Vacation Rentals By Owner In Kailua, HI

Classic Hawaiian architecture on a beautifully landscaped property. You have free on-site parking and easy access to our outdoor shower. Our spacious 1-bedroom unit is a permitted short term rental which means you can stay for a few nights or as many nights as you would like. Our accommodation has all the modern day comfort features such as air conditioner, walk-in closet, hair dryer, iron and board, washer/dryer, fully equipped full-size kitchen with Keurig coffee, toaster, stove, microwave, and all the essentials to cook and eat your meal. Super comfortable memory foam king size bed, indoor and outdoor dining area and if you need to bring your work, we have a coffee table lift desk with super fast WiFi and CAT 5 network cable. We have a queen size sleeper sofa in the living room. Super comfortable, extremely clean and modern with everything you need for a wonderful stay. You have free use of our beach cruiser bicycles, beach towels, beach tote, coolers. We worked hard to think of all the details so you have a super comfortable and wonderful stay. brbrWe are centrally located in the heart of Kailua. Kailua is best known for having the best beach in the world as well as a charming Kailua town. We are walking distance to Kailua Beach, Kailua Town, boutique shops, cafes, restaurants, bars, breweries. Kailua is a bike friendly town. Many major attractions are within 45-minute drive.brDining area. Living Room with 55” Samsung smart TV.brBikes, beach towels, beach tote and coolers provided.brQuiet time from 8 PM till 8 AMbrNo events No parties.brNo pets.brNo smoking or vaping on the property or in the units. brNo open flames, candles or incense. No business activities.brbrbrWash off sand and salt water in the outdoor shower before entering the units.brShake off all sand from clothes and towels before using the washer and dryer.brbrFlush ONLY toilet paper down the toilet. Absolutely NO sanitary items, wipes or towelettes down the toilet.

Beautiful Kailua Hale 1 Bedroom

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$614.03

About this spacebrOnce inside our fully gated property you will be immersed in a lush tropical garden with palms surrounding a lagoon style pool. We are just a 2 minute barefoot stroll along a private lane to the soft white sands of Kailua Beach. Built in 1938, our home is full of Hawaiian charm and Balinese character. We are within walking distance to town and to all of the amenities that Kailua has to offer.brbrVilla Frangipani can be rented for a 30 day minimum stay.brThe spacebrVilla Frangipani is the perfect holiday getaway for extended families or for couples or friends traveling together.brbr**This is a new listing on VRBO. For reviews of Villa Frangipani please look at the 'other' leading holiday rental site.brbrBedrooms:brWe have 4 spacious bedrooms.br-Master 1 with ensuite and King bedbr-Master 2 with ensuite and 1 King and 1Twin XLbr-Twin Room with 2 Twin XL beds (bathroom is justbrbeside this bedroom)br-Master 3 (Upstairs) with King bed and ensuitebr(there is also a sleeping loft if needed)brbr*Please note that the upstairs bedroom has a separate entrance and is accessed via a spiral staircase.brbrBathrooms:brWe have 3 full ensuite bathrooms (2 with bathtubs), 1 full bathroom just beside the Twin room, as well as an outdoor shower.brbrAir ConditioningbrAll 4 bedrooms have both fans and AC. There is split AC in the 3 main floor bedrooms and a window mounted AC in the upstairs bedroom. There is no AC in the living/dining areas or in the kitchen. However with plenty of louvred windows catching the trade winds and ceiling fans throughout, the house is pleasant and breezy.brbrLiving/DiningbrOur dining space is bright and airy with soaring ceilings and skylights. There is a large dining table which can seat up to 10.brbrThere is plenty of space for relaxing, in our open plan living area, our covered lanai, on the spacious outside decks or in the lush and private garden.brbrKitchenbrOur kitchen is bright and well-equipped with everything you will need to feed a hungry crew or to create a gourmet meal. We have a kitchen nook table, full stove and refrigerator, a dishwasher, microwave, coffee maker, toaster, rice cooker, instant pot, and vitamix blender for your convenience.brbrLaundry AreabrThe washer and dryer are located just off of the kitchen under the covered lanai.brbrBeach ToysbrWe have beach toys, snorkel gear, boogie boards, paddle boards and surf boards as well as a cooler, beach chairs and a wagon for your enjoyment and use.brbrBicyclesbrThere are 3 adult bicycles with helmets and bike locks.brbrParkingbrWe have one dedicated parking spot inside our garage.brGuest accessbrGuests have access to the entire house and garden.brOther things to notebrKindly note that in compliance with Honolulu legislation our home can be rented for a 30 day stay. Special rates may be available at different times of the year. Please contact us.brPlease also note that in accordance with Hawaii State Law, for rentals less than 180 days, we are required to collect and remit 3 taxes: Transient Accommodation Tax (TAT) of 10.25 %, General Excise Tax (GET) of 4.5%, and Oahu Transient Accommodations Tax (OTAT) of 3%. This will be collected by Airbnb via special request.brbrOur GET/TAT number is GE1725441024-01.

Villa

Villa Frangipani Tropical Beachside Retreat Kailua

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$266.14

brAt Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. brbrStep back in time to the romance, the charm, that is truly 'Old Hawaii.' brbrTropical plants and flowers (seasonal) in the 12,000 square foot lot. Ceiling fans add to the aura of Old Hawaii. This treasure is available for you to enjoy.brbrYou can relax on this heavenly tropical beach, or on the lanai overlooking the expansive grassy lawn. Listen to the soft music of the trade winds in the coconut palms. Enjoy nostalgic Lanikai, as it was since time immemorial before the rest of the world discovered it. brbrThis beach hale was built by our family in 1931. It is an authentic cottage home, located on prestigious Mokulua Drive, offering the comfort and ambiance of Old Hawaii, but with all the modern conveniences, including air conditioning in the bedrooms and living room, and WiFi for your Internet connection. brbrThere are two bedrooms in the main hale and a full bathroom. The detached cottage has air conditioning, a half bathroom and a private outdoor garden shower with hot and cold water, which is a favorite, included in the rental. There are two outdoor dining areas.brbrThere is a stove, a refrigerator/freezer, a microwave oven, and a washer and dryer. brbrThis is a family-friendly, kid-friendly home. brbrYou will be located a short walk from beautiful Lanikai beach, named the best beach in the world by the Travel TV Channel.brbrThis property is 30 day /monthly rental. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. brbrPLEASE NOTE: Our hale is located in a residential neighborhood. Quiet hours from 9 PM to 8 AM are strictly enforced. Please be considerate. Absolutely no parties or large gatherings allowed. Only 6 people maximum are allowed by the contract and VRBO. No additional overnight guests are allowed. No camping or tents in the yard, no exceptions. Please be sure this is the right fit before booking. Mahalo for your understanding.br

Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1067.55

Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting navy blue mosaic swimming pool in the backyard. Each bedroom has its own private full bathroom and AC unit. The living room also has AC.brbrThere is a property manager that is available to do check in, check out and if there is any troubleshooting needed.brbrThis home is located on Kalaheo Avenue, just a 2 minute walk from beautiful Kailua Beach, located on the Windward Coast with 2 miles of soft sand, turquoise water, and gentle breezes. Kailua Beach is also a hub for water sports such as surfing, windsurfing, body boarding, kayaking, paddle boarding and parasailing.brbrIf you are up to a challenging hiking trail, Ehukai Pillbox is only 2.4 miles away. It’s a 30 minute hike up to two old military bunkers that overlook the North Shore coastline. The views are breathtaking!brbrTry the breakfast at Cinnamons in downtown Kailua.brbrWalk to Kalapawai Market for sandwiches or burgers before heading to the beach.brbrCraving Asian food You can choose between Champa Thai, Saigon Noodle, or Tokoname Sushi.brbrThinking about Italian or Mexican Maybe you can look into Assaggio, Buone Era or Cactus.brbrWhy not try some fresh poke at Foodland or Wholefoods brbrAfter a beautiful sunset by the beach, try the freshly caught seafood at Buzz's Lanikai by the canal.brbrThe floor plan enables every room to have a view of water and lush greens, and also enables tropical breeze to free flow through the property. The 4th suite also has a separate entrance. The spacious kitchen, dining room and living room are in between the courtyard and backyard so it has the privilege of both pool and pond views and ample lights. Perfect for family vacation, family reunion, and other special family event celebration.brbrThe home has been newly renovated with a fully equipped kitchen, modern floors, and island decor. To make working and learning remotely from paradise more efficient, we have upgraded our internet service to ultra-package throughout the property, and stored additional computer desks in case multiple working stations are needed.brbrOffering a truly Hawaiian experience, it is a great place to relax away from the crowds but still close enough for trips to Waikiki and North Shore. Walk to the Kalapawai Market for morning coffee. Wind surf or kite board from the best spot on the island, rent a kayak or paddle board, head to the Moku islands, or have shaved ice at Island Snow later in the day.brbrBEDROOMS AND BATHROOMS: There are 4 bedrooms with en-suite bathrooms. The expansive master suite has a king bed and spacious walking closet. Two others each have a queen bed. The 4th suite has 2 twin beds that you can put together for a King bed, if you need. You can also use the queen size air mattress in the living room or the master bedroom.brbrKITCHEN: The fully stocked gourmet kitchen has everything you could possible need to from wine glasses to pots & pans, and a rice cooker. The kitchen with a bar opens into dining area beyond which you can step into the lanai/courtyard. We also have an outdoor grill by the pool and under the coconut tree for your use.brbrLIVING ROOM: There is spacious and bright living room with large sliding doors that open into zen themed courtyard on one side and swimming pool/backyard on the other.brbrCleaning Policy:brYour health and safety are our top priority. We are now following a thoroughly enhanced cleaning policy. This home has been thoroughly cleaned using SafeStay standards, an EPA approved, hospital-grade disinfectant that has been found to kill 99.9% of detectable pathogens. The front door is then sealed with a tag and no one is allowed to enter till you do so with your access code. We want you to assure you that cleaning and disinfection is being done to the highest of standards.brbr*This 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.*brbrRegistration Number: GE-096-373-7600-01, TA-096-373-7600-01brbrIt is best to rent a car. Parking is available at the property and on the street.

Zen Home with AC, Pool, Near Kailua Beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1008.84

ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less than 350 feet to the beach). Our central Kailua Beach location allows access to a mile of Dr. Beach's No. 1 US-rated beach in each direction. brbrWith 4 bedrooms and 4 baths, plus a family/game room, this remodeled 'beach-chic' family-friendly property has a large swimming pool and game room providing a fun play area for kids of all ages. Extensive remodel, inside and out, was completed including new furniture, high speed wireless internet, flat screen HDTVs, hardwood and natural stone flooring, air conditioned bedrooms, modern kitchen, laundry, and bathrooms.brbrThere are 2 large furnished patios, one upstairs with a beautiful mauka (mountain) view perfect for breakfasts and star gazing at night and one downstairs outside the game room/family room, and one deck upstairs with makai (ocean) views to enjoy the cool ocean breeze.brbrIt's equipped with many extra amenities such as:brbr-Air conditioning in all bedrooms and downstairs TV/Game room: Quiet ductless A/C brbr-TV/GAME ROOM: with air hockey, video games, and large variety of board and card games. Convenient wet bar for easy access to hot popcorn and snacksbrbr-BABY READY: Pack-n-Play with mattress and linens, bed rails, baby gate system, booster chair, high chair, infant bath tub, baby monitor.brbr-Modern open kitchen with Viking dual fuel (gas top and electric oven) range and quartz countersbrbr-Kitchen is fully-equipped with coffee makers (drip, Keurig, and pour-over) & coffee grinder, rice cooker, pots and pans, Vitamix blender, electric griddler for pancakes, electric waffle maker, and so much more!brbr-Ample supply of dishes and utensils (30 sets of each) for large groupsbrbr-Beach gear including beach chairs, cooler, boogie boards, kids’ sand toys, and a beach wagon to carry all the gear down to the beach. Pool toys and electric air pump for inflatables.brbr-Flatscreen HDTVs in each bedroom, living room, and family room with Netflix and 150+ cable channelsbrbr-iPod/iPhone docking station/alarm clock in each bedroombrbr-Portable splash-proof bluetooth speakerbrbr-In-room safes in each bedroombrbr-Variety of books, board games, cards, puzzles, and toddler toysbrbr-Large pool with chaise lounges. Mesh pool safety fencing will be installed if there are young children in your group.brbrPlease be aware that the Kailua Bliss Beach House sits on a sand dune above the street, so in addition to it being a 2-story house with stairs, there are also 10 steps to get to the main house from the street or garage. Bedroom #4 is a private suite and while it is attached to the main house, it can ONLY be accessed through an exterior breezeway entrance which may not be ideal for younger children.brbrBedding arrangement:brbrUpstairs:brbrBedroom 1: King bed with en suite bathroom with shower; air conditioningbrbrBedroom 2: Queen bed with en suite bathroom with shower (this bathroom has an additional entry door for guest use); air conditioningbrbrDownstairs:brbrBedroom 3: King bed or can be configured as 2 twin beds with en suite bathroom with tub/shower; air conditioningbrbrBedroom 4 (Downstairs Stand Alone Suite with Exterior Entry ONLY - cannot enter this suite from inside the house): King bed or can be configured as 2 twin beds with en suite bathroom with shower; air conditioningbrbrGame Room/Family Room: Twin bed (this bed is located in the game room and is not private)brbrDiscover Kailua, a small beach town located 20 minutes from Honolulu and Waikiki, where flip flops, sand between your toes, and surf attire are commonplace. Less than 3 minutes away is a 24-hour Safeway grocery store, Starbucks, and a few restaurants. The main retail center of Kailua is located under 2 miles away from Amazing Kailua Beach House, where you will find a variety of shops (Target, Whole Foods), coffee, and dining options, as well as twice weekly farmers markets (Thursday nights and Sunday mornings), public tennis courts, basketball courts, and bicycle and surfboard rentals. Lanikai Beach and the beautiful Mokulua Islands are less than 3 miles away.brbr*** IMPORTANT PROPERTY DISCLOSURES*** brRental Agreement/Guest Registration Form will be emailed after booking and is required to be filled out and electronically signed within 3 days of receipt to confirm the reservation (this is the same agreement that has to be viewed and approved during the VRBO booking process)brbr-Bedroom #4 is a private suite and while it is attached to the main house, it can ONLY be accessed through an exterior breezeway entrance.brbr-Garage and garage gym are reserved for owners use. Guest parking is in the driveway. brbr-Living area over the garage is reserved for owners personal use and this wing is locked off from the rest of the house (guests have exclusive use of the property during their stay so no one else will be using the area over the garage during a guest stay).brbr-Maximum occupancy is 8 adult guests, or up to 10 guests total if the 9th and 10th guests are children under 18. $50/person/per night extra guest fee for all groups of more than 8 people. Please review bedding arrangements described above.brbr-The Kailua Bliss Beach House is a casual and relaxed beach house, not to be confused with or compared to a luxury home, and we would never represent it as such. It is clean, quiet, tastefully furnished, and well-equipped. brbr-The Kailua Bliss Beach House is located at the end of a narrow private road and there is no on-street parking allowed. All guest vehicles must park on-property only. There is space for up to 3 vehicles to park on-property, 2 vehicles in in the driveway and a 3rd on the grass off the driveway. The garage is locked and reserved for owners' use.brbr-QUIET HOURS ARE FROM 9PM-8AM: The Kailua Bliss Beach House is located in a residential neighborhood and guests must be aware and respectful of neighboring properties at all times. Noise carries at night and although the Amazing Kailua Beach House guests are on vacation, our neighbors are not, therefore ALL outdoor activities, including outdoor conversations, must be brought inside the home by 9pm. Please be sure that ALL the members of your group are aware of the quiet hours and will be able to comply BEFORE booking this property. brbr-NO SMOKING: Please be aware that smoking, including e-cigarettes, is not allowed anywhere on the Kailua Bliss Beach House property.brbr-GROUP GATHERING RESTRICTIONS: Are you part of a larger group all visiting Oahu at the same time Have friends and/or family living or staying on Oahu Visiting Oahu for a wedding or reunion Please consider another property or be sure to make other arrangements for activities and gatherings at locations elsewhere. The use of this property is restricted to registered guests only. Non-registered guests are NOT allowed on property at any time.brbr-14.962% Hawaii State Taxes + 3% Oahu Transient Tax + 3% processing fee, $975 cleaning fee (cleaning fee includes full checkout cleaning and one mid-stay partial cleaning)brbr-3% processing fee (shown on VRBO quote as Administrative Fee applies to all reservations and will be added before a reservation can be confirmed.brbr- Absolutely NO SMOKING, including e-cigarettes, inside the house or anywhere on the property.brbr*Please note that you are not required to stay for 30 days but in compliance with the City and County of Honolulu Land Use Ordinances including Ordinance 22-7, this property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.

★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach

Kailua, Hawaii, United States

Bed

Bath

10

Sleeps

$156.31

Beautiful hillside studio with breathtaking ocean views. Wake up to spectacular sunrises, watch the whales play, and enjoy the ocean breeze as you live the Lanikai lifestyle. Complies with Hawaii law.

Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!

Kailua, Hawaii, United States

Bath

Sleeps

$2559.98

Welcome to Kailua Beach Villa, a spacious and contemporary oceanfront retreat on Oʻahu’s Eastern Shore. With 5 bedrooms, 5 baths, and 4,000 square feet of airy living space, this private villa blends modern design with barefoot luxury. Step outside to direct beach access, relax by your private pool, and soak in panoramic views of turquoise waters and lush tropical gardens—all within walking distance of downtown Kailua.brbrWhat You’ll Love About Kailua Beach Villabr * Beachfront luxury with direct access to Kailua and Kalama Beach Parksbr * Expansive 5-bedroom, 5-bath layout, sleeping up to 12 guestsbr * Private heated pool, hot tub, and covered lanai for outdoor livingbr * Fully air-conditioned interiors with open-concept designbr * Modern chef’s kitchen with stainless appliances and large islandbr * Prime location just steps to beaches, shops, and dining in KailuabrbrLiving & DiningbrThe villa’s open-concept living area is designed for gathering. Large sliding glass doors invite ocean breezes and natural light, connecting the indoors with the pool and lanai. Comfortable seating, vibrant accents, and a sleek entertainment setup make this space equally suited for family movie nights or laid-back conversations. The adjacent dining table seats eight, with additional breakfast bar seating for casual meals.brbrChef-Ready KitchenbrThe state-of-the-art kitchen features stainless steel appliances, an oversized island, espresso machine, and wine fridge. From quick morning coffee to gourmet dinners, you’ll have everything at your fingertips. A convenient wet bar and adjacent laundry area add ease for longer stays.brbrOutdoor OasisbrStep outside to your private pool framed by tropical landscaping and ocean views. The covered lanai is furnished with chaise lounges and seating, perfect for al fresco dining or watching the sky turn pink at sunset. A hot tub, outdoor shower, and direct access to the soft sands of Kailua Beach complete the setting.brbrSleeping Quartersbr * Primary Suite – King bed, ensuite spa bath with soaking tub, private lanai, ocean viewsbr * Makai North – Two Twin beds (convertible to King), ensuite bath, ocean & garden viewsbr * Makai South – Queen bed, ensuite bath, ocean views, lanai accessbr * Mauka North – Queen bed plus sleeper sofa in bonus room, ensuite bath, pool viewbr * Mauka South – Queen bed, ensuite bath, pool viewbrbrExtrasbr* Beach gear, boogie boards, and BBQ grillbr* Smart TVs and high-speed Wi-Fibr* Split A/C throughout the villabr* Ample parking and secure garagebrbrNearbybr* Walk: Kailua and Kalama Beach Parks, boutique shopping, local cafés, and island dining in downtown Kailuabr* Short Drive: Hiking trails in Oʻahu’s lush interior, championship golf courses, and the vibrant culture and nightlife of downtown Honolulu (20 minutes)brbrGood to Knowbr* Rates and fees are subject to change. Minimum stay requirements may apply. Inquire for possible discounts. br* Online bookings are subject to manager or owner approval. br* Standard occupancy for this rental is 10 guests with a max occupancy of 12 guests. There will be an extra fee for additional guests over the standard occupancy. br* Air conditioning notes: split air conditioning throughout.br* Max Gas Utility Cap: $300br* This property is offered on a 30-day rental basis; rates reflect a monthly rental period.br* HAWAII TAX ID: TA-200-559-6160-01br* TMK 430160130000brbrReserve your dates now at Kailua Beach Villa and experience the perfect blend of oceanfront serenity and modern luxury on Oʻahu’s most treasured shoreline.

Villa

Kailua Beach Villa: Stunning Beachfront Estate Private Pool/Spa, Ocean View & AC

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$237.24

Amazing Mountain Views in a Lush and Peaceful SettingbrIf you appreciate lush and green surroundings you have come to the right place in an exclusive Kailua neighborhood.brbrKapakai Cottage is a newly renovated modern island style apartment on the second story of our home in Kailua. There are beautiful mountain views all around. The balcony, bedrooms and living room overlook the lush Koolau mountains. brThe apartment is located in a quiet neighborhood, about a five-minute drive from Kailua town and beautiful Kailua/Lanikai beaches.brThere is a king size bed in the master bedroom and a queen size bed in the second bedroom. We also offer a pack'n play and portable crib for a infant. brThe bath has an entry to both the living room and the bedroom. brThe kitchen is fully equipped with a cooktop stove,& oven, full size refrigerator & freezer, Coffe mashine, microwave and much more. brThe bath has a jacuzzi tub, which can also be used as a shower. brWireless internet access, cable TV, and DVD/VCR, are also provided. brbrThe Apartment provides central air conditioning that will cool the entire apartment, both bedrooms and the living/kitchen area if needed.brThere is plenty of ventilation with ceiling fans in both bedrooms and in the living room in case you prefer to open the windows. brbrThe Apartment comes with washer & dryer, located below the stairs that lead to the Apartment.brbrBeach accessories like boogie boards and beach chairs are available.brbrLocated about 20 minutes from Honolulu, Waikiki and Hanuama Bay and Pearl Harbor. This property is very well situated not far from the scenic routes taking you to the North and South Shores where you can enjoy the magnificent Hawaiian coastline.brbrKailua is a very charming windward beach town where you will find the residents most pleasant and helpful. Kailua offers many restaurants and shops. Golf courses, tennis and water sports such as windsurfing, para-sailing and kayaking. On the windward side you can also enjoy a day at Sea Life Park, encounters with animals at Kualoa Ranch and some amazing hiking.brbrProperty TypebrApartmentbrbrSuitabilitybrPets Not AllowedbrNon Smoking OnlybrChildren WelcomebrBedrooms: 2 Bedrooms, Sleeps 5, Beds for 4-5brbrBedroom 1brBedroom 2bron King size Bed brone queen size bed brfuton floor mattress for a child or 5th personbrbrBathrooms: br1 BathroombrbrKitchen & Diningbrfull size stove, brfull size RefrigeratorbricemakerbrMicrowave Oven, brCoffee Maker, brBlender, brCooking Utensils,brBBQbrbrbrDining Area Seats:br4brbrbrAmenitiesbrbrOff Street Parking brLinens ProvidedbrHand and Beach Towels ProvidedbrIron & BoardbrHair DryerbrbrEntertainmentbrbrVCRbrDVD PlayerbrTelevisionbrSatellite / CablebrbrCommunicationsbrWireless InternetbrbrbrParking Off StreetbrLinens ProvidedbrHand and Beach Towels ProvidedbrIron & BoardbrbrbrThis property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time regardless of actual occupancy.

Relax at Kapakai Cottage – 2-Bedroom Comfort with Full Kitchen & W/D

Kailua, Hawaii, United States

2

Bed

Bath

Sleeps

$136.23

500 square feet Apartment with 10 foot ceilings, comes with queen bed in separate bedroom, queen size pull out sofa bed in living room with memory foam mattress, washer dryer, full equipped kitchenette, free parking and free Wifi. We offer a yoga mat, beach umbrella, beach towels, cooler and beach chairs. brbrThis unique private Apartment will allow you to enjoy the best Kailua has to offer without an extraordinary price tag. Perfectly located between beach and town, providing easy walking access to all Kailua has to offer. brbrThis deluxe 1 BR Cottage with queen bed & queen sleeper couch is just 1 1/2 blocks off the best part of world class Kailua beach.brbrThe Cottage is newly renovated with a spacious living room, the master bedroom comes with a queen bed, new pillows, fine linen, new ceiling fan and a large closet.brThe bathroom is equipped with a shower, toilet and sink. The shower panel has a built-in rainfall shower head, body spray jet, and a handheld shower wand.brbrThe Living room couch pulls out into a queen bed. brA Smart-TV, Ceiling & stand-up Fan, fast reliable internet and more closet space in the hallway was added for your comfort.brbrTwo other parties live on the property: A family of four with two young children in the main house and a young married couple in the back cottage. brbrYou can cook using the two burner cook top, the microwave, rice cooker, toaster, or enjoy a cup of coffee or espresso. We added a refrigerator and freezer, hand blender, electric water heater plus a washer and dryer for your convenience. brThere are several frying pan's plus one large one with a lid, 2 pots and and a very good selection of kitchen tools to prepare a meal. There is a complete set of small and large plates, small and large bowls, several platters, cups, water glasses, wine glasses, smoothie cups, silver ware...brbrShort 5 minute walk to Kailua town center where you can find several grocery stores like WholeFoods, Foodland Safeway and Times Supermarket.brKailua offers unique boutiques, a Target and tons of excellent restaurants and bars.brbrfree parking on sitebrReliable internet with 233Mbps download speedbrsnorkeling gear, beach chairs and towels, coolerbrPortable AC Unit availablebrbrWe respect your space and privacy during your stay. Of course if you need any help, suggestions or recommendations we are here for you. brbrKailua is a beautiful beach town! With fabulous dining, shopping and activity choices - one never gets bored here. Kailua and Lanikai beach are huge highlights of our town, but there are also amazing eating and unique shopping experiences as well.brbrThe Beach brA long, graceful bay protected by a coral reef is Kailua’s delight. The nearly 4-mile-long stretch of ivory sand is made for strolling, and the weather and wave conditions can be just about perfect for swimming, kayaking, windsurfing and kitesurfing. South along the shore lies the exclusive enclave of Lanikai, with million-dollar views – and mansions to match.brbrWe would recommend a car, however Oahu is known for its amazing bus system with stops that can take you all over the island. Bus stop is just a few hundred feet away. brbrWe ask that you do not smoke inside and please be courteous of noise after 10 PM. brbrbrThis property is a legally established dwelling that is rented for periods of 180 consecutive days or more at any one time regardless of actual occupancy.

Charming Apartment in Prime Location – Steps from Kailua Beach & Town

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1380.62

Inquire about short stays, we accommodate them where possible. Spacious, resort-style residence located within 100 yards of Kailua Beach. Featuring a private courtyard and pool, this indoor/outdoor floor plan is ideal for family gatherings. The extensive renovation features an expansive master suite, a workout area, renovated bathrooms, an open bistro-style chef's kitchen, and a distinct laundry room in addition to a solar-heated pool. An oasis of genuine luxury awaits you in paradise.brbrThe property manager lives a few minutes away from this home and is available to help, even on weekends and after hours.brbrThis house is located in the beachside community of Kailua. There are many restaurants within a couple miles as well as a Whole Foods Market for your grocery needs.brbrThe entire house can be used by the guests. The only exceptions are the garage and one of the two closets in the master bedroom.brbrBathrooms and bedroomsbrThere are five restrooms and eight aesthetically pleasing bedrooms. Five rooms, each, feature a queen bed. Both rooms feature a king-size bed. And one room with a twin trundle bed and a full bed.brbrThe kitchen brThe kitchen is exceptionally well-appointed with every conceivable item, including wine glasses and dishes and cookware. The kitchen is exposed to the indoor/outdoor dining area and features counter seating. In addition, two refrigerators have been added per a guest's recommendation.brbrWhile diningbrLarge sliding doors in the dining area lead to the outdoor covered lanai, which provides additional seating for eight. Five bar stools are located atop the kitchen island.brbrLOUNGE ROOMbrAn additional set of sizable sliding doors in the expansive living room provide access to the lanai.brbrEXTRAS:brCable television; expedient WiFi throughout the residence; a laundry room with an extra-large washer and dryer.br-Dishwasher -Air conditioning in the living room and all bedroomsbr-Snorkels, beach chairs, and beach towels -An outdoor showerbrPlay Pac-n-PlaybrbrATTRACTIONS and LOCATION: brThis residence is situated a mere five houses from the shoreline and a two-minute stroll from Kailua shoreline, one of the most picturesque beaches globally. There are numerous restaurants and a Whole Foods Market within a couple of miles for your grocery requirements.brbrAC:brAir conditioning is provided in the living room and all bedrooms. Although the kitchen and dining room lack air conditioning, substantial sliding doors allow for the ingress of chilly trade breezes.brbrLegally recognized as a residence, this property is rented for a minimum of thirty consecutive days. Early departures do not incur any penalty, so you may reserve a lesser stay as specified on the website. This is in compliance with sections 19-18 of the ordinances of the city and county of Honolulu. A thirty-day rental agreement is required.brbrbrIt is best to rent a car. Parking is provided at the home. If you are interested in renting our van at the property, please let us know.

Huge House, Heated Pool, AC, Steps to Kailua Beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1354.55

This Kailua, beachside, pool (heated) home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool surround, landscaping, TV's, furnishings, etc. And NO CLEANING FEE on 30 day bookings!brbrEach room has an individually controlled AC system. The primary bedroom has bath ensuite. The poolside king room and queen room share a bath. The twin room and king room share another bath. The poolhouse has an outdoor shower and 1/2 bath. brbrSmart TV's can be found in the living room and pool house. The pool house has a large refrigerator and a wine refrigerator. brbrThe home is one block from world-famous, 2 .5 mile long Kailua Beach (Voted #1 by Dr. Beach in 2019) There are no roads to cross to access the beach making this home ideal for your family beach vacation!brbrBy law this home can only be rented once in a 30 day period. Price is negotiable depending on number of occupants and length of stay. Longer stays rewarded with discount!brbrCome be our guests and experience the magic of this Kailua beachside location and the island of Oahu!brbrThis property has one active security camera on the driveway.brbrGET & TAT tax #174-185-2672-01brTMK 430190450000brbr

Beachside Family, vacation home with pool NO CLEANING FEE!

Kailua, Hawaii, United States

5

Bed

Bath

10

Sleeps

Select Dates for Price

NEW PHOTOS! One bedroom, one bath apartment in the quite neighborhood of Olomana. This cute apartment comes complete with a split system Split System AC unit, full bath and kitchenette. Rent is $2,000.00 and an additional $400.00 for All utilities including Cable, Internet, Pest Control and Housekeeping twice a month. There is plenty of parking in front of the home to accommodate two vehicles. The laundry is shared with the main house but comes complete with a private entrance and brand new units. New interior paint throughout the space.br brHere is a link to a video of the space: https://drive.google.com/file/d/12frFFcjmWRuZCeUDMyO1EOmu5sUrP3e7/view usp=sharingbrbrThis is a must see! Please contact us to schedule an appointment.

Cozy Apartment In Sought After Neighborhood of Olomana!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$219.89

(Not suitable for folks with mobility limitations due to steep walk.)brExperience Windward Hawaii at this beautiful 1 bedroom in the heart of Lanikai. You'll be within a short walking distance of one of the best beaches on the island and close to Kailua town with many unique shops and restaurants. You'll enjoy beautiful views of the sunrise and the full moonrise over the Mokulua islands from the beach, splash into protected snorkeling between purple coral heads, sunbathe to the envy of every instagram follower, cool off in the air conditioning or the breezy lanai under coconut palms and upload your day's adventures thanks to the free WiFi. Dine alfresco with grilled steaks under the palms for a romantic night in. Stretch out in a king size bed and wake up refreshed in a separate bedroom from the living space.brWhat's nearby:brYou are just a few blocks away from Lanikai beach where you can spend the day lounging, swimming, snorkeling and sunning or go for an evening walk or early morning sunrise. You are 3 miles from Kailua town with grocery stores, restaurants, galleries and fun shops. A great lunch or dinner spot even closer than Kailua town is Buzz's Original Steakhouse and Kalapawai market, steps from Kailua beach. For the adventure hiker, you are a few blocks from the Lanikai PillBox trail for great views. Of course, no trip to Hawaii is complete without driving around the island and seeing the North Shore and going for a fun night out in Waikiki.brThings to Know:brFree WiFibrBeach towels brBeach chairs brKayaks available with waiverbrSnorkeling fins available for use, but bring your own snorkel/maskbrFull kitchen with counter convection oven and no dishwasherbrWasher/dryer brPrivate outdoor lanai with dining and grillbrParking on site or streetbrPrivate entrance brShared property and shared walls in residential neighborhoodbrNot suitable for pets or animals brSuitable for respectful visitors who enjoys a quiet environmentbrNot suitable for folks with mobility issues

1 bedroom steps to white sand beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1243.99

Welcome to Hale Mokulua; an exclusive, quiet and private home adjacent to the spectacular blue waters of Lanikai Beach. With 3 separate living spaces, this remodeled Lanikai home accommodates up to 14 guests. The main house of consists of 3 bedrooms, 3.5 baths with an open floor plan, high ceilings, hard wood floors, modern kitchen and a wonderful, covered lanai for lounging, dining and enjoying the warm Kailua evenings. The large loft on the 2nd floor includes a king bed and queen sofa pull-out, private ocean-view lanai and ensuite bath. Two spacious guest rooms on the main level also have ensuite bath. A large yard with a heated, tiled swimming pool and hot tub separates the main house from a one bedroom cottage (sleeps up to 4) and separate refurbished studio (sleeps 2) making this an ideal place for multi-family or large multi-generational gatherings. The white sands of Lanikai Beach are just steps away from this gated and private home. Each bedroom has its own air conditioning making this home cool and comfortable throughout the year.brbrWhat You'll Love:br*top to bottom renovations, updating the property with upscale furnishings and tropical designbr*steps from Lanikai Beachbr*Completely air-conditioned throughoutbr*Located on the quiet-side of the Lanikai loopbr*Separate living spaces with extra kitchens, private entriesbr*Lush, tropical gardens surrounding heated pool, spa and covered lanaibrbrBedroom Configurations are as follows:brMain House - 1st Level:brBedroom 1 - Primary bedroom - King Bed, en suite bathroom, shower & soaking tub, split a/c, TVbrBedroom 2 - King Bed, en suite bathroom, shower, split a/c split, smart TVbrbrMain House - 2nd level:brBedroom 3 - 2nd Primary Bedroom - King Bed & Queen Sofa Bed (shared room), en suite bathroom, shower, split a/c. Private outside lanai w/ocean view, smart TVbrbrOne Bedroom Cottage (separate entry, detached from main house):brBedroom 4 - King Bed & Queen Sofa Bed in living area w/bathroom in between, shower, split a/c, smart TV in living area brbrStudio Cottage (separate entry, detached from main house):brBedroom 5 - Queen Bed, bathroom with shower, split a/c, smart TVbrbrOffered as monthly rental (30 day minimum) - fixed monthly rate applies regardless of length of stay. This Property is professionally managed by Private Homes Hawaii, LLC and is a legally established rental accommodation compliant with Hawaii State Legislation (HB2078). It is available to lease from 1 to 6 months Lic#TA-005-853-7984-01. TMK.

Hale Mokulua - Lanikai, Oahu / pools, spa, beach!

Kailua, Hawaii, United States

5

Bed

5

Bath

14

Sleeps

$726.52

Lanikai Oasis – Your Peaceful Hawaiian GetawaybrbrLocated in one of the most private and peaceful areas of Oʻahu, our charming Lanikai Cottage is just 5 minutes walk from world-famous Lanikai Beach - often ranked among the most beautiful beaches in the world.brbr✨ Highlights:br • Newly remodeled 1,000 sq. ft. ground-floor ʻohana unitbr • 2 full bedrooms + 1 full bathroom + cozy reading nookbr • Brand-new kitchen, bathroom, beds, futon, and appliancesbr • Complimentary beach gear: towels, snorkel sets, sand toys, chairs, and a wagon for easy beach daysbr • Reserved parking space for one vehiclebrbrYou’ll be just a 10-minute drive from a variety of local restaurants and eateries, yet tucked away in the quiet charm of Lanikai.brbrThis is a rare opportunity to stay in the highly desired Lanikai neighborhood, where you can experience the perfect blend of comfort and island living.brbr Please Note: In accordance with Hawaiʻi State Law, this property requires a 30-day minimum stay.brTax ID: GE-159-110-0416-01 | TA-159-110-0416-01

Condo

Lanikai Beach Cottage - 5min walk to the best beach!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1020.92

ORCHID HOUSEbrTA # 087-311-0016-01brbrWith magical views of the Mokuluas from most rooms, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, granite countertops, slate stone flooring, gourmet kitchen and appliances, skylights, AC in every room for those rare Kona days, and much more.brbrEnjoy outdoor dining on your tree-shaded lanai to extend the living space of this single level retreat. The inviting tropical pool with waterfall, cabana, and additional pool bath complete the picture of the perfect Hawaiian lifestyle with a large sunny ocean view pool deck. brbrWith an unbeatable location on a quiet street just a short 8 minute stroll to the white sands of Lanikai you will never want to leave.brbrMain House- 3 Bedrooms, 4 BathbrMaster Bedroom - King, full bath with dual vanities and large walk in shower with Ocean Views, split A/C, TV.brGuest Bedroom 2 - Queen, split A/C, full bathroom in adjacent hallway with shower/tub combination.brGuest Bedroom 3 - Queen, day bed, full bath with large walk in shower, split A/Cbrbr4th Bathroom is in pool area with a shower.brbr**Please note; currently waterfall feature is on from 9:30am to 10am and 4:30pm to 5pm. brPool stairs into 2 foot shallow end slopes to 12 feet in deep end. Kids should always have adult supervision!brbrMid-Stay cleans are mandatory for stays 31 days and longer;brEvery 30 day period, 1 mid-stay clean with no linens $275 + GET/TAT/HTAT = $324.40 or with linen changes $350 + GET/TAT = $412.87 brbr1.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 period. The 30-day rental period will be communicated to guest upon booking.br2. Online bookings are subject to manager or owner approval.br3. All children must be supervised by adult. Pool can be cooler in Winter months. POOL HEAT OPTIONAL AND AVAILABLE AT $150/DAY PRE ORDERED. $175/DAY UPON ARRIVAL OR $3500/PER MONTH.br5. Christmas & New Year are subject to a premium.

Orchid House - Pool and Endless Ocean views!

Kailua, Hawaii, United States

3

Bed

Bath

7

Sleeps

$4536.81

Perched above the crystalline waters of Lanikai Beach, Lanikai Hillside Estate by Gather is a newly designed 5-bedroom, 5.5-bath luxury retreat with 6,295 sq ft of interior living plus expansive lanai spaces. Floor-to-ceiling glass, an infinity-edge pool, and panoramic ocean and mountain views create a seamless indoor–outdoor experience in one of Oahu’s most coveted enclaves.brbrWhat You’ll Love About Lanikai Hillside Estate by Gatherbr• Unparalleled ocean vistas from nearly every room and the infinity-edge poolbr• Private rooftop retreat with jacuzzi, fire pit, and lounge seating for sunrise, sunset & stargazingbr• Resort-style amenities including media room/home theater, gym, sauna, office, and multiple lanaisbr• Exclusive shoreline access for effortless days on Lanikai’s soft white sandbr• Central A/C and a refined modern aesthetic that frames the natural beauty outsidebrbrLiving & DiningbrOn the main level, expansive living and dining areas open wide to the lanai and infinity pool where the horizon meets the sea. Clean-lined furnishings, warm textures, and artful lighting set a tranquil yet elevated tone. The indoor dining area flows easily to the outdoor pavilion, making relaxed family dinners and celebratory feasts equally effortless.brbrChef-Ready KitchenbrA contemporary, fully equipped kitchen anchors the home’s social heart with generous island prep space, sleek cabinetry, and ocean views that turn cooking into a pleasure. Whether you’re preparing a casual brunch or collaborating with a private chef, the layout supports easy entertaining.brbrOutdoor OasisbrThe estate’s grounds are designed for unhurried island days. Lounge beside the infinity pool as it visually blends into the turquoise bay. Multiple lanais offer both sun and shade, while a BBQ zone and dining pavilion invite al fresco gatherings. Ascend to the rooftop deck to soak in the jacuzzi, cozy up by the fire pit, and take in moonrise over the Mokulua Islets.brbrSleeping Quartersbr• Primary Suite – King Bed, Upstairs, Expansive Lanai, Panoramic Ocean View, Spa-like Agape Ensuite, Walk-in Closetbr• Guest Bedroom 2 – King Bed, Upstairs, Ocean View, Ensuite Bathbr• Guest Bedroom 3 – King Bed, Doubles as an Office/Study Space, Upstairs, Expansive Ocean Viewsbr• Guest Bedroom 4 – Twin Bed, Twin Trundle Bed, and Lofted Double Bed, Perfect for the Kids, Upstairs br• Guest Bedroom 5 – Cal King Bed, Main Level, Private Sitting Area, Kitchenette, Lanai Access, Separate Entrance, Ensuite BathbrbrEach bedroom offers calming finishes, floor-to-ceiling glass, and thoughtful privacy so every guest wakes to a stunning natural backdrop.brbrExtrasbrCentral A/C, high-speed Wi-Fi, washer & dryer, private office, media room/home theater, smart TVs with satellite/cable, speaker system, printer/scanner/fax, home gym, sauna, exclusive shoreline access path, and a private gated community setting for added peace of mind.brbrResort / Community HighlightsbrPrivate gated community in Lanikai with direct access to one of the world’s most celebrated beaches.brbrNearbybrKailua Town is minutes away for cafés, boutiques, and farm-to-table dining. Launch kayaks to the Mokulua Islands, snorkel calm turquoise waters, or hike the Lanikai Pillbox Trail for sweeping coastal views. HNL is the nearest major airport for convenient arrivals.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• Utility fee: 3,500 USD per month for stays of 21+ daysbr• Exclusive use for the duration of the rental periodbr• TAT ID: TA-053-605-3248-01br• TMK: 430010090000brbrReserve your time at Lanikai Hillside Estate by Gather and experience elevated island living above one of Oahu’s most iconic beaches.

Lavish Lanikai Hillside Estate: Oceanview w/Pool/Spa, AC & Mokulua Isle Views

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$166.2

Aloha Kakou! Thank you for checking out my unit near the beach. I have a kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries, restaurants, check out surfers, dolphins and sunsets! Why not watch the World famous Iron Man Championship at your doorsteps!brbrThe Place - Complimentary parking, AC, Wi-Fi. Standard amenities including hair-dryer, shampoo, conditioner and beach towels upon request! You may even request boogie boards, snorkel gear, beach chair and cooler for your drinks. Beach toys are based on availability.brbrThe studio comes equipped with a full size refrigerator, coffee maker, microwave, toaster and cooktop and all housewares.

RENOVATED Kona Studio By The Ocean!!!

Kailua, Hawaii, United States

Bath

2

Sleeps

Exceptional(36)

$3712.19