Vacation Rentals By Owner In Kailua, HI

Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalbrThe closest house to the Ocean in KailuabrLocated in a quiet upscale neighborhood away from the crowdsbrHear the waves breaking just outsidebrGo tide pooling steps awaybr60ft salt-sanitized waterfall lap poolbrDramatic Sunrisesbr16-foot vaulted ceilingsbrWall-mounted Fujitsu air conditioningbrAttached covered outside Oceanview deckbrNo Bedbugs here/Bed Bug Protective Mattress and pillow coversbrbr- This unit looks directly at the oceanbr- Closest Kailua house to the oceanbr- A legal Direct Oceanfront Kailua Vacation Rentalbr- Go tide pooling steps away from your doorbr- Private exterior stairway entrancebr- Located in a quiet upscale Kailua neighborhoodbr- Enjoy the 60-foot, salt lap pool with waterfalls (no red eyes or green hair)br- 1 bathroom with kitchenette/dining/living areabr- 16-foot vaulted ceilings, granite detailing in the kitchen and bathroomsbr- Wall-mounted Fujitsu air conditioning br- wall-mounted smart flat-screen TVbr- Wireless Internetbr- No bed bugs here -Queen bed with encasements br impermeable to mites, br bed bugs, mold, and bacteria. brbrOther details to notebr- City regulations limit the unit to only 2 persons.- Not 2 adults and a child.br- The pool area is restricted to paying guests. This is not a party housebrbr

Absolutely Oceanfront - 60' Waterfall Lap Pool

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$803.32

Wake up at Kai Nalu to wide ocean views, soft morning light, and the quiet rhythm of Kailua living. This thoughtfully designed 3-bedroom holiday home blends breezy indoor-outdoor spaces with refined coastal style, ideal for families, couples, and digital nomads settling in for an extended island stay.brbrWhat You'll Love About Kai Nalubr• Elevated ocean views from the main living space and lanaibr• Bright, open-concept layout filled with natural lightbr• Stylish kitchen with island seating and seamless flow for gatheringbr• Spacious lanai for outdoor dining and sunset unwindingbr• Split A/C in all bedrooms for personalized comfortbrbrLiving & DiningbrThe heart of the home is open, airy, and effortlessly inviting. Large windows frame the ocean beyond, while soft tones and clean lines create a calm, curated feel. The living area is designed for connection and comfort, whether you're hosting a casual evening or enjoying a quiet night in. Just beside it, the dining space offers a relaxed setting for shared meals or a laptop-friendly workspace with a view.brbrChef-Ready KitchenbrEqual parts functional and beautiful, the kitchen features vibrant cabinetry, generous counter space, and bar seating for casual mornings or evening conversation. Its open design keeps everyone connected, whether you're preparing meals or simply enjoying the space.brbrOutdoor OasisbrThe lanai extends your living space into the open air. Sip coffee as the day begins, dine with ocean breezes, or wind down as the sky shifts at sunset. This private vantage point captures the ease and beauty of island life without leaving home.brbrSleeping Quartersbr• Primary Bedroom: King bed, ensuite bathroom, garden view, split A/C, ceiling fanbr• Guest Bedroom 2: Queen bed, ocean view, split A/C, ceiling fanbr• Guest Bedroom 3: King bed, partial ocean and garden views, split A/C, ceiling fanbrbrExtrasbrDesigned with longer stays in mind, the home offers a flexible layout, multiple A/C zones, and a comfortable balance of shared and private spaces.brbrNearby brLocated in a quiet Kailua neighborhood, you're a short drive from sandy beaches, local cafés, and the town's relaxed mix of shops and dining.brbrGood to Knowbr• This is a 30-day minimum short-term rental; the home is exclusively yours for the full rental periodbr• Rates are based on a 30-day stay, please inquire for detailsbr• TAT ID: TA-168-604-3136-01br• TMK / Parcel ID: 1430060150000brbrSettle into the rhythm of Kailua, where longer stays feel effortless and every day begins with the ocean just beyond your window.

Bright Kai Nalu w/ Ocean Views, Lanai + Open Living

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1279.74

One of the original homes on Kailua Beach, this Renovated 1937 five bedroombrbrCottage is just one house from the middle of Kailua Beach, the #1 Beach in thebrbrworld. Nestled between a park and a rarely used club with only one beachfrontbrbrneighbor, this quiet and serene gated home has private beach access as wellbrbras a salt water pool and hot tub, and giant doors that open the entire centerbrbrof the house to the huge lanai. You'll be greeted every morning with thebrbrsounds of birds chirping, ocean breezes in the palm trees, and the wonderfulbrbrsound of waves crashing at the beach. Enjoy the evenings on the 1,000 squarebrbrfoot lanai listening only to the waves and breezes with your dinner at thebrbrlarge Balinese table, followed by board games with the kids and a glass ofbrbrwine as you relax in the peace, plus a night swim in the warm pool under thebrbrstars.brbrbrbrThis home was renovated in 2019 with all new kitchen, floors, and baths and abrbr20 foot raised central ceiling, all while maintaining the original, historicbrbrcharm of this very unique property. Owned by one family since its purchasebrbrfrom the Queen of Hawaii all the way until 2019, this is an experience inbrbrhistory, beauty and serenity like no other.brbrbrbrThe best boogie boarding in Oahu is directly in front of the home. Walk tobrbrthe left to surf at Castles, walk to the right for parasailing andbrbrkiteboarding. Or just sit still on the beach enjoying one of the greatestbrbrtropical views in the world.brbrbrbrUnder local laws, this property may not be rented for less than 30 consecutivebrbrdays. Rental prices will not be reduced or adjusted based on the number ofbrbrdays the rental is actually used or occupied.brbrbrbrTMK #430160220000brbrbrbrbrbrbrbrHosted by RedAwning Vacation Rentals, over 2,000,000 Guests Served brbr brbrWelcome to RedAwning, a whole new way to travel. We make staying in a uniquebrbrhome or apartment easier than staying at a hotel. By partnering with localbrbrhosts throughout North America, we provide you with the broadest collection ofbrbrhomes in the most destinations. Every stay includes our experienced 24/7brbrcustomer assistance, our free mobile app, and accidental damage protection forbrbryour trip with no security deposits. Wherever you want to go, RedAwning isbrbrhere to make your journey easier! brbr brbrWant your own property to be included here and in the RedAwning Collection brbrJoin Us and we will instantly promote your property everywhere guests shop forbrbrtravel.brbrbrbrTAX ID: GE-045-319-8848-01brbrbrbr

Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach by RedAwning

Kailua, Hawaii, United States

5

Bed

Bath

10

Sleeps

$379.88

Hawaii's Hidden Hideaway is an AWARD-WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by its guests. Featured in the TRAVEL magazine and other international publications. brbrPLEASE CONTACT US BEFORE BOOKING, to ensure we have availability in the unit that you want. We have 7-night minimum stay requirements over the holidays, and we do have holiday rates that apply to all stay. Prices listed are for a regular studio. brbrYou have separate units. Your choice of EITHER the deluxe Suite or Studio. Both have a private entrance, private bathroom, kitchenette, dining area and outdoor lanai. We do not have a two-bedroom unit. brbrThe suite has a queen bed and a single sleep sofa in the same room. It also has a large garden lanai and a private jacuzzi. There is a $45/nt upgrade charge for the suite. Free parking, WiFi, AC, and cable TV. No resort fees. brOrbrYou can have a garden studio that has all the amenities of the other unit, but it does not have the outdoor spa. The studio can have a king, queen OR twin beds. It is best to check with us before booking to see which one is available. brbrThere is a supplemental for holiday bookings from Dec 15 to Jan 4. Studio $35/nt and Suite $60/nt. This will be billed separately. brbrOnly a short walk to the world famous Lanikai and Kailua Beaches. Watch the sunrise, listen to the ocean on a quiet night, or walk on the beach as the moon rises between the islands. This distinctive spot is only 30-minutes from Waikiki, Honolulu or the airport. (depending on traffic). Five minutes from the town of Kailua are great restaurants, antique shops, and rentals for kayaks and windsurfing. brbrThe kitchenette includes a fridge, microwave, coffee maker, blender, toaster, hot plate, all the dishes and pots and pans. You also have a clock radio, ceiling fan, and access to laundry facility, outdoor shower and much more. A welcome breakfast of tropical juices, cereals, pastries, yogurt, fruits, coffee, teas, and surprises is provided. brbrAGAIN - Please contact us before booking. brbrNotes: Minimum stay 3 nights. NO PETS. 7 night minimum over holidays. br A permitted legal establishment #1990/NUC-1736, TMK # 43004047.brbrKeywords: Bed & Breakfast, vacation rental

Bed & Breakfast

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$2017.77

LUXURY Lanikai oceanfront home built in 2006, charming board and batten home, concrete floors throughout with the charm of old Hawaii. Beautiful gardens, outside dining and entertainment areas, large pool, big yard spaces, and awesome private outdoor showers that you will love. Extremely private, drive in the garage close the door and your dream home awaits you. Exquisitely furnished, and well appointed, you will never want to leave. Large rooms with private baths and comfortable beds - you will think you are at a 5-star resort.brbr*30-DAY MINIMUM RENTALbr4.712% GET, 10.25% TAT, 3% OTAT

Luxury Lanikai Oceanfront Home!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$143.16

E Komo Mai! (Welcome!)brAn Awesome guest house located in the back of our home waiting to welcome you to beautiful Hawaii! We are just a short walking distance from Kailua Beach and Kailua town. This property is an owner occupied home.brbrThe cottage is equipped with a small refrigerator, dish washer, cook top, microwave, toaster, dishes and cutlery. Coffee and Tea are provided for 1st morning, but you may want to stock up on fresh produce at our local farmer's market (Thursdays and Sundays).brbrHelp yourself to beach chairs, boogie boards, snorkeling masks, a SUP. Upon returning home from the beach rinse off in the hot water outdoor shower, hang your beach clothes and maybe nap to the soothing sounds of out tropical birds cooing. Afterwards you might choose to head into charming Kailua town. We have a variety of yummy restaurants at various prices and a Whole Foods!brbrIf you choose to venture out to explore the island which is only 40 miles tip to tip Kailua is perfectly situated. We have the H3 highway, Pali highway and Like Like. As a Kama'aina I am thrilled to offer you suggestions to my favorite adventures here and off island.brbrWashing machine and dryer are provided and shared upon request.. It is furnished with a bunk bed and a new queen size bed. It is meant for a maximum of 3 adults or 2 adults 2 children.brWe are located at the end of a quiet cul de sac. brYou have a parking space next to mine in front.brbrI live on site with a friendly and sweet 4 year young dog, True. She mostly keeps to herself, but if you have treats that might change things. brWe look forward to welcoming you to our place in paradise.

Apartment

Entire Fantastic Kailua Cottage.. waiting for you!

Kailua, Hawaii, United States

Bath

Sleeps

$1806.16

Six bedroom ocean front home with pool and Japanese-style onsen (hot tub) is ideally suited for multi-family or multi-generational accommodation. Recent renovations and 2021 upgrades include split-air conditioning throughout the home, updated landscaping, new furnishings including all beds and linens and a re-modeled kitchen that includes new stainless steel appliances, new dish ware, and everything needed for those who love to cook. The kitchen includes a center island for food preparation, bar seating for 4 and a thoughtful coffee station to prepare that early morning coffee. Just off the kitchen is a convenient laundry room with double washer and dryer to accommodate the larger family gatherings.brbrThe home is located towards the front entrance to Lanikai, an exclusive enclave of beachfront and beachside homes approximately 2 miles from the center of Kailua Town. The property is on the ocean and just a short walk to Lanikai Beach, a stretch of sugary white sand beach and gentle surf throughout the year. It is also a short walk to Kailua Beach Park which is just to the north with three miles of white sandy beach, and the iconic Buzz's Original Steak House.brbrAs you enter the home, you will be greeted by tropical landscaping, a trickling water fall and heated swimming pool which is the focal point of the home. 5 bedrooms may access the pool directly from sliding windows. The grand master suite and private lanai are located upstairs overlooking the ocean. Also upstairs is a loft/seating area for those looking for a quiet reading area, as well as an additional room that could serve as an office, nursery or extra bedroom if needed. The bedding and bath configuration is as follows:brbrGuest Room 1 - King Bed upstairs primary with ensuite bath. Additional daybed adjacent to master suite.brGuest Room 2 - King Bed - on the lower level with ensuite bathbrGuest Room 3 - Queen Bed - on the lower level with ensuite bathbrGuest Room 4 - 2 Queen Beds on lower level with ensuite bathbrGuest Room 5 - 2 Queen Beds on lower level with ensuite bathbrGuest Room 6 - King Bed on lower level with nearby bath In hallwaybrbrThis home has several gathering areas inside and out, providing guests the option to enjoy an outside barbecue together, watch a movie in the media room or work alongside each other if business calls. The front lanai and grass lawn provide endless hours of ocean enjoyment as paddlers and kite surfers pass nearby. The home has added a high speed wifi system that may be accessed throughout the property to accommodate today's remote workers. Boogie boards, beach chairs, beach towels and quality bath amenities complete this well-equipped home so that you may enjoy your time in paradise.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. There is an owner paid utility cap of $1500 (electricity) per 30-day period. This home is compliant with Hawaii State Legislation (HB2078) and is available to lease from 1 to 6 monthsbrLic#TA-211-647-0272-01. TMK.

Spectacular Lanikai Ocean Front w/Pool - newly remodeled, sleeps up to 18!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1041.45

Experience the ultimate Hawaiian escape at Mokulua Sunrise, a stunning 4-bedroom, 3.5-bath oceanfront villa nestled in the world-famous Lanikai neighborhood of Kailua, Oahu. With sweeping, unobstructed views of the turquoise Pacific and the Mokulua Islands, this exquisite retreat offers an unparalleled blend of luxury, comfort, and island serenity.brbrWhat You’ll Love About Mokulua Sunrise by Gatherbr• Prime oceanfront location with panoramic views of the Mokulua Islandsbr• Newly remodeled interiors by designer Lucky Bennet featuring custom Koa wood finishesbr• Expansive 4,385 sq. ft. open-concept floor planbr• Private oceanside lanai with chaise lounges, hammock, and lush landscapingbr• Spacious gourmet kitchen with stainless steel appliances and granite countertopsbr• Primary suite with ocean-view lanai, jacuzzi tub, and spa-like ensuitebr• Multiple indoor and outdoor gathering areasbr• Central A/C, ceiling fans, and Smart TVs throughoutbr• Gated driveway, 2-car garage, EV charging station, and private courtyard with koi pondbrbrLiving & DiningbrStep through the gated entry into a tranquil courtyard featuring a peaceful koi pond and tropical landscaping. Inside, an expansive open-concept living space welcomes you with floor-to-ceiling windows framing the sparkling ocean. The main living room offers plush seating and a large Smart TV, creating the perfect setting for movie nights or relaxation. A secondary lounge under the open landing invites you to unwind with views of the Pacific.brbrThe formal dining area comfortably seats six, while additional dining spaces allow for easy entertaining. The seamless design connects living, dining, and kitchen spaces, creating a perfect flow for both intimate gatherings and group celebrations.brbrChef-Ready KitchenbrDesigned for the culinary enthusiast, the fully equipped kitchen boasts high-end stainless steel appliances, marble granite countertops, and a central island with breakfast bar seating for eight. With wraparound counters and ample storage, this chef’s kitchen is ideal for preparing family meals or enjoying casual breakfasts before a day at the beach.brbrSleeping QuartersbrUpstairs, four beautifully appointed bedrooms offer privacy and comfort:br• Primary Suite: Olympic Queen bed, Smart TV, ceiling fan, and lanai access with direct ocean views. Ensuite bathroom with dual vanities, jacuzzi tub, walk-in marble shower, and skylight.br• Guest Bedroom 2: Two double beds, mountain views, ensuite with shower, soaking tub, and single vanity.br• Guest Bedroom 3: King bed, Smart TV, and lanai access with ocean views. Shares a Jack-and-Jill bath with Guest Bedroom 4.br• Guest Bedroom 4: King bed, Smart TV, ceiling fan, and access to shared Jack-and-Jill bath with shower/tub combo and vanity.brbrAll bedrooms feature air conditioning and ceiling fans for personalized comfort.brbrOutdoor OasisbrStep outside to the elevated oceanside lanai where sun loungers, hammocks, and lush palms create your private tropical sanctuary. Enjoy morning coffee as the sun rises over the Mokulua Islands or unwind at sunset while gentle waves roll ashore just steps away. The gated driveway and garage provide security and convenience, while the home’s design ensures total privacy.brbrAmenitiesbr• Private oceanfront lanai with hammock and loungesbr• Stainless steel BBQ grillbr• Full laundry room with washer, dryer, and utility sinkbr• 2-car garage with EV charging stationbr• Smart TVs in multiple roomsbr• Central A/C and ceiling fansbr• Complimentary Wi-FibrbrNearby AttractionsbrLocated in Oahu’s prestigious Lanikai neighborhood, Mokulua Sunrise places you minutes from some of Hawaii’s most iconic destinations:br• Lanikai Beach – just steps awaybr• Kailua Town – 5 minutes (shopping, dining, and local cafes)br• Kailua Beach Park – 5 minutesbr• Maunawili Falls Trail – 20 minutesbr• Downtown Honolulu – 30 minutesbr• Honolulu International Airport – 30 minutesbrbrGood to Knowbr• This property is offered as a monthly rental. The monthly rate applies in full regardless of nights stayed (no prorated rates).br• A utility fee of $750 per month applies to stays of 21 days or more.br• The property will be made exclusively available to the renter for a full 30-day period; no other guests may occupy the property during that time.br• Hawaii Tax ID: TA-013-318-7072-01br• TMK: 430040990000brbrEscape to Mokulua Sunrise by Gather, where luxury, natural beauty, and tranquility converge to create an unforgettable island retreat. Whether you’re lounging on the lanai, exploring Lanikai’s pristine beaches, or simply savoring the view, this home is your private piece of Hawaiian paradise.

Superbly Designed Home w/ Views of the Mokulua Islands & Ocean: Mokulua Sunrise

Kailua, Hawaii, United States

Bed

Bath

8

Sleeps

$332.84

TLA Approved! Walk to Kailua Beach • Fenced Yard • Updated 3BR/2BAbrbrEnjoy relaxed island living in this updated, fully furnished 3-bedroom, 2-bath home just a short walk from the soft sands of Kailua and Kalama Beach. Perfect for military families, traveling professionals, or extended stays, this home offers comfort, convenience, and a highly desirable location.brbrThe home features a newly remodeled open-concept kitchen with an island, seating, upgraded farmhouse sink, and stylish floating shelves—ideal for cooking, gathering, or working remotely. Both bathrooms have been recently updated, including a brand-new second bathroom.brbrStep outside to a fully fenced yard and outdoor space, perfect for relaxing, enjoying the trade winds, or spending time with family. A private in-unit laundry adds everyday convenience.brbr⸻brbrPrime Locationbr • Kailua Beach: 0.5 milesbr • Kalama Beach Park: walking distancebr • Kailua Town: 0.9 miles (shops, restaurants, Target, Whole Foods)br • Castle Medical Center: minutes awaybr • MCBH: approx. 10 minutesbr • Easy access to H-3 and major routesbrbr⸻brbrThe Spacebr • Bedroom 1: Queen bed, dedicated workspace, walk-in closetbr • Bedroom 2: Queen bed, large closetbr • Bedroom 3: Queen bed with en-suite bathroombrbr⸻brbrGuest AccessbrbrGuests have full access to the entire 3-bedroom, 2-bath home.brBoth bathrooms have been recently updated for comfort and style.brbrThe left side yard and backyard are fully fenced and available for your use.brbr⸻brbrOther Things to NotebrbrEnjoy true island living with cool trade winds and ceiling fans in every room.brPlease note that the home does not have air conditioning. This is a bottom floor unit in a home. There is one other Ohana unit on the property. All spaces of the unit are private, with the exception of the right side yard, used to access the other unit. Shared driveway.brbrMinimum Stay Requirement:brIn accordance with Hawaii regulations, a 30-day minimum stay is required.brbrSecurity Cameras:brFor your safety and security, exterior security cameras are installed around the outside of the property. There are no cameras inside the home.brbrRegistration Number:br085-276-8256-01

Steps to Kailua Beach • Relaxing 3BR Oasis • Fenced Yard

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$236.91

Our Tropical Treasure is situated at a cool 1300' elevation with a million dollar view over looking the ocean. The climate is perfect all year around.brThis 1-bedroom studio is a sanctuary after a day at the beach or exploring other parts of the island. This mother-in-law-unit has it's own private part of the house, which means you will have privacy as you occupy a complete section of the house at garden level. It's spacious, newly decorated and very quiet.brbrThe bedroom has new queen-size bed with comfy chairs and a small desk. There is 1x twin bed on the covered lanai. The futon in the living room folds down into a full-size bed. It's great for 4x and palatial for 2x. brbrThe kitchen has a brand new gas range and washer/dryer unit.brbrThe screened-in lanai has an ocean view with a spectacular sunset where you can enjoy your breakfast, lunch, and dinners.brbrMost Hawaii visitors are full of plans to explore this beautiful island, and usually only come back to the house to sleep.brbrWe used to host interns and volunteers and have had many people say: wow, this is awesome!brbrYou will not only enjoy the privacy, the quiet neighborhood, and the view, but you can also rely on our local knowledge being in Kailua-Kona for 25 years.

Guest House

New Listing: Spacious Suite for 4x with panoramic ocean view

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$334.38

brbrIn the quaint exclusive neighborhood of Lanikai, our quiet place sets back off the road. It’s a beautifully remodeled house. Beautiful Lanikai Beachhouse newly remodeled December 2022. Rarely available. New fresh paint, new floors, new beds, new mattress, new kitchen appliances, newly furnished, elegantly finished, new washer & dryer, new lanai, new comfy spacious couch, new tv, new comforters, new sheets, new pillows, new bathroom counters. brbr5 minutes brisk walk to the famous white sand beach blue turquoise ocean waters of Lanikai beach. Quiet quaint neighborhood for peaceful morning on beautiful lanai to enjoy morning coffee with fresh hawaii air and sunshine. brPrivate green yard and lots of off street parking. Multiple easy beach and ocean access. brbr

Beautifully remodeled Lanikai house,spacious inside alot of green space outside

Kailua, Hawaii, United States

Bed

Bath

7

Sleeps

$300.73

Escape to this lovely house in picturesque Kailua. This enchanting property features 1 king size bed in bedroom, WiFi, AC, a washer and dryer in unit, a hair dryer, and an iron. Guests will find the space pleasant and inviting, perfect for a relaxing getaway. Enjoy your time in Kailua at our lovely house.

Beautiful 1-bedroom house in charming Kailua with AC, WiFi and private pool

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$504.19

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!

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$142.45

New charming studio rental located on the owner's property in beautiful Kailua, Hawaii. Perfectly situated just moments away from stunning beaches, lush landscapes, and quaint town. This cozy retreat offers a unique blend of comfort, convenience, and island charm. The studio features a comfortable queen-sized bed, a pull out couch, a well-equipped kitchen for all your culinary needs, and a cozy seating area perfect for relaxing after a day in the sun. Enjoy your morning coffee or evening cocktails in your outdoor space, surrounded by the soothing sounds of nature.brbrTo comply with the Oahu short term regulations our beautiful home is available for 30 days minimum regardless of actual occupancy and will remain vacant for the 30 day period should you leave sooner. You may find that our rates and amenities are more affordable than a hotel stay.

Apartment

Charming apartment with AC and WiFi in serene Kailua.

Kailua, Hawaii, United States

Bath

Sleeps

Exceptional(8)

$1083.97

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.

Pueohala - Kailua Beach Front

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1281.5

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

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

Kailua, Hawaii, United States

5

Bed

Bath

10

Sleeps

$282.44

Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony. Bright and airy, you’ll enjoy ocean breezes and fall asleep to the sound of waves. Have your pick from the gorgeous in-ground salt water pool or world famous Kailua beach, just steps away.brbrWe’re 3 houses away from beautiful Kailua beach via a private entrance.brbrThe spacebrKitchen features a stove top, microwave, Ninja oven, slow cooker, Stainless steel pots and pans.brDine al fresco on the balcony with seating for 4.brbrPool is salt water.brUnit is on the second floor, must be able to walk up a flight of stairs.brbrNo-smoking allowed in property- inside or in the yard.brbr30-day minimum rental is required by Oahu law.

Apartment

Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1065.0

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.

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

Kailua, Hawaii, United States

5

Bed

Our spacious, clean 3 bedroom, 2 bath house has lots to offer for your stay. Just 7 mins walk to the beach, 30 mins drive to the airport, 20 mins drive to Honolulu, 5 mins drive to Kailua town. Welcome to come and explore locally beautiful, turquoise beaches (Lanikai, Kailua, Waimanalo beach), hikes (Pillbox hike, Mainawili waterfalls) or drive across the island to enjoy breathtaking views! brOur place is limited to only July 17-August 1, so first come, first serve.

Bath

12

Sleeps

Select Dates for Price

Cottage

Family cottage available July 17-August 1.

Kailua, Hawaii, United States

Bed