wolf gas range and subzero appliances brSliding glass walls that open to large lanaibrOutdoor Kitchen with stainless BBQ and wine fridge and sinkbrSolar heated SALT WATER poolbrIndoor/outdoor jungle shower options brToto Washlet Bidet Toilets brSplit air conditioning available in all bedrooms and main housebrSecure, quiet and very private, no street trafficbrMaster king bedroombr2nd King Bedroom brQUEEN Bedroom with XL TWIN abovebrbrIndoor and outdoor dining tables that each seat 8brHigh speed internet, 65 inch HD LED TVbrHairdryers in each bathroombrFresh linens and towels for showers, beach and poolbrBeach chairs, umbrella and coolersbrbrMinimum 30 day rental contract, no requirement on length of staybrbrHOST lives on site part time in upstairs/detached ADU brbr2025 REVIEWSbrbrDick & Jill – San Diego, Californiabr1-6-25brWow… where to start…”Lihikai” is more than a house, it is the Aloha spirit of the islands. Everything is beautiful and so well designed and thought through. Almost impossible to describe how amazing the house has turned out… And out time here, from sunrises, pickleball, beach time, the trades blowing through the palms, amazing stars, perfect pool temp, Buzz’s, driving in the Moke, Kite Foils, Haleiwa Joe’s Prime Rib, Ono on the grill, Rib Eye’s on the grill, feet in the sand and water, blue/green beautiful ocean water, Sadie! Rumikub & Five Crowns! So much and I barely touched the surface. Love You Guys, Thanks!! Dick, Jill, Wes & EmilybrbrLaurie D. – Dallas, Texasbr1-14-25brLihikai is an amazing place to stay. Enjoyed my time here so much! Beautiful sunrise walks were stunning. Can’t wait to return. Excellent hosts!!brbrJo Anne – Mckinney, Texasbr1-14-25brA truly exceptional way to experience my stay in Hawaii. All my needs met, 5 Star Resort in every way. Enjoyed the morning beach walks, relaxing in & out of the pool, & listening to the soft rainfalls. The food was superb, as was the company. Can’t wait to return!!!brbrSally, Stuart, Nick, Rebekah, Angie & Tim – Salem, Oregonbr2-22-25brWow! is how we felt every second we were here. The house is next level, the location couldn’t be more perfect & the very kind host Dana made us feel very welcomed. We shared two Birthdays while we were here & couldn’t imagine celebrating a better way! Looking forward to our next time! Mahalo!!brbrbrKeywords: Steps to beach, Salt Water Heated Pool, AC, , secure, Private, quiet street, Toto Bidet Washlet touchless Toilets, Outdoor Jungle showers.
Bed 3

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Bath 2

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Sleep 7

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Exceptional(3)

$4752.77

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Private Vacation Home

Hale Lani: Mountainside Ocean View Home | Private Pool & soaking tub with a view

Kailua, Hawaii, United States

Perched on the northern shores of Oahu in Lanikai, Hale Lani lives up to its name as a true house in the heavens. This hillside retreat blends sweeping ocean views, open-air design, and effortless island living into a one-of-a-kind vacation home. With 3 bedrooms, 4 bathrooms, and space for up to 8 guests, it’s the ideal base for families, couples, or small groups looking to experience Oahu’s beauty in style.brbrWhat You’ll Love About Hale Lani br* Expansive wrap-around lanais with Mokulua Island views br* Solar-heated pool tucked into the hillside br* Chic main living area with vaulted wood-beam ceilings and skylights br* Primary suite with private lanai and ocean-facing office nook br* Short walk to Lanikai Beach and the famous Pillbox TrailbrbrLiving & DiningbrThe open-concept living space is a showcase of natural light, soaring A-frame ceilings, and panoramic views of the Pacific. Lounge on plush seating while sliding doors open to ocean breezes. The dining table seats eight comfortably, offering a setting as refined as the menu you choose to share.brbrChef-Ready KitchenbrAnchored by a marble island and framed by rich wood ceilings, the gourmet kitchen is designed for gatherings. A wine fridge, double ovens, and polished finishes ensure meals here feel celebratory, whether it’s morning coffee or a multi-course dinner.brbrOutdoor OasisbrTake in Oahu’s coastline from nearly every angle. Hale Lani’s wrap-around lanais provide both shaded and sun-filled nooks for lounging or alfresco dining. The solar-heated pool is carved into the hillside, surrounded by tropical greenery, offering privacy and a sense of retreat.brbrSleeping Quartersbr* Primary Suite – King bed, ensuite bath with soaking tub + walk-in shower, office space, private lanai, ocean viewsbr* Guest Suite – Queen bed + sofa bed, ensuite bath, lanai access, ocean viewsbr* Guest Bedroom – Queen bed, ocean views, lanai accessbr* Additional Bathrooms – Two full baths for added conveniencebrbrExtrasbr* Beach gear (chairs, towels, umbrellas, boogie boards)br* Indoor hot tubbr* Washer/dryer, Wi-Fi, satellite TVbr* Family-friendly amenitiesbr* Free parking (steep driveway with level parking option below)brbrNearbybrWalk to the soft sands of Lanikai Beach, hike the scenic Pillbox Trail, or browse fresh produce at Kailua Town Farmer’s Market. A quick drive brings you to downtown Kailua for cafés, shopping, and wellness studios. Honolulu International Airport (HNL) is 28 minutes away.brbrGood to Knowbr* This property is offered as a monthly rental. Full-month occupancy is not required, but rates are based on a 30-day rental period and are non-prorated. br* Standard occupancy is 6 guests, with a maximum of 8; extra guest fees apply. br* Each bedroom has its own split A/C. br* Electricity is included up to $300 per stay. br* The hillside setting includes stairs and a steep driveway; additional parking is available below. br* TA-168-604-3136-01 br* TMK 430060650000brbrReserve your dates now to experience island living at Hale Lani, where mountainside serenity meets the endless horizon of the Pacific.
Bed 3

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Bath 4

Bath

Sleep 8

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Exceptional(99)

$889.63

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Private Vacation Home

Air Conditioned Oceanfront Home - Next to White Sands Beach & 4 Mile Dive Site

Kailua, Hawaii, United States

Feel at home in our three bedroom, three bath, luxury oceanfront two story condominium residence with 2000 square feet of living area in a gated oceanfront resort of only 12 free standing residences with an oceanfront pool and spa. High open beam ceilings with two large lanais and ocean view. The main level has one bedroom and one bath, a gourmet kitchen with Koa wood cabinets, dining area, a spacious living room that opens to the lush garden view down the scenic coastline and the main lanai with comfortable lounge chairs. The top level has two bedroom suites. The large master bedroom has a king bed and looks out to the ocean and has its own separate lanai. Downstairs bedroom has 1 queen. Whole place sleeps 6. brNo smoking. Near beaches, golf, shops, restaurants and activities. High Speed Internet!brbrAdjacent to the property is direct access to the famous 4 Mile dive site. Scuba or snorkel directly from the Property through the Ocean Gate.brbrAC in living room/dining room and each bedroom.brbrLocated four miles south of Kailua-Kona town along Alii Drive Kona's scenic ocean drive. Kona Onenalo sits on the point of a bay with lush tropical landscaping. Right on a favorite shore diving location -4 Mile or walk to White Sands Beach and Magic Sands Grill which serves great pupus and tropical drinks for sunset. Near Kahaluu Beach Park, a popular snorkeling beach and beginner surf break, and the Kona Country Club golf course. Enjoy sightseeing, water activities or just relax on the lanai.brbrHere is link to Community Video: https://youtu.be/fxXGwZcOgPcbrbrKeywords: House, Ocean Front, Air Conditioned, AC, Magic Sands, White Sands, Dive Site, PADI
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Exceptional(2)

$1358.82

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Private Vacation Home

Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!

Kailua, Hawaii, United States

Let the serene energy of Maluhia draw you into effortless island living. Nestled in the heart of Kailua, Oahu, this two-level private villa blends contemporary comfort with tropical tranquility. Nearly 5,000 square feet of refined indoor-outdoor living open to lush gardens and a private lagoon-style pool framed by palms and a cascading waterfall.brbrWhat You’ll Love About Maluhiabr • Lagoon-style pool with rock waterfall and heated spabr • Vaulted-ceiling great room with stone fireplace and pool viewsbr • Dual primary suites with spa-inspired bathroomsbr • Covered barbecue lanai with Viking grill and outdoor diningbr • Private beach path to Kailua Beachbr • Expansive, tropical grounds offering total privacybrbrLiving & DiningbrStep into the grand living area, where vaulted ceilings, natural stone, and rich wood accents evoke a warm island aesthetic. The open-concept layout flows seamlessly from the sitting area to the dining and kitchen spaces, creating a social heart for the home. Oversized windows and sliding glass doors invite sunlight and views of lush greenery.The elegant dining area features seating for eight beneath a modern pendant light, with easy access to the kitchen for family-style meals or catered gatherings.brbrChef-Ready KitchenbrThe gourmet kitchen is a culinary centerpiece with a large island, bar seating, and premium appliances. Granite counters, custom wood cabinetry, and stainless-steel finishes complement a fully stocked setup—Viking range, double ovens, and high-end cookware—perfect for preparing island favorites or a relaxed brunch by the pool.brbrOutdoor OasisbrJust beyond the glass doors lies your private retreat: a lagoon-style pool surrounded by palms and lava rock, complete with a tranquil waterfall feature. Lounge by the pool or gather beneath the covered lanai for an alfresco feast on the built-in Viking grill. The manicured yard provides plenty of space for relaxation, with a private gate leading to the soft sands of Kailua Beach—ideal for swimming, kayaking, or early morning walks.brbrSleeping Quartersbr • Primary Suite – King bed | Private balcony, pool and garden views, seating area, desk, ensuite bath with soaking tub and showerbr • Guest Bedroom 1 (Blue Room) – Queen bed | Jack & Jill shared bath, AC, ceiling fanbr • Guest Bedroom 2 (Pink Room) – Queen bed | Jack & Jill shared bath, AC, ceiling fanbr • Guest Bedroom 3 – King bed | Ensuite bath, AC, ceiling fanbr • Main Level Bath | Full bath with shower and washer/dryerbrbrExtrasbr • Smart TV, stereo, DVD, and Bluetooth speakerbr • Beach gear (chairs, towels, cooler)br • Washer/dryer and full kitchen setupbr • Private yard and outdoor showerbr • Split air conditioning throughoutbr • Self check-in / check-outbr • Gated driveway parkingbr • New state-of-the-art security systembrbrNearbybr• Walk: Kailua Beach Park, Kalapawai Market, Island Snow shave ice, local cafés br• Short Drive: Lanikai Beach, Waimanalo Beach, Kailua Town shopping and dining, golf courses, Makapuu Point Lighthouse, Nuuanu Pali LookoutbrbrGood to Knowbr • Offered as a 30-day rental (fixed monthly rate applies)br • Standard occupancy: 8 guests (max 9 with fee)br • Electric Security Deposit: $1,000 (refundable)br • Max included electricity charge: $500br • Car recommendedbr • Non-smoking; pets not permittedbr • Split air conditioning throughoutbr• Tax ID: TA-129-612-3904-01br • TMK: 430830170000brbrReserve your stay at Maluhia and discover the perfect balance of modern design, natural beauty, and peaceful seclusion—just steps from the turquoise waters of Kailua Beach.
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Exceptional(76)

$647.75

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Private Vacation Home

Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option

Kailua, Hawaii, United States

Aloha and Welcome to Kolea LandingbrA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite bathroom, a second master bedroom (king bed) with an attached bathroom, and for groups (5-6 person) we have a third bedroom (two twin xl beds), for groups of 4 or less our third bedroom will be locked. Our guest house is complete with a full size kitchen, dining room, living room, laundry room, and outdoor lanai. Our property also includes 2 off street parking, which is coveted if you have ever been to Lanikai. Prime location and tons of amenities!brbrThe spacebrIsland life meets modern luxury. Hawaii is all about nature and our guest house emulates the calm and peaceful serenity that embodies Kailua. Please note that all bedrooms are located upstairs (see photos). Air Conditioning is provided in each room with separate controls, motorized blackout roller shades in each bedroom and privacy shades everywhere else. Fast 300 Mbps WiFi and cable tv. Amazon Alexa controls for lights. Amazon Music provide on Alexa. There is a smart home remote that can control lights, shades, and fans. We also provide a beach wagon with beach chairs, umbrella, and beach towels for our guest!brbrGuest accessbrPrivate guest house has a private yard and patio. Keyless (4-digit) guest specific pass code will be provide after booking prior to arrival.brbrOther things to notebrWe aim to provide you with worry free accommodations. We do have a cleaning fee to ensure that our guest suite is cleaned thoroughly (check our reviews!). We don't have chore lists or tasks that you need to do. We would love to meet you, but also totally respect your privacy, if you need anything or have any questions we are usually able to respond or answer questions within the hour. We strive to provide sustainable and organic products as much as possible. Shampoo conditioner and body wash are sustainable and non-toxic organic coconut body wash, shampoo and conditioner from Zogics. This home is equipped with solar water heating and photovoltaic electricity. Driveway is shared with the owner/host, however guests have two parking spaces available. brbrLanikai (Ka'ohao) is absolutely breathtaking. From the serene white sand beach to the Pillboxes (Ka'iwa Ridge) spectacular view, few places have it all. Lanikai beach and the Pillbox hike are a few minute walk from our guest suite (2-4 min). Kailua beach is right around the corner and Kailua Town shopping and dining is a few minutes drive.brbrThis property is a legally established dwelling that is rented for periods of 30 consecutive day minimum. There is no penalty for early departures so you can book for a shorter stay as agreed upon on the site. This is in accordance with City and County of Honolulu ordinance section 19-18. A 30 rental agreement to be included.br
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$865.58

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Private Vacation Home

Lanikai Hideaway: Modern Luxe Indoor-Outdoor Living/Walk to Lanikai Beach

Kailua, Hawaii, United States

Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this 2021-remodeled single-level home offers bright interiors, seamless indoor-outdoor living, and landscaped gardens that make the property feel like its own private sanctuary.brbrWhat You’ll Love About Lanikai Hideawaybr * Luxury 4BR/3BA home with room for up to 9 guestsbr * Only a 10-minute stroll to turquoise waters of Lanikai Beachbr * Expansive lanai with outdoor kitchen, dining, and lounge areasbr * Remodeled in 2021 with designer furnishings and modern chef’s kitchenbr * Primary suite with vessel tub and private outdoor showerbr * Bocce ball court and lush landscaped yardbrbrLiving & Diningbr The great room combines an airy living space, dining area, and chef-inspired kitchen under vaulted ceilings. Expansive windows and sliding glass doors bring the outside in, filling the space with natural light and views of tropical greenery. Designer touches, warm tones, and smart TVs with Sonos sound create a relaxed, modern ambiance that feels both polished and welcoming.brbrChef-Ready Kitchenbr The newly remodeled kitchen is a centerpiece for gathering. A large island with bar seating makes it easy to chat with the chef, while stainless appliances, modern finishes, and ample counter space invite everything from quick breakfasts to gourmet dinners. An adjacent dining area with garden views makes meals even more memorable.brbrOutdoor Oasisbr Step outside to the expansive lanai, where outdoor living is elevated. An outdoor kitchen, dining table, and plush lounge seating create a perfect space for entertaining or enjoying quiet evenings under the stars. The lanai opens to a manicured yard framed by tropical landscaping, complete with a bocce ball court for a bit of friendly competition.brbrSleeping Quartersbr * Primary Suite – King bed, ensuite bath with vessel tub, private outdoor shower, patio access, A/Cbr * Guest Bedroom 1 – King bed, shares hall bath with Guest Bedroom 2, A/Cbr * Guest Bedroom 2 – Queen bed, shares hall bath with Guest Bedroom 1, A/Cbr * Guest Bedroom 3 – Queen bed, private entrance, ensuite bath, kitchenette, A/Cbr * Den – Twin daybed, ideal for extra guest or childbrbrExtrasbr * Smart TVs and Sonos sound system throughoutbr * Washer/dryer, high-speed Wi-Fi, and beach gear providedbr * Gated entry and fully fenced yard for privacybr * Private outdoor shower for rinsing after beach daysbrbrNearbybr * Walk – 10 minutes to Lanikai Beach, 20 minutes to Kailua Beach Park, scenic walking paths throughout the neighborhoodbr * Short Drive – 5 minutes to Kailua Town cafés, shops, and eateries; 7 minutes to Whole Foods, Target, and boutique shopping; 5 minutes to Lanikai Pillbox Hike; 10–15 minutes to Mid-Pacific Country Club and Royal Hawaiian Golf ClubbrbrGood to Knowbr* Lanikai Hideaway is available exclusively as a 30-day rental. Although full-month occupancy is not required, the monthly rate applies in full. Please inquire for details.br* Tax ID: TA-093-106-8416-01br* TMK: 430030430000brbrReserve your dates now and experience the beauty, comfort, and privacy of Lanikai Hideaway.
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