5,042 properties available

Located in Kailua, Hawaii, United States. Kailua Beach Vacation Cottage *Please read full description! Sleeping 6, our large private garden cottage is located just 50 steps away from Kailua Beach. The lush garden setting offers a large air conditioned bedroom that sleeps 4 (queen size bed and 2 twin beds), with a screened in lanai (sunroom) that sleeps two more on the queen sized day bed (punei).Exquisitely furnished with antiques and aloha, our cottage offers you the Hawaii that few will see. This 1200 sq.foot cottage embodies the type of living that Hawai'i is known for: From the screened in lanai (patio), to the fully upgraded kitchen, to an open garden area, our cottage offers island living at it's best. Families with children enjoy a large yard and the closeness of the beach. Beach amenities available at no extra charge: Boogie boards, sand toys, beach towels, and sand chairs. Kailua Beach Vacation Cottage provides a little bit more so you can bring less! This property is a legally established dwelling that is rented

Located in Kailua, Hawaii, United States. Kehaulani Ridge~Lanikai~Spectacular Views of "The Mokes"! Renovated~Luxurious Enjoy peace and tranquility from this beautifully remodeled home while soaking in the endless, unobstructed views of the Pacific Ocean and Mokulua Islands. This 4 bedroom, 4 bath home with separate cottage is located on a gently sloping hillside just a few minutes walk to the white sand beaches of Lanikai. The home was beautifully designed to take full advantage of the view and gentle trade-winds by mid-century architect Vladimir Ossipoff. Ossipoff's ability to "bring the outside in" has been a signature at the many luxury homes and prominent buildings he has designed throughout the Hawaiian Islands. The home features a tastefully renovated kitchen that is well stocked, hardwood flooring, built-in niches and cabinetry throughout. Each bedroom has an ocean view while a comfortable, open floor plan overlooks the ocean on one side and tranquil water feature on the other. Expansive covered lanai allows an o

Located in Kailua, Hawaii, United States. Kailua Beach "The Pink House" 100 Yards from Ocean 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, p

Located in Kailua, Hawaii, United States. Kailua Beachfront w/Pool - Licensed Short-Term Rental - Steps to Kailua Beach One of the few Licensed Short-Term Vacation Rentals on the Windward side of Oahu, this three bedroom, three bath home with large swimming pool sits on .9 acres of Kailua Beachfront. The home has been recently refurbished with new furnishings, fixtures, appliances, linen and accessories making it clean, comfortable and refreshed. A beautiful, ocean front lawn separates the home from the ocean, offering quiet and privacy. Two miles of white sandy beach front the home - an ideal spot for swimming, bodysurfing, paddling and kite surfing.The spacious rooms offer a flexible bedding arrangement that will appeal to groups of various sizes and makeup.The Bedroom configurations are as follows:Bedroom 1- (Primary) King Bed and Queen Sleeper Sofa split a/c, en-suite bathroom with walk in shower (Sleeps 2-4)Bedroom 2 - Queen bed, split a/c, en-suite bathroom, shower (Sleeps 2)Bedroom 3 - Two Queen Beds and Twin sized Bu

Located in Kailua, Hawaii, United States. Licensed Lanikai Beach House with unobstructed views of the Mokulua Islands! Imagine waking to the sun rising over the Pacific as you are awakened by the sounds of tranquil tradewinds rustling through the palm trees. Not a care in the work with the Mokulua Islands as a backdrop to this new day in paradise!NUC: 90/TVU-0235Lanikai Beach Rentals: 808-382-7195Our Lanikai Beach house is a charming four-bedroom, two-bathroom vacation rental located in the beautiful neighborhood of Lanikai, O’ahu, Hawai’i. Situated on the beautiful turquoise Pacific Ocean, it offers stunning views of the ocean and the nearby Mokulua islands.The house is designed to accommodate up to eight guests comfortably, with four cozy bedrooms that provide a peaceful retreat after a day of beachside adventures. Each room is tastefully furnished and offers a restful ambiance, complete with comfortable beds and essential amenities.The two bathrooms in the house are well-maintained and equipped, ensuring convenience and co

Located in Kailua, Hawaii, United States. Lanikai Hale - 2 cottages to rent together or separately - sleeps up to 12 Welcome to Lanikai Hale ~ Two Hawaiian style cottages (which can be rented together or separately) on a large fenced-in property in the heart of Lanikai, just 2 miles from Kailua Town on the Windward side of Oahu.There is plenty of parking and sleeping space for a group of 10 to 12 people. A total of five bedrooms and three bathrooms between these two units, as well as a queen pull out sofa bed sleeps everyone comfortably. Fully air conditioned, with a bird's eye view of the famous Pill Box Hike, these cottages are just five houses from the beach access. Walking and bike paths allow guests to enjoy the Lanikai neighborhood. This home provides dining outdoors or indoors. Each cottage has a full-sized washer and dryer and outdoor shower. Boogie boards and beach chairs are also provided. Beautifully furnished and fully supplied with everything you need to have a memorable stay in Hawaii. You will love this

Located in Kailua, Hawaii, United States. Villa Frangipani Tropical Beachside Retreat Kailua About this spaceOnce 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.Villa Frangipani can be rented for a 30 day minimum stay.The spaceVilla Frangipani is the perfect holiday getaway for extended families or for couples or friends traveling together.**This is a new listing on VRBO. For reviews of Villa Frangipani please look at the 'other' leading holiday rental site.Bedrooms:We have 4 spacious bedrooms.-Master 1 with ensuite and King bed-Master 2 with ensuite and 1 King and 1Twin XL-Twin Room with 2 Twin XL beds (bathroom is justbeside this bedroom)-Master 3 (Upstairs) with King bed and ensuite(ther

Located in Kailua, Hawaii, United States. Kakela Kai, Beachfront Kailua Home, Private, A/C 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. Kailua 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.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. Rates based on a 30 day rental period. Please call or e-mail

Located in Kailua, Hawaii, United States. Little Yellow Cottage: Steps to Lanikai Beach Nestled in the beachside residential community of Lanikai in Kailua, this home is well appointed with all the creature comforts of a home away from home. It is a separate and distinct 2 bedroom, 1.5 bath cottage. Upstairs is a full kitchen and a living/dining area as well as a convenient half bath. Downstairs are two bedrooms: the master with a queen-sized bed and the second one with two twins. Both share a jack and jill full bathroom. The home is fully furnished, including a TV, books, games, toys as well as beach towels, linens, and an initial supply of paper products and soaps including dish soap, laundry soap and body soap.The front porch opens out to a very large monkey pod tree, spanning two properties and home to songbirds (manu mele) - our morning serenade!! It is only a five to seven minute walk to the world famous Lanikai beach, the best swimming beach in all of Hawai’i. The town of Kailua is a seven minute drive, making us c

Located in Kailua, Hawaii, United States. Beachfront spectacular Kailua beach Aloha from Kailua; we must do a 30-day minimum on our rental home until otherwise noted. Please don’t let this affect where you wish to vacation. Although I have to rent in a 30-day minimum this is not normally 1st through the 30th. Calendar not always reflecting this so please contact on availability. I will discount your stay accordingly. Please email me beforehand so we can make your vacation or event possible on Kailua beach. Kailua beach is a well-known spot to watch spectacular sunrises and, once or twice a month, enjoy watching the full moon rise out of the sea. The full moon rise has a unique bright orange glow. This beach villa is the perfect romantic island getaway. The views of the Mokulua islands can be enjoyed from your sprawling backyard, in a hammock under the palms.

Located in Kailua, Hawaii, United States. World Famous Kailua Beach Charming Cottage Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable, Electric, Water, Wi-Fi, BBQ & Parking included. The Cottage has its own Washer & Dryer. One month or more rental. The owner is a licensed real estate agent in Hawaii. No Pets & No Smokers please. Mahalo!290 sq. ft. + 200 sq. ft. LanaiMinimum rent: 30 Days

Located in Kailua, Hawaii, United States. Cottage to relax & enjoy Hawaii Kick back and relax in this calm, stylish space. Just steps to world famous Kailua Beach with kite boarding and kayaking to Lanikai Beach. Walk to Buzz's Steakhouse for an evening cocktail and dinner, and Kalapawai Market for coffee and necessities. Owner on island and available for questions & needs. Come to our special part of the island and make yourself at home.Dates are flexible, Contact host.

Located in Kailua, Hawaii, United States. Hale Mokolea: Gem of Lanikai: Steps to Lanikai Beach Nestled in the beachside community of Lanikai, Kailua, this fully furnished home is over 1400 square feet of luxury living. Beautifully yet simply decorated, this unit is the whole upper half of the main house with its own separate entrance. The entrance is at mid-floor level with a Brazilian cherry staircase leading to upper and lower levels. The caretaker lives in the lower level.Your home away from home has a large living area that divides into two sections: one with a comfy couch for watching television; the other, hidden behind carved panels from Borneo, for reading or computer work. Down the hall is one bedroom with a queen-sized bed and an adjoining bathroom (Rubber ducky is included!). Across the hall is a blue bedroom that has two twin beds and its own separate bathroom with a walk-in shower. The eat-in kitchen is fully equipped with plenty of dishes and glasses as well as pots and pans. Just a few steps away is a laundry ro

Located in Kailua, Hawaii, United States. Private Studio - 4 minute walk to Lanikai Beach! Welcome to your perfect Hawaiian getaway! This private studio in Kailua is just a 4-minute walk from the world-renowned Lanikai Beach.The studio is perfect for 2 adults and 2 kids.- King-size bed with soft, gorgeous linens.- Comfy, huge sectional...perfect to sleep 2 kids. Extra linens & pillows are provided- Cold air conditioning- TV with all smart apps available- Dining table for 4- Parking for two cars.30 day minimum rental in accordance with City of Honolulu ordinances.

Located in Lanikai, Hawaii, United States. Naupaka Hale & Cottage NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views of Lanikai Beach, turquoise water and the Mokulua Islands. All new kitchen, baths, flooring, electrical and plumbing. Classic, comfortable island style furnishings with big covered lanai on the street side. Enjoy the magical Hawaiian moon and sun rises and let this become your dream vacation. Large salt water pool in private inner courtyard.Main House:Master bedroom: King with Ocean views, A/C and full bath, shower only2nd Bedroom: 2 twins beds, can be requested into 1 split king, A/C. Full bath shared with living room.Main house also has a queen sofa sleeper.TV in living room only.Cottage:King bedroom A/C with full bath, shower only, kitchenette and living room. TV in living room only.OTHER FEES:

Located in Kailua, Hawaii, United States. Orchid House - Pool and Endless Ocean views! ORCHID HOUSETA # 087-311-0016-01With 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.Enjoy 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. With 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.Main House- 3 Bedrooms, 4 BathMaster Bedroom - King, full bath with dual vanities and large walk in shower with Ocean Views, split A/C, TV.Guest Bedroom 2 - Queen, spl

Located in Kailua, Hawaii, United States. Gorgeous Oceanfront Home w/Mokulua Isle Views, Yard & AC: Lanikai Oceanside With front row seats to the ocean and the famous Mokulua Islands of Kailua, Lanikai Oceanside offers the best seats in the house. Newly renovated, this tropical chic and modern oceanfront beach home is open and spacious, yet warm and intimate. Wake up to the sounds of the sea, inhale the fragrant salty air and watch the sun paint magic in the sky as the afternoons turn to evenings. Lanikai Oceanside is sure to make your vacation a memorable and unforgettable one.Built in the 1940s, Lanikai Oceanside was once the coveted summer home to Princess Abigail Kawananakoa, a beloved Hawaiian princess who was a politician and ruler in the historic Hawaiian monarchy. Kept within the royal family for years, the home was later sold to a respected prominent family of Hawaii in 1956. The residence embodies a special historic energy, it is no wonder why so many influential individuals have chosen it over and over again.With be

Located in Kailua, Hawaii, United States. Comfy 1 bedroom steps to white sand beach Experience 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. What's nearby:You are just a few blocks away from Lanikai beach where you can spend the day lounging, swimming, snorkeling and sunning or go for a 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, steps from K

Located in Kailua, Hawaii, United States. Adorable Beachfront Home Located on Secluded White Sand Beach! Hale Mahina is a lovely beach home located on a pristine, secluded white sand beach that can only be accessed by a few houses on the property, or by boat. Everywhere you look is the sparkling ocean. 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. The house is two stories, the main level is above the garage so it overlooks the ocean. The hot tub sits up against the lush green mountain and is a great place to relax and enjoy the spectacular view. 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. The home is one of the first built in Lanikai. We've kept the original look but updated it with hardwood Ohia floors, granite counters in the kitchen, and new lighting throughout. This is a very special home in a unique location. Lanikai

Located in Kailua, Hawaii, United States. NEW! Kai Hale - Steps to beach, AC This lovely quaint home sits on the famous Lanikai beach. You'll get direct access to one of the world's most sought after beaches. This 4 bedroom, 2 bath, 2,456 square foot home is perfect for a private and relaxing getaway. Kailua Town is less than a 10 minute drive away with everything from Whole Foods, Target, cafe's, restaurants, shopping and more. There's so much activities to do in the area from hiking, windsurfing, kayaking, paddle boarding, sunrise chasing and stargazing.Sleeping arrangementsDownstairs:Bedroom 1: 3 beds (queen, x2 twin)Upstairs:Bedroom 2: Queen bedBedroom 3: Queen bed and Twin bed with attached bathroomBedroom 4: King bed---Things to Note---1. Air Conditioning units throughout the house and in bedrooms (total 5 units)2. In compliance with the City & County this property is available for 30 days or more, please inquire for clarification.3. Although we have regular pest control, like any moist and fertile environment, you may f

Located in Kailua, Hawaii, United States. Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage Enjoy a restful respite in this private cozy cottage with a beautiful private garden. The Lanikai Bungalow is a private separate cottage. It has one bedroom with beautiful relaxing living spaces, full kitchen and bathroom. The cottage has a gorgeous private lanai/patio that is surrounded by a garden full of lush banana trees, pomelo, papaya, starfruit, lemon tree & tropical foliage. The bedroom has a king size bed with soft comfortable linens. A/C unit as well as cable, flat screen tv & WIFI. TV is located in the bedroom there is no tv in living area. Kayak /paddle board for rent. Waiver required The cottage has all the amenities you need. Beach towels, chairs umbrellas, cooler We are located in Lanikai, steps away from a beautiful Ocean. Enjoy a short paddle to explore the Mokulua Island. Paddle board & snorkeling are steps away from your cottage. In Kailua will find a great selection of restaurant

Located in Kailua, Hawaii, United States. Lanikai Garden Lanai Studio Lovely quiet private studio with gorgeous ocean views from either common deck or your private deck as well as through studio main door. NEW: AC unit for warm nights (although overhead fan is usually all that is needed). Outdoor kitchenette is perfect for travelers with minimal cooking needs. Common deck has large picnic table, gas grill, and laundry facilities. Beautiful tropical setting, covered lanai for meals, reading, or yoga. An 8 minute walk to Lanikai or Kailua Beach and a walk through the park to Buzz's Restaurant or Kalapawai Market. Private entrance. Rates include 14.962% taxes; (GET/TAT: 080-695-9616-01). Owner lives on property upstairs. 30 night minimum. Contact owner for more information.

Located in Kailua, Hawaii, United States. Kailua Beach Bop Discover Kailua's island charm while staying in our Hawaiian style home. Wake up to chirping birds on a quiet treelined street. Enjoy your breakfast in the sun room overlooking the lush green backyard filled with fruit trees. The living spaces are open & flooded w/ natural light & surrounded by local greenery. The house takes advantage of trade winds coming off Kailua beach shores. Located .5 mile from Kailua Town and .5 mile from one of the worlds best beaches (Kailua / Lanikai beach).

Located in Kailua, Hawaii, United States. Beautifully remodeled Lanikai house,spacious inside alot of green space outside In the quaint exclusive neighborhood of Lanikai, our quiet place sets back off the road. It’s a beautifully remodeled house. Beautiful Lanikai Beachhouse newly remodeled December 2022. Rarely available. New fresh paint, new floors, new beds, new mattress, new kitchen appliances, newly furnished, elegantly finished, new washer & dryer, new lanai, new comfy spacious couch, new tv, new comforters, new sheets, new pillows, new bathroom counters. 5 minutes brisk walk to the famous white sand beach blue turquoise ocean waters of Lanikai beach. Quiet quaint neighborhood for peaceful morning on beautiful lanai to enjoy morning coffee with fresh hawaii air and sunshine. Private green yard and lots of off street parking. Multiple easy beach and ocean access.