Vacation Rentals By Owner In Kailua, HI

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.

Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7

Kailua, Hawaii, United States

Bed

Bath

7

Sleeps

$520.75

If you're looking to work remotely, travel for work, brremodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a spacious layout of 4 beds & 2 baths. This property has 2 homes, The ADU will be occupied by a family member. The two properties are completely seperate and do not have access to one another.

Hoʻonānea I Loko Kailua

Kailua, Hawaii, United States

Bed

2

Bath

8

Sleeps

Select Dates for Price

Step into our mid-century modern beach house in Lanikai, Oahu's most coveted beach community! Delight in sweeping views of the ocean, mountains, and Mokulua Islands. Conveniently situated just a short one-and-a-half-block stroll from beach access, the main floor hosts three bedrooms, including a spacious master suite, alongside a well-equipped kitchen and large living area. Additionally the lower level with walkout access includes a living space, queen-sized bed, complete bathroom, and lanai, ensuring an extra layer of privacy and convenience for additional guests.

Sanctuary at Lanikai

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1270.98

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.

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$444.85

This is a short-term vacation rental. brbrWelcome to Hale Alapi'i, our home in fabulous Lanikai!brbrThis is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island breezes. It has been recently fully renovated and has all the necessities to enjoy a wonderful vacation for an extended family.brbrThe studio with queen and full bathroom (350 sq. ft.) accommodates 2 extra people and rents for an additional fee. brbrThe house is 3-minute walk from a little beach and water access for snorkeling, swimming or kayaking to the Mokes. It is a 10-minute walk from the world famous Lanikai beach. brYou can see the Lanikai Pillbox from our backyard. The trails' access point is 2 blocks for a great hike and gorgeous views of the Windward shore. brbrWe list our property across a number of channels so please contact us regarding the availability for desired dates.brbrThis vacation home has been registered as a Transient Accommodation with the State of Hawaii – HAWAII TAX ID TA-150-218-4960-01.

Bright, upgraded house, A/C, near the ocean! CONTACT FOR RATES & AVAILABILITY!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$316.59

Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences.brbrIt is a great retreat for a maximum of 2 easy-going, nonsmoking adults (25 years and older only). brThis garden oasis (we've planted over 3,000 trees and plants) is in the most awesome location - 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 which is very easy in this quiet & secluded bungalow on the 1st level of a 2-story home.brbrThe Enchanting Bungalow is decorated with upscale furnishings, original art and collectables from around the world. You will have your own private entrance, private yard & garden - filled with fragrant flowers - gardenias, plumerias, white ginger, night-blooming jasmine, and more...there are over 300 varieties of plants on the property. brbrIt includes:brOff-street parkingbrPrivate garden & barbecuebrA/C in main living area and bedroombrLarge screened-in lanai/'martini bar'brLiving room & dining roombrFully-equipped kitchen with a refrigerator, dishwasher, microwave, coffeemaker, toaster oven, etc.brLarge bathroom with a sit down vanity with hi-end bath towels, beach towels, etc.brBedroom with i-comfort queen-size bed, high-end linens and a walk-in closet.brHigh-speed internet brLarge flat screen has HD cable with HBO & Showtime brWasher/dryer is in the shared laundry room right outside your bathroom doorbrBlu-Ray SpeakersbrBeach 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.

Apartment

Enchanting Beach Bungalow with Private Garden

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$273.04

Pacheco's Hale is a beautiful two-bedroom, second-floor unit - nice and breezy with a private entrance. We have been renting our property since the 1980s and this unit since 2014. This clean, quiet unit is completely furnished and updated regularly. The two lanais have views of palm trees, lush green tree tops, Mount Olomana and the Koolau Mountains. The high ceilings and beachy feel make this comfortable unit perfect for your Kailua stay. You can choose to enjoy the nice tradewind breeze in our airy unit, or cool off with A/C.brbrPacheco's hale is located within walking distance (10-15 minutes) of the white sands of Kailua and Lanikai beach, great shopping including boutique shops, Starbucks, Whole Foods, Target and fantastic restaurants.brbrCatch the sunrise over the Mokulua Islands, take a stroll on renowned beaches, and relax in the cool, Windward breezes. Or take an adventurous kite-boarding lesson, kayak to the Mokulua Islands, then enjoy an afternoon cocktail at one of the many fantastic restaurants. There are so many options!brbrThere is a queen-size bed in one bedroom with its own lanai, and king-size in the second bedroom (two twin beds available upon request). For your convenience, there is one full bath and a powder room. The kitchen is equipped with nearly all the equipment and appliances you can think of! brbrWe can accommodate up to four guests comfortably (or 4 adults with 1 small child max) for 30-days or more. Please inquire about our monthly rates as VRBO may not be calculating the discount accurately.brbrEquipment rentals are nearby and convenient including bicycles, kayaks, and paddleboards. Beach equipment including toys, coolers, chairs, umbrellas, etc. are available upon request.brbrPlease note that reservations are subject to availability and the calendar may not fully reflect the available dates. Please inquire through the chat or via email (pachecoshale@gmail.com) for availability and pricing as VRBO's platform makes monthly discounts difficult to customize rates.br

Guest House

Quiet, Private, Beachy 2-bedroom, Walk to Kailua Beach, A/C

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1403.34

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.

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$4752.77

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.

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$498.59

brTHIS PROPERTY IS A LEGAL SHORT TERM RENTAL brDAYS NOT SHADED (See Online/Inactive Calendar) ARE AVAILABLEbrCONTACT HOST/RESERVATIONS & DETAILSbrbrHale Kea is a newly renovated Hawaiian-style home designed for casual living and family entertainment; just steps to beautiful Kailua Beach.brbrComplete with two master bedroom suites, each with full baths and a double bed guest bedroom with adjoining bath. All bedrooms, kitchen and living area are air conditioned with TV.brbrWith family living in mind, the kitchen and living room open on to the spacious, covered lanai. The large, sparkling swimming pool (heated to 85 degrees year round) compliments the entertainment area and provides a perfect setting for intimate gatherings.brbrDesigned for indoor/outdoor living, this Non-Smoking home captures the essence of cool, tropical living and provides guests with all of the amenities expected to make their stay relaxing and memorable. 30 day rental period discount.brbrbrbrbrKeywords: kailua beachside heated pool private

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

Kailua, Hawaii, United States

Bed

Bath

6

Sleeps

$848.79

The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we read your reviews)! From the front living room windows there is a view of Kailua beach park and the ocean. Adjacent to the main living area is a hall where there are 3 bedrooms/2 baths. The master bedroom and two other bedrooms have queen size beds. Both bathrooms have been remodeled with marble counter tops and new tile flooring. As a bonus off of the living area is a lanai that can be used as an extra bedroom with two queen size beds. Outside there is a large backyard with a patio with outdoor furniture that can used for dining.After a day at the beach the outdoor shower is perfect for getting the sand off your feet. House includes WiFi, washer/dryer, cable tv, dvd, phone, charcoal bbq, boogie boards and beach chairs. This is a nonsmoking, no pets house. The NUC # 90/TVU-0024

Kailua Beach The Pink House 100 Yards from Ocean

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$889.63

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

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1358.82

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.

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$240.59

One Rate for 7 up to 30 day stay - brA 30 day minimum lease.brHawaii Tax ID # available upon requestbrbrMountain View's cooling breezes , easy 5 minute walk to world-renowned Kailua Beach makes this an ideal, relaxing alternative to the typical busy touristy destinations of Hawaii. Located in a quiet residential area in Kailua, just minutes from the number one rated beach by Dr Beach. Kailua beach is the most beautiful beach. br This new spacious 3 bedroom, 2 bath apartment has all new furnishings and amenities included mattresses, pillows and linens. The open floor plan with living, kitchen & dining area opens onto the large covered lanai. Choose indoor or outdoor dining on the lanai while enjoying great views and ocean breezes. brAsk about corporate and long term rentals.

Apartment

New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$647.75

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

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

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$206.6

Enjoy your Hawaiian vacation in one of Kona's most popular complexes. Casa is very well maintained with beautiful gardens and an awesome ocean-front salt water pool. We are steps from the ocean and have a wonderful sunset view from the lanai. Unit 201 is easily accessible with parking close by. The unit is open, clean, and comfortable. There's tile floors through out and new appliances and furnishings. A full size washer and dryer are in the unit, saving you time and money doing laundry on your vacation. The private, extra large lanai offers a dining area as well as sun bathing.brWe sleep 3 adults or up to 4, including children. brbr brbrKeywords: Condominium

Condo

Ocean View Condo with Large Lanai

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$313.46

Experience Kailua like a local in this delightful 1-bedroom cottage. brbrThe bedroom features a comfy king bed, while the living room offers an additional full bed for extra guests. A queen air mattress is available upon request free of charge. brbrThe bathroom includes a refreshing jetted shower and a bidet for added comfort. brbrGuests will appreciate thoughtful touches throughout auch as air conditioning after a sun-filled day or rainy day activities to make their stay easy and relaxing. Whether you’re unwinding indoors or exploring nearby, this superb cottage provides a cozy retreat. Experience what Kailua has to offer with a stay at our fabulous cottage.brbr Highlights: br Prime Location: Only a few steps to the beach and a lively beach park with walking paths and picnic spots. Iconic restaurants and lunch spots just around the corner. Close proximity and easy commutes to schools, hospitals, bases, airport. (Kaohao Public Charter School, Kailua Intermediate, Kalaheo High) brbr Spacious Comfort: Stylishly designed ~1400 sq ft with plush bedding (one master king, and one full daybed in living area). Large walk in closet with floor to ceiling shelves etcbrPrivate Outdoor Space: Relax on your own 400+ sq ft tropical-gardened, shaded lanai with ocean breezes or cook up some bbq on the complimentary grill. br Fully Equipped: Fridge/Freezer, stove/oven, coffee maker, microwave, air fryer, toaster oven, outdoor grill, and dining essentials. Washer and dryer included. Parking and all Utilities included. brbr Modern Amenities: High-speed Wi-Fi, smart TV, and air conditioning. Quiet, efficient appliances.br brResort-style perks: Fresh linens, towels, toiletries, brbr Family fun: Pet-friendly. Heated outdoor beach shower, and stocked with everything from family activities (games, etc.) to complimentary beach gear. br Scheduled cleaning service available for additional charge. brbr Book your stay now and let the ocean be your backyard! brbrAlso ideal for medium or long stays, work trips, travel nurses, military, or other 30+ day transient accommodation. brbrMinimum rental period: 30 consecutive days or more, as required by law. Discount available for 6 mo+ leases.

Cottage

Luxury Beach Cottage in charming Kailua

Kailua, Hawaii, United States

Bed

Bath

6

Sleeps

$865.58

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.

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

Kailua, Hawaii, United States

Bed

Bath

9

Sleeps

$892.01

Just a short stroll from the turquoise waters and powder-soft sands of Kailua Beach, Kailua Beach House is a light-filled 4-bedroom, 2.5-bath island retreat designed for laid-back luxury. This single-level residence blends open-concept living with a private outdoor sanctuary, offering 3,700+ square feet of comfort for families, couples, or extended stays.brbrWhat You’ll Love About Kailua Beach Housebr• Sparkling private pool and spa framed by lush palms and tropical bloomsbr• Seamless indoor-outdoor living through sliding glass doors and vaulted ceilingsbr• Two spacious king suites, each with its own ensuite bathbr• Covered lanai with plush seating and al fresco dining areabr• Quiet cul-de-sac setting, just minutes from the beach and Kailua’s charming cafésbrbrLiving & DiningbrInside, sunlight pours through expansive windows, filling the open-concept living room with a breezy, relaxed energy. Comfortable lounge seating faces the pool and garden views, while the dining area easily accommodates eight. A second sitting nook offers a cozy corner for reading or conversation. With high ceilings, natural stone floors, and easy access to the lanai, every gathering feels effortless and inviting.brbrChef-Ready KitchenbrThe modern kitchen combines warmth and function with bar seating, granite counters, and stainless-steel appliances. Ample prep space and a thoughtful layout make cooking a joy—whether you’re preparing family-style breakfasts or unwinding with a late-night snack after the beach.brbrOutdoor OasisbrStep outside to your private Hawaiian haven. The curved-edge pool glimmers under the sun, while the attached spa promises quiet evening soaks beneath swaying palms. The covered lanai features cushioned seating and a dining table for eight, ideal for meals fresh from the grill. A raised deck with loungers invites you to soak up the rays or sip morning coffee surrounded by tropical greenery.brbrSleeping Quartersbr• Primary Bedroom – King bed, ensuite bath, garden view, A/C, ceiling fanbr• Guest Suite 2 – King bed, ensuite bath, garden view, A/C, ceiling fanbr• Guest Bedroom 3 – Queen bed, A/C, ceiling fan, shared bathbr• Guest Bedroom 4 – Queen bed, A/C, ceiling fan, shared bathbr• Powder Room – Half bathbrbrEach bedroom is calm and airy, with large windows framing garden views and soft natural light. Neutral tones, fresh linens, and quiet A/C ensure restful sleep after sun-soaked days.brbrExtrasbrThis home offers thoughtful touches throughout—split A/C, high-speed Wi-Fi, washer and dryer, and a two-car garage. The spacious layout and modern amenities make it an ideal base for both extended vacations and remote work stays.brbrNearbybrWalk to Kailua Beach for morning swims and sunset strolls, or explore the local favorites of Kailua Town just minutes away. Boutique shops, organic markets, and beachside cafés offer everything from fresh poke to island-made gelato. A short drive takes you to Lanikai Beach, Pillbox Trail, and scenic golf courses.brbrGood to Knowbr• This property is offered as a monthly rentalbr• The monthly rate applies in full regardless of the number of nights stayedbr• Minimum 30-day booking period requiredbr• TAT ID: TA-031-662-8992-01br• TMK: 1430830020000brbrReserve your time at Kailua Beach House today and experience relaxed island living in one of Oahu’s most beloved beach communities.

Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen

Kailua, Hawaii, United States