Vacation Home Rentals By Owner In Kailua, HI

$724.14

Pilipu Palms 2

Kailua, Hawaii, United States

Large 3 BR, 2.5 Bath on quiet family friendly beachside street, steps to private street access to beautiful Kailua Beach! Bamboo floor throughout, new kitchen and baths.brbrSplit AC in all bedrooms.brbrLarge covered lanai, pool, and hot tub. Open floor plan allows for fourth bedroom to be used for office, playroom or bedroom (with air mattress).brbrBasic Cable, Wifi and lawn and pool service included. Private Laundry.br2 car off street parking.brbrJust minutes from Kailua town, MCBH, and H3 accessbrbrMinimum 30 day stay - TLA Approved

3

Bed

3

Bath

5

Sleeps

$1670.33

/ Nightly

Private Vacation Home

Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai

Kailua, Hawaii, United States

VIP Luxury Villas welcomes you to Leaf House, a serene three-story sanctuary set above Lanikai’s turquoise shoreline. Sophisticated architecture, panoramic Mokulua Island and mountain views, and over 7,000 combined square feet of indoor and outdoor living create an unforgettable island retreat designed for wellness, connection, and quiet luxury.brbrWhat You’ll Love About Leaf Housebr• Private gated entry leading to a thoughtfully crafted Hawaiian residence on an oversized hillside lotbr• A tranquil pool oasis with waterfall, cabana, outdoor kitchen, fire table, tiki torches, and twinkling evening lightingbr• Sweeping ocean, Mokulua Islands, and Ko‘olau mountain vistas from nearly every levelbr• An expansive veranda shaded by a mature mango tree, perfect for slow mornings or twilight gatheringsbr• Wellness-inspired amenities including an outdoor yoga room, steam shower, whole-home sound system, and private movie theaterbrbrLiving & DiningbrInside, coastal elegance meets artisanal craftsmanship. Jerusalem stone floors flow through the main living level, complemented by hand-woven Balinese-style ceilings and rich Hawaiian Koa wood. A wall of windows frames Mokulua views while inviting natural light into the open-concept living and dining spaces. Host memorable meals around the formal dining table for eight or unwind with ocean breezes on the adjacent lanai, where a fire table sets the tone for relaxed evenings.brbrChef-Ready KitchenbrThe gourmet kitchen is designed for ease and inspiration. Enjoy a gas cooktop, large refrigerator, multiple wine fridges, espresso machine, and abundant prep space. Breakfast at the bar becomes a moment of calm as morning light rises over the Mokuluas.brbrOutdoor OasisbrLeaf House’s outdoor sanctuary feels completely private. Lounge by the pool beside sea-inspired sculptures, read under the cabana’s soft shade, or dine al fresco in the outdoor kitchen. At twilight, string lights and tiki torches transform the setting into a peaceful haven. The upper-level veranda invites afternoon tea, journaling, or family time beneath the mango tree.brbrSleeping Quartersbr• Primary Suite – King bed, ensuite bath with soaking tub and walk-in shower, ocean views, private lanai, split A/C, ceiling fanbr• Guest Bedroom 2 – King bed, partial ocean view, split A/C, ceiling fan, downstairs with reclaimed oak driftwood aestheticbr• Guest Bedroom 3 – King bed, garden view, lanai access, split A/C, ceiling fan, downstairsbr• Guest Bedroom 4 – Two twin beds, partial ocean view, split A/C, ceiling fan, downstairsbr• Guest Bedroom 5 – Queen bed, ocean views, split A/C, located upstairs near the kitchenbrbrExtrasbr• Private movie theaterbr• Steam showerbr• Outdoor yoga roombr• Beach chairs, boogie boards, coolersbr• Basketball, football, and soccer ballbr• Board gamesbr• High-speed Wi-Fi and dedicated workspacebrbrNearbybr• Walk: Lanikai Beach, beach access paths, neighborhood strollsbr• Short Drive: Kailua Town dining and boutiques, Lanikai Pillbox Trail, watersports, golf, hiking, marketsbrbrGood to Knowbr• Monthly rental; full 30-day rate applies regardless of nights stayedbr• No prorated rates; property is exclusively yours for the full rental periodbr• Telescope and massage chair are not available for guest usebr• Construction next door may cause noise or partial view obstruction through 2026–2027br• Tax ID: TA-212-540-3648-01br• TMK: 430020420000brbrReserve your dates now and experience the quiet elegance, comfort, and restorative beauty of Leaf House.

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Bath

Sleeps

$1229.51

/ Nightly

Private Vacation Home

Lanikai Breeze: Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach

Kailua, Hawaii, United States

Just steps from world-famous Lanikai Beach, Lanikai Breeze by Gather offers the ultimate blend of modern luxury and relaxed coastal charm. Built in 2017 and beautifully furnished by local designer Lotus Home Staging, this 5-bedroom, 4.5-bath home was crafted for unforgettable family getaways, featuring open-concept living, elegant island décor, and seamless indoor-outdoor flow to a private tropical pool courtyard.brbrWhat You’ll Love About Lanikai Breezebr• Brand-new construction with upscale furnishings and island-inspired designbr• Private courtyard with swimming pool and covered lanaibr• Gourmet kitchen with high-end appliances and open-concept living areabr• Separate guest suite with kitchenette and private entrancebr• Steps from Lanikai Beach and the Mokulua Islands viewbr• Central and split air conditioning throughoutbr• Peaceful, private setting in one of Oahu’s most desirable neighborhoodsbrbrLiving & DiningbrThe heart of the home is a spacious, open-concept living and dining area where families can gather and relax. Oversized sliding glass doors open to the lanai, creating a natural connection between indoor and outdoor spaces. The bright living room features plush seating, ceiling fans, and a large flat-screen TV—perfect for cozy evenings after a day of island adventure.brbrThe adjacent dining area comfortably seats eight, while the breakfast bar adds extra space for casual meals or conversation.brbrGourmet KitchenbrThe fully appointed kitchen is a chef’s dream, featuring premium appliances, sleek cabinetry, and ample counter space for preparing meals and entertaining. Whether you’re hosting a dinner or preparing light snacks, this space is as functional as it is beautiful.brbrOutdoor OasisbrThe private pool courtyard is the centerpiece of Lanikai Breeze, offering a serene setting framed by tropical landscaping. Lounge on the sunbeds, enjoy an outdoor meal on the shaded lanai, or take a refreshing swim just steps from the main living areas and bedrooms.brbrSleeping Quartersbr• Primary Bedroom – King bed, ensuite full bath with dual vanities and walk-in shower, sliding doors to pool lanaibr• Guest Bedroom 2 – King bed, ensuite Jack and Jill full bath, lanai accessbr• Guest Bedroom 3 – Queen bed, ensuite full bath, lanai accessbr• Guest Bedroom 4 – Queen bed, ensuite full bath, lanai accessbr• Guest Bedroom 5 (Guest Suite) – Queen bed, private entrance, kitchenette, full bath with walk-in showerbrbrGuest Suite HighlightsbrPerfect for guests seeking added privacy, the guest suite includes a separate entrance and kitchenette equipped with a wine fridge, refrigerator, microwave, toaster oven, dishwasher, and wet bar.brbrNearby Attractionsbr• Lanikai Beach – Just steps away, with calm turquoise waters perfect for swimming and kayakingbr• Kailua Beach Park – 5 minutes away, offering paddleboarding, windsurfing, and soft white sandsbr• Kailua Town – 8 minutes away, with boutique shopping, cafes, and restaurantsbr• Mokulua Islands – Kayak or paddleboard to the iconic twin islets off Lanikai’s coastbr• Pillbox Hike (Kaiwa Ridge Trail) – A short walk to one of Oahu’s best sunrise viewpointsbr• Makapu‘u Lighthouse Trail – 25 minutes by car, for spectacular ocean and whale-watching viewsbr• Honolulu & Waikiki – Approximately 30 minutes’ drive for city dining, shopping, and nightlifebrbrGood to Knowbr• Offered as a monthly rental (30-day minimum) – fixed monthly rate applies regardless of stay lengthbr• Standard occupancy: 10 guests (maximum 10 guests)br• 4 full bathrooms + 1 half bathbr• Central and split A/C throughoutbr• Direct walking access to Lanikai Beachbr• Located in the peaceful and secure Lanikai Loop neighborhoodbr• Hawaii Tax ID: TA-135-880-0384-01br• TMK: 430070810000brbrWake up to ocean breezes, lounge by the pool surrounded by tropical greenery, and stroll to the powdery sands of Lanikai Beach—all from the comfort of this exceptional modern retreat. Whether you’re seeking relaxation or adventure, Lanikai Breeze by Gather delivers an unforgettable stay in paradise.

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$250.3

/ Nightly

Private Vacation Home

Secluded Beach Bungalow with Private Garden

Kailua, Hawaii, United States

Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences.brbrThis garden oasis (we've planted over 3,000 trees and plants) is in the most awesome location - situated right at the entry of Kailua Beach Park - walk out the back gate and you are 100 steps from Kailua Beach where you will find 2.5-miles of its famous soft white-sand and turquoise water - - often rated in the top 10 most beautiful beaches in the world. Beach walk, swim, kayak, wind-surf, kite board, body surf, snorkel, hike, walk/jog the Lanikai loop - there is an abundance of fun activities here...or, completely relax and chill out - it's very easy in this quiet & secluded bungalow on the 1st level of a 2-story home.brbrGreat retreat for a maximum of 2 easy-going, nonsmoking (since we request no smoking anywhere on the property) adults (25 years and older only). brbrThe bungalow rental includes:brbr- Off-street parking br- Private entry br- Private outdoor garden with a barbecuebr- Wireless Internetbr- Air Conditioningbr- Flat screen TV w/ HD cable including free HBO & Showtimebr- Kitchen includes: Mid-size fridge, microwave, toaster oven, induction cook top (solo), blender, coffee maker, tea hot pot br- A new garden room with a 6' by 4' window overlooking your private garden... brbrThe plates, silverware, wine glasses, bedding, towels, etc. are all top quality. Queen sized bed.brbrAlso includes:brBeach chairs, beach towels and cooler - an iron and ironing board - blow dryers, , etc... it's got it all.brWasher/dryer (shared)brbrTo be good neighbors, we ask that our guests have no more than 2 additional guests on the property.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. The 30-day rental period will be communicated to guest upon booking.brbrbrbrbrbrbr

1

Bed

1

Bath

2

Sleeps

$860.3

/ Nightly

Private Vacation Home

Lanikai Ola Nani: Majestic Retreat, Close to Bch, Designer Details, Views!

Kailua, Hawaii, United States

Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s most exclusive neighborhood.brbrWhat You’ll Love About Lanikai Ola Nanibr* Steps from iconic Lanikai Beach for sunrise walks, swimming, and paddleboardingbr* Elegantly updated (2021–2022) with designer finishes and Restoration Hardware furnishingsbr* Chef’s kitchen with premium appliances and backyard herb gardenbr* Rear deck with Koʻolau Mountain views and alfresco diningbr* Recreation/media room with retractable walls for breezy indoor-outdoor livingbr* Dedicated home office doubling as a 4th bedroom with private entrancebrbrLiving & DiningbrArrive through lush landscaping where banana palms frame your private hideaway. Inside, the open-concept lounge features vaulted ceilings, Restoration Hardware seating, and oversized sliding doors that lead to the rear lanai. A dining table for ten and an airy recreation room with retractable walls create effortless flow between indoors and out.brbrChef-Ready KitchenbrDesigned for both style and function, the gourmet kitchen offers wide-plank oak flooring, top-tier appliances, and abundant counter space. Just outside, a private herb garden invites guests to add fresh ingredients to island-inspired meals.brbrOutdoor OasisbrUnwind on the rear deck with mountain views, dine alfresco beneath the stars, or enjoy games and sunbathing in the expansive yard. After the beach, rinse off in the outdoor shower and relax into the island pace.brbrSleeping Quartersbr* Primary Suite – King bed, lava stone patio access, ensuite bath with double sinks, soaking tub, and walk-in rain showerbr* Bedroom 2 – Queen bed, Moroccan-tiled ensuite bath, walk-in closet, garden viewbr* Bedroom 3 – King bed (convertible to two XL twins), front garden view, adjacent hallway bath with tub/shower combobr* Bedroom 4/Home Office – Convertible twin daybeds, private entrance, stand-up desk, monitor, printer, speaker system, ensuite full bathbrbrEach bedroom offers blackout shades, smart TVs, eco-friendly ceiling fans, and individually controlled A/C. Bathrooms are stocked with plush bamboo or cotton towels and Malie Organics toiletries.brbrExtrasbrHigh-speed internet, a full laundry room, luxury furnishings, and beach gear are included for convenience. The home office setup makes remote work seamless.brbrNearbybrWalk: Lanikai Beach, Lanikai Pillbox TrailbrShort Drive: Kailua Beach Park, Kailua town cafés, shops, and dining, plus additional hiking trailsbrbrGood to Knowbr* Monthly rental only; fixed 30-day rate (no prorating)br* Property reserved exclusively for one renter per 30-day periodbr* Utility Deposit: $300br* There is an electricity allowance of $150. Anything beyond this will be deducted from the $300 deposit. If there is any credit left, it will be refunded.br* Interior fully renovated 2021–2022br* Transient Accommodations ID: TA-053-385-4720-01 br* TMK: 430060440000brbrExperience island living redefined at Lanikai Ola Nani by Gather, where privacy, design, and comfort meet the serene beauty of Kailua’s most treasured beach. Reserve your 30-day stay and embrace the aloha lifestyle.

Bed

Bath

Sleeps

$372.3

/ Nightly

Private Vacation Home

Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches

Kailua, Hawaii, United States

Min 30 days requiredbrLush tropical gardens make this private home into a quiet, comfortable retreat. Large enough for six adults, plus a couple of keiki (children), this home was designed by the late Vladimir Ossipoff, award-winning Hawaii architect. Mr. Ossipoff's trademark includes open-plans blessed by the trade winds. Views of the dramatic Koolau mountains surround this lovely family home.brbrPeaceful and safe for families, this house is in a quiet residential upscale neighborhood ideal for a getaway, a place to come together again with family and friends, or a celebration of the generations.brbrKick back, lie on a comfortable chaise lounge, choose your lanai (there are two), inside or out, the tropical foliage and flowers surround you.brbrThis home is just a seven-minute drive to world-renowned Lanikai and Kailua Beaches and friendly Kailua Town where you can rent a kayak, learn to windsurf or dine on local delights.brbrFeatures include beamed ceilings, teak and tropical wood furniture, a tile-floored dining/family room, ceiling fans throughout, a fully-equipped kitchen, modern-style bathrooms.brbrThe house has FREE wi-fi. brbrLiving Space: A full living room with TV/DVD player, extra sitting area, large dining/family room with large dining table that extends for groups and a full kitchen.brbrBed Set-up: 2 queens, 1 full, 1 double futonbrbrBedrooms: The master bedroom has a private bath with windows opening to an enclosed garden, a queen-size four-poster bed, mirrored closet doors and air conditioning. Bedroom 2 has a full bed and a big closet. Bedroom 3 is the Gecko room. It has a queen bed, has A/C and looks out on the garden.brbrExterior: A covered lanai with table and chairs, lounges, and another covered lanai with chairs and barbeque are available. Tropical plants surround the home. The yard is completely fenced in. brbrThe house has wi-fi access. Min 30 days req.brbrKeywords: House, Home

3

Bed

2

Bath

8

Sleeps

$661.82

/ Nightly

Private Vacation Home

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Kailua, Hawaii, United States

Welcome to Alohawaii Properties by the Sea, a licensed transient accommodations operator (License 1990/NUC-1760), Registration Numbers GE-039-001-2928-01, TA-039-001-2928-01. Located on a quiet beach lane, our villa offers a peaceful spot to relax and enjoy the best of Kailua. Just a one-minute walk to the best stretch of Kailua Beach, where soft sand, turquoise water, and gentle waves invite you to swim, snorkel, or paddle a kayak.brbrWhen you're not at the beach, you can use the shared pool or soak in the hot tub, both surrounded by gardens. Inside, the villa has air conditioning and free WiFi, plus essentials like a hair dryer, shampoo, conditioner, and body wash. To help you enjoy the outdoors, we provide beach gear including bikes, boogie boards, coolers, chairs, mats, and towels. A shared washer and dryer with laundry supplies is available if needed, along with a gas BBQ for outdoor cooking. The unit also has two private bathrooms, one inside and another by the pool.brbrWhether you're looking for a quiet getaway, a family trip, or a chance to enjoy island life, our villa is a comfortable home base. Check out the photos, imagine yourself here, and come experience the magic of Kailua with us.

2

Bed

2

Bath

5

Sleeps

Select Dates for Price

Private Vacation Home

Tropical Haven: 3BR Sanctuary Between Two Famous Beaches

Kailua, Hawaii, United States

-This Is A Fully Furnished Rentalbr-Wifi Includedbr-TV With Amazon Prime Videobr-Washer & Dryer br-Free Parking On PremisesbrbrKeep it simple at this peaceful and centrally-located place. This modern home just minutes from the beach. This three bedroom home is nestled in one of the most convenient locations. Featuring a covered lanai and a bbq area. Just minutes to both Kailua Beach and Waimanalo Beach, both named among the nations best beaches. Convenient shopping, biking, snorkeling, kayaking and great eateries all within a few miles. Come experience all that O'ahu has to offer.brbr-All utilities included.br-Wifi Includedbr-Pets allowed upon owners approval.brbr-No smoking

Bed

Bath

Sleeps

$1137.17

/ Nightly

Private Vacation Home

The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!

Kailua, Hawaii, United States

Hale Kainalu is a sweet getaway at the end of Lanikai with exclusive secluded beach used by only 5 houses within a gated drive. This beautiful cottage is literally right on the beach & overlooks the crystal clear, blue and green hued water. Wake up each morning to a glorious sunrise to start your day. The sound of the ocean fills the whole house which gets a gentle breeze most of the year. This cottage has a well appointed kitchen & gas bbq on the large lanai. It's bright interior is comfortably furnished and there is plenty of room to stretch out on the decks & beach. There is a full kitchen upstairs and another kitchenette in the studio that has an under-counter refrigerator, 2 burner hot plate and coffee pot. The home has all king beds plus a pull out queen sofa in the studio downstairs. This is the perfect place for ocean sports, or just sitting back with a good book & a glass of wine. Don't be surprised if you see giant sea turtles swim up to say hello. You can let the rest of the world melt away in this little piece of heaven. brbrLanikai is a highly sought after subdivision of Kailua. Famous for it's calm, tranquil water, Lanikai beach is great for playing in the ocean and not having to worry about waves or rough water. Right below the house is a perfect little white sand beach accessed only by the 5 homes on the property and by boat. Popular ocean activities are windsurfing, kite boarding, kayaking, stand-up paddle boarding, snorkeling. Just a short drive away in Kailua there are many shops, boutiques, day spas, and art galleries, along with plenty of great restaurants.brbrTAT Lic. #TA-180-925-6448-01brHale Kainalu is family owned and managed.brbrTo view other homes on the property please visit the following links on VRBObr712230br422463br422462br925923brand one on the North Shore at Sunset Beach 436336brbrMake your Hawaiian holiday even more perfect when you take advantage of the many on call services available to you. Treat yourself to an on site massage - try something new such as a traditional Lomi Lomi Hawaiian Healing Massage or an Interactive Thai-Yoga massage. Relax your senses with private yoga classes in a gorgeous tropical setting. Take advantage of grocery service and arrive to a fully stocked kitchen. Don't feel like cooking during your stay Have a private cook come in to prepare you breakfast and lunch, made to order and cleaned up too! The kids can get creative with private art lessons right on the beach. A private yacht tour or deeps sea fishing charter are great ways to experience the ocean. What better souvenir than to have a professional photographer capture your memories with family photos It's your vacation, make it count, just let us know what services we can provide to enhance your stay.brbrSORRY NO WEDDINGS OR EVENTS.

3

Bed

2

Bath

6

Sleeps

$357.74

/ Nightly

Private Vacation Home

Secluded Forest Retreat Full Kitchen, AC, W/D

Kailua, Hawaii, United States

Welcome to your secluded retreat beneath the majestic Koʻolau Mountains. Nestled in lush Maunawili Valley, this newly renovated unit offers a serene, nature-filled escape just 10 mins from Kailua Town and its renowned beaches. Surrounded by greenery and offering sweeping views of the mountains, this home is perfect for guests seeking a tranquil stay with quick access to hiking trails, golf, and the charm of Windward Oʻahu. Unwind in a setting that feels worlds away, yet is close to everything.brbrHighlights:br-Comfortably sleep 6 people in 3 bedroomsbr-Ample driveway parkingbr-Fully stocked and equipped kitchenbr-Dedicated workspace with desk, highspeed 300 Mbps WiFibr-In unit Washer and Dryerbr-Air Conditioning throughoutbr-Keyless entry for an easy and seamless check inbr-1200 s.f. of living space totalbr-Lush forest and mountain views out of every windowbrbrKitchen:br-Large appliances: electric stove/oven, microwave, refrigerator, dishwasher br-Small appliances: toaster, blender, rice cooker, electric kettle, drip coffee makerbr-Plates, bowls, cups, mugs, tupperware, wine glasses, barwarebr-Fully stocked for your cooking needs with pots, pans, cooking utensils, baking dishes, measuring cups, cutting boards, etc.br-Bar with seating for 2, table seating for 6brbrLiving room:br-55` TV with streaming device (personal account required for steaming apps)brbrBedrooms:br-King Bed master bedroombr-Queen bed second bedroom with deskbr-Double bed third bedroom with child`s desk and pack n playbr-large dressers and closets with ample storagebr-Split AC units in each bedroombrbrBathrooms:br-Single sink Vanities with drawersbr-Large mirrors with ample overhead lightbr-Hair Dryersbr-Tub/shower combos with rain shower headbrbrCheck in time: 4pmbrCheck out time: 10ambrbrThe entire space is included in this rental. Please, make yourself at home. Please be respectful of the owners who live on the property and the portion of the driveway that is shared.brbrWe are here for you during your stay, but our level of interaction is up to you. We`re only a phone call/message away. You will be able to check yourself in upon arrival.brbrWe will do everything we can to ensure you have the most enjoyable, relaxing, productive, or adventurous time on Oahu as possible. Please don`t hesitate to send us a message!brbrSet in the serene Maunawili neighborhood and framed by the dramatic Koʻolau Mountains, this quiet residential area offers a true escape into nature. Just 10 minutes from the heart of Kailua, you’re within easy reach of iconic beaches like Lanikai and Kailua Beach, scenic hikes like Maunawili Falls and the Pali Lookout, and a variety of local cafés, shops, and markets. With easy access to the Pali Highway, downtown Honolulu is just a scenic 25-minute drive away.brbrThe best way to explore Oʻahu from this location is by car. Renting a vehicle is highly recommended, as it gives you the flexibility to access nearby beaches, hiking trails, and local attractions with ease. Rideshare services like Uber and Lyft are available but may have limited availability in quieter residential areas. Public buses do run through Kailua, though service to Maunawili is limited, making a car the most convenient and efficient option for getting around.brbrPlease remember that you are staying in a privately owned home in a neighborhood community. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but we are not on site 24/7.br-No smoking in the property or on the premisesbr-No pets are allowed on the premisesbr-No parties or events on the premisesbr-Please observe quiet hours of 10pm to 8ambr-Please do not remove or rearrange any items, any damages or missing items will be charged to the guest. br-Additional guests not listed on the reservation are not allowed.br-Please keep the lanai door closed and the front door locked when you are not present in the unit.br-Please be respectful of the owners who live in the other house on the propertybr-A fee of $50 plus shipping will be charged for the return of any items left behind.brbrPlease treat the home and its furnishings with care.A $25 charge will apply for stains on items.A $50 charge will apply for handling and shipping of lost & found items.These policies help us maintain the property in excellent condition and ensure smooth service for all guests. Mahalo for your understanding!brbrABSOLUTELY NO SMOKING OR VAPING INSIDE THE UNIT or on the unit property unless explicitly designated by a sign designating an area for smoking. Additionally if the smell of smoking Tobacco, Hemp, Clove, Marijuana or any other organic or inorganic substances is observed inside the unit upon your departure there will be a $500 charge. Additionally, any evidence of illegal substances (Marijuana or other illegal substances) left behind by guests will be reported to authorities. We want you to enjoy your time with us, but we have ZERO TOLERANCE for Drug use and our properties are SMOKE FREE.

Bed

Bath

Sleeps

$521.59

/ Nightly

Private Vacation Home

Lanikai Ocean Front Duplex Bungalow Private ocean steps. Contact for rates/avail

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1,583

/ Nightly

Private Vacation Home

Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach

Kailua, Hawaii, United States

Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor Hawaiian fashion. The house provides what you and your family need to relax, play, cook, and retreat. Open and airy, the Ohana Beach House provides large social spaces for your group to comfortably share their vacation together.brbr**The upstairs is not available to guests as that is our private family space. We will never be in that space while you are staying in our home. brbrA very short 100 yard stroll on the private access path takes you to the world-renowned five-mile stretch of Kailua's white sand beach. Voted by Conde Nast publications as one of the most beautiful beaches in America, Kailua offers soft sand and crystal clear waters, making it a perfect spot for sunbathing, swimming, and an array of adventures. brbrOnly five minutes away is downtown Kailua, where you can enjoy shopping, restaurants, golf, hiking, and sightseeing. brbrMake our vacation home yours....Aloha!brbrOhana Beach House rents for 30 days and all guests must sign a lease.brbrFor the latest Hawaii COVID rules & regulations, please visit: https://www.hawaiitourismauthority.org/covid-19-updates/ brbrbrbrKeywords: Beach House

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Bath

Sleeps

$457.79

/ Nightly

Private Vacation Home

Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua

Kailua, Hawaii, United States

Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesbrHawaii Tax ID # available upon requestbrbrHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out. The large rooms with sliding door walls and windows front and back allow the trade winds to carry the sweet scent of Hawaiian flowers throughout this home. br Take in the enormous fully private beautifully landscaped yard with many native species of the islands such as Heliconia, Ginger, Hibiscus, Plumeria plants and Avocado, Mango, Papaya and Grapefruit trees. brbrJust a 5 minute stroll to the Kailua beach access that opens up to world famous Kailua Beach. Dr. Beaches best beach in the world!From there you will be able to enjoy the 2.5 miles of white sand and warm blue blue South Pacific waters. The beach and sky is especially colorful both at sunrise and sunset . It’s a great location for relaxing in the sand, swimming, surfing, body boarding, wind and kite surfing and SUP plus many other water activities. Or if you prefer, just relax at Hale Pulelehua and enjoy an early morning breakfast, lunch or dinner out by the pool to start or end the day. br brThis home is located just 5 minutes from Kailua Town and Akahi park with over 20 restaurants, great stores for shopping for gift items, and a grocery store that is open 24 hrs. Conveniently located just 25 minutes from the famous Pearl Harbor, HNL airport, and only 30 minutes to Waikiki. brbrThe North Shore, home to famous surfing, is only a 45 minute drive.brbrWith 4 bedrooms, this home will easily accommodate up to up to 8 people. brbrAt the Butterfly house we want you to relax and enjoy yourself at our peaceful home and take home many great memories of your Hawaiian adventure.

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Sleeps

$476.33

/ Nightly

Private Vacation Home

MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach!

Kailua, Hawaii, United States

brE komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside and just three houses from Kailua Beach - you are going to love it here.brbrLying alongside a fabulous three-mile stretch of protected beach, Kailua is a small town on the windward side of Oahu. Kailua Beach is routinely voted one of the best beaches in the world and, with no hotels in town, only local residents and visitors who rent vacation homes get to enjoy our island lifestyle. Your family will love this kama'aina (local) way to enjoy Hawaii. brbrOur three bedroom, two bath home has a king, queen and two twin beds (sleeps six), living room, well-appointed open kitchen, large enclosed lanai, and shaded patio with Weber gas grill and outdoor furniture. Our smoke-free home is furnished in island style to make your stay relaxing and enjoyable. You’ll feel right at home while you barbecue dinner on the patio, relax in the screened-in lanai, wander to and from the beach, watch movies or cable TV, or drift off to sleep on the comfortable beds. We also have free wireless internet access for your laptop computer so that you can stay connected! For your convenience, we provide an initial supply of paper and soap products.brbrAnd best of all is our location - just a short walk from Kailua Beach. You can pick up your cappuccino at the Kalapawai Market every morning and your shave ice (snow cone) at Island Snow every afternoon. Whether you rent windsurfers or kayaks or just use all the beach toys that come with the house - boogie boards, sand toys, beach chairs/mats/towels and cooler - walking to the beach makes the days seem long and leisurely and just right for that relaxing vacation you're looking for.brbrAnd when you get tired of beach activities, Kailua town, with its restaurants, shopping and entertainment is less than a mile away. Or, after just a short ride, you can swim with the dolphins at Sea Life Park, snorkel in Hanauma Bay, hike the stunning Ko’olau mountains, swim/surf the North Shore, browse the 'Swap Meet' at the Aloha Stadium, sample Honolulu’s nightlife, walk Waikiki Beach or get to the airport.brbrThe house is located on a large lot with a separate, one-bedroom, one-bath detached cottage that is currently rented to our grown son and his dog. The dog will be kept indoors as much as possible during your stay so that you have full use of the backyard.brbr*Cleaning fee includes a mandatory mid-month cleaning as well as cleaning after the rental.brbrPlease note: This property may not be rented for less than 30 consecutive days. Rental prices cannot be reduced or adjusted based on the number of days the rental is actually used or occupied. If you stay for less than 30 days, the house will not be rented for the remainder of the month. Also, if your first dates don't show availability, try shifting them by a few days one way or the other. Since we don't always rent from the first of the month, sometimes rentals will be available a few days either way of your dates.brbrKeywords: Housebr

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$611.09

/ Nightly

Private Vacation Home

Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach

Kailua, Hawaii, United States

Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of two separate structures- one newly built in 2018, along with the original home completely remodeled. Featuring French white oak flooring and contemporary design features with an island vibe, this house exudes elegance and style. Central AC and two split AC units ensure comfort throughout the year. Chef's kitchen with an open-concept living and dining room area provides ample space for entertaining, while the private floor primary suite complete with its own sun deck, offers a peaceful retreat. The upper house is used as a fourth bedroom, showcasing the captivating coastal views of the Mokulua Islands.brbrSorry no parties or events at this property and absolutely no smoking or vaping in the property. Please help keep the sand at the beach and not in the home.brbrThis property is a 30-day minimum rental.brExtra-person charges may apply and vary depending on property policy.brbrGovernment-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges.brbrSpecial requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed.brbrOnsite parties or group events are strictly prohibited.brbrLong-term renters welcomebrbrThis property uses solar energybrbrKeep the sand at the beach - absolutely no sand in the house. Please rInse off your body and feet prior to entering the house.

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Sleeps

$58.96

/ Nightly

Private Vacation Home

Kailua Sands Getaway

Kailua, Hawaii, United States

Aloha! Come and stay with us in the wonderful beach town of Kailua! Please be respectful and read the ENTIRE listing and house rules before booking. Our newly remodeled house is located 1.5 blocks from beautiful Kailua beach. Kailua town offers great restaurants, bars, boutique shopping, and one of the best beaches in the world. brbrYour space for one person includes a full size bed with foam topper, ceiling fan & tour books. Enjoy the trade wind breezes and ceiling fans in every room. My dog might greet you when you arrive. This is an old house and we're continually updating as we go! I'm currently finishing up renovations and you might find parts of the house being fixed during your stay. Enjoy a discount vacation while I'm still finishing updating the house! New hot tub is ready to go. Your guest room is complete and comfortable so come book your Kailua vacation with us!brbrBathroom is shared. Beach and bath towels, soap, shampoo, and conditioner here for use. Hot tub, table and chairs are in the back yard. Please no guest use of laundry or kitchen. Kailua is known for its great restaurants and there are several laundromats as well (guidemap provided on request). Please clean up after yourselves and help keep our living space tidy. All amenities are shared with the other housemates.brbrHouse rules:brNo cooking of meals in the kitchen, meal prep OK. You may use cups, dishes, refrigerator, microwave, toaster oven if you clean and put them away after use.brbrNo smoking on the property. If you feel the need to smoke please walk to the beach.brbrPlease wash sand and mud off before entering the house. A hose is located in the side yard behind the outdoor bathroom. Do not wash sand down any of the house drains.brbrYou must shower, with soap, before entering the hot tub. Please wipe feet before entering the hot tub. If the hot tub is left in poor/dirty condition, a cleaning fee will be charged from the deposit. Hot tub hours 8 am-8pmbrbrDo not dispose of any solids down the drain pipes. Please dispose of tampons in the bathroom trash can and used cooking oil should be placed in the can in the freezer. This is extremely important.brbrOne person only, no overnight guestsbrbrQuiet Hours 9 pm - 6 am. If you come in late, please be quiet and respectful. Please respect the neighbors as this is a family, working class neighborhood and the houses are built very close to one another- noise transmits very easily.brbrDo not answer the door or allow anyone you don't know onto the property. brbrAll doors and gates on the property are fitted with door stops/latches. Please either leave all doors open all the way and connected to the stop or completely closed. Otherwise they will slam in the wind. You are responsible for damage caused to the home.brbrDo not use my personal belongings including bicycle, kayak, cooking utensils, beard trimmer, toothbrush, laundrybrbrPlease drive slowly through the alley. There are children and pets present. Do not drink and drive. Do not drink in excess on the property.brbrBy making a reservation you hereby assume all risks of injury and property damage arising out of your presence on the property. You agree to release and hold harmless the property owners from any and all liability, loss, damage, expense, suits or claims arising out of your reservation. 30 days notice is required for termination of lease.

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Sleeps

$1099.87

/ Nightly

Private Vacation Home

Kakela Kai, Beachfront Kailua Home, Private, A/C

Kailua, Hawaii, United States

A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island style rattan furnishings, ceiling fans throughout the house, cool white tile, granite counters and wooden flooring. There is a well stocked kitchen with beautiful granite accents. Walk out your back yard to the sandy beaches of Kailua. Enjoy the ocean view from the living room, dining room, kitchen and master bedroom. The fenced-in yard and beach side lanai area make this home great for family entertaining. brbrKailua beach is reef protected and offers excellent swimming, wind surfing and kayaking year round. The small town charm of Kailua has unique shops, boutiques and great restaurants. Just 25 minutes to Waikiki.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 call or e-mail for seasonal rates. Monthly rates $27,000-$30,000 plus taxes 18.712% and cleaning. brbr Local Contact - Paradise Hideaways LLC

4

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3

Bath

10

Sleeps

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