159 properties available

Located in Kailua, Hawaii, United States. Available and legal for stays less than 30 days Yes, we are a legal, licensed bed and breakfast. We are available and legal for stays of less than 30 days. We are not effected by the recent controversy which effect unlicensed bnbs in Honolulu. See license numbers below. Walk to beach from Hawaii Sheffield House. Located just 10 houses from Kailua Beach the Garden Suite has a queen bed and single bed sized day bed/with trundle and a delightful window seat which is also the size of a single bed. It has a private entrance and a private bath. The Garden Suite is a ground floor unit and has a one step entrance. There are ceiling fans in all of the rooms as well as quiet split system air conditioning. Yes, we are in the tropics. Yes, there are geckos , anoles and chameleons and insects. Yes, we use pesticides.Sheffield House is located in a neighborhood only a short walk (10 houses) from secluded Kailua Beach - one of the best beaches on Oahu. Sunbathe or swim in the coo

Located in Kailua, Hawaii, United States. Stunning Views: 5 min to beach and you will be amazed by the mountain views ! You can be soothed by the trade winds, birds singing and fragrances of Hawaii. Just a short walk to Kailua and Lanikai beach, rated one of the 10 best beaches in the world. Very private, shares no walls with the owners, and has a separate entrance and outside private yard area to enjoy. In the studio, There is a queen size bed in studio, a futon that folds open for extra guest, a table and chairs at the windows facing the Mountain View with country club golf course in the foreground. There is a galley kitchen, a large walk in closet and bathroom with shower, tub and double sinks. Access to the outside with deck and hammocks, chairs and table available. There is a bbq and laundry facilities available downstairs in the easily accessible garage.Kailua beach is renowned for kite surfing, kayaking and SUP rentals, snorkeling, surfing and hiking. Ideal for remote working or a complete get away ! The nei

Located in Kailua, Hawaii, United States. Enchanting Beach Bungalow with Private Garden Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences.It is a great retreat for a maximum of 2 easy-going, nonsmoking adults (25 years and older only). This 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.The 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 - fill

Located in Kailua, Hawaii, United States. Location, Location, Location Beautiful Lanikai Studio Book with confidence! This property is professionally managed by Ali'i Beach Rentals.This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA approved non-toxic undetectable antimicrobial electrostatic spray treatment which continues to kill newly introduced viruses and germs on surfaces, enhanced cleaning and sanitization, and laundry is professionally cleaned and sanitized off-site.This house is located at 210 Kaelepulu Drive.A Beach home away from home, with private entrance and parking gate, ensures a memorable and relaxing authentic Hawaiian vacation. A nicely renovated Large Studio home on the East side of the island a block away from Lanikai Beach! This "beach" studio offers unforgettable proximity to one of the top beaches on the island.This serene location is nevertheless st

Located in Kailua, Hawaii, United States. Footsteps to Hawaii's Best Beach State of Hawaii Transient Accommodation Registration: TA-046-155-5712-01In compliance with the revised ordinances of the City and County of Honolulu, the minimum rental period for this property is 30 days. This property, a legally established dwelling, will be available for your occupancy for a minimum of 30 days. Schedule your stay for as long or as short as you like. Feel free to reach out with any questions regarding the length of stay and availability.Your fully furnished cottage with On-site parking, equipped with A/C, W/D, Integrated sound system to a smart phone, walk in shower for two, smart TV, Cable and free Wi-Fi is just a short five minute walk to beautiful Kailua Beach, a two mile stretch of sparkling white sand and turquoises waters. Adjoining Lanikai beach is just a couple more minutes walk away. Both have been rated among the best beaches in the USA.Some of Oahu's best hiking trails are also in close proximity to our location. Swim wit

Located in Kailua, Hawaii, United States. Kahela - Paradise for Rent Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This home was thoughtfully designed to meet the needs of families. It has a large great room where all can congregate for meals, plan the day, wind down after a full day of activities or just relax. A delicious breeze will soothe your soul as you open the large glass sliders, revealing lush gardens and the pool. The two master suites are at opposite ends of the home and on separate floors, so that two families can enjoy each other's company, yet still have their own private retreat.The bathrooms are finished with hand cut stone, oil rubbed bronze fixtures, and frameless glass shower doors in a style reminiscent of a natural Hawaiian spa. The home has a monitored security system and is a legal dwel

Located in Kailua, Hawaii, United States. Resort-like, Kailua Lanikai, 3 Min walk to Beach, Pool, AC, WiFi, Kayaks This stunning property is accepting one stay once per month. Please see below for details. The property marker shows the property location incorrectly. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai.Walk through the entry gate, and find yourself in the middle of your own personal "resort". A lush tropical yard greets you as you walk to the front door of this unique traditional beach-side cottage in the up-scale Lanikai neighborhood. The professionally landscaped property creates a welcoming and cool setting even on hot summer days. You just might have trouble pulling yourself (and the kids) away from our beach-entry pool to get over to Lanikai beach with its powder-soft sand, 200 meters away. The pool is always a great hit with young and old with its "lagoon feeling". This combined with this property's beach-side location, makes enjoying the unique feel of Lanikai a highlight. We are look

Located in Kailua, Hawaii, United States. Kailua Beachside Studio - Tropical Breeze This is a legally established property, please read more belowSerene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie boarding, kayaking, snorkeling, or swimming. Kailua beach is truly special.The Tropical Breeze studio boasts garden views, tropical tradewinds and the soothing sounds of the ocean waves. Come and enjoy the aloha spirit and warm sunshine.The studio has high ceilings with a tropical-designed decor, a large queen size bed, a sitting area, a kitchenette, and a large airy bathroom. This is truly island living at its finest. Your own private entrance, parking and large yard, which is great for a picnic or barbecue. This studio is air-conditioned with the newest eco-friendly unit, plus solar heated water for the extra large walk-in shower. As an added bonus, our studio offers island esp

Located in Kailua, Hawaii, United States. Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031 HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa dining table seats 10 guests.New beds with upgraded Hotel Collection linens and Aveda toiletries.New FOB Alarm System for the Property.This Hawaiian style family vacation rental home on a beautiful sandy beach is the perfect antidote to civilization. Waters protected by off-shore reefs offer safe swimming and snorkeling year-round. Stunning views of the ocean, mountains, beach, and Mokulua islands make this an unforgettable escape. A slice of Hawaii you and your family will want to return to time and time again.Hale Lanikai has a fabulous ocean deck, perfect for sun rises and moon rises.The ocean has so many shades of greens and blues, you will

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 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