We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Beach Rentals in Kailua, HI

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $1,095 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Travellers to Kailua are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 15
    1 of 5 stars (1) Terrible
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
    Show Prices
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    1 / 19
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 18
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Mountain Views
    • Washer
    • Outdoor Dining Area
    • Patio
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 13 August 2015
    Rick and Nancy's cottage is lovely on the inside, newly renovated, perfectly clean, well stocked, w an incredibly comfortable bed. I have back issues and this bed is as comfy as...
    5 of 5 stars Reviewed 5 July 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
    See all reviews
    1 / 24
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a beautiful 6 bedroom, 5 bath beachfront home reminiscent of Old Hawaii. Coconut trees abound throughout the spacious lush green lawns which leads directily on to the white sandy beach of Kailua. The home sits on one of the most breath taking beaches in the world. Walk the beach in the... View all property information
    Location Information
    Kailua, Oahu
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Shared Garden
    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    ***Longer minimum stay requirements may apply. Rates may vary depending on length of stay. Inquire for possible DISCOUNTS*** Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Ke'aloha, which... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Soluna is oceanfront villa that spans 10,500 square feet in the Lanikai Beach district near Kailua on Hawaii’s Oahu island. Aside from the mansion itself with five-star features and stunning decor, the property features extensive and immaculately manicured tropical gardens and a laid back... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 12
    5 of 5 stars (5) Excellent
    Studio, 1 Bathroom, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Waterfront
    • DVD Player
    • Patio
    • Satellite TV
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 29 December 2015
    We just returned from 10 fabulous days at Jacqui's beautiful island home ... we virtually had the entire place to ourselves for the whole time - spacious suite with tons of shady...
    5 of 5 stars Reviewed 1 November 2015
    Lots of water sport opportunities... kayaking and fishing from the house, not forgetting the lovely pool, and close to excellent beaches for swimming, snorkelling and...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Balcony
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Cool and breezy, second-story vacation rental in a quiet area with private entrance and off-street parking on the beautiful Windward side of Oahu. Only a two-minute walk (300 yards) to the white sand of world famous Kailua Beach. 1000 square feet of living space includes a large master... View all property information
    Location Information
    Kailua, Oahu 96734
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Parking
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 30
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 19 August 2015
    Our stay was enhanced by the fact that the owners were available if and when there was any problem. I wondered what I would do if there were an emergency, car problems or medical...
    5 of 5 stars Reviewed 12 August 2015
    We have dreamed of going to Hawaii all of our lives and finally had the opportunity to go for our dream trip. I have to say that all of our expectations of Hawaii were filled...
    See all reviews
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious,... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Patio
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    After a day of sightseeing or hanging out at the beach, my home welcomes you back with Hawaiian hospitality. Before the evening activities, you might want to take a short nap out back in the hammock, catch up on the latest news on the 47' TV or with the free WiFi, or grill some fresh Hawaiian... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 9 October 2014
    Thank you for this wonderful stay, in my language I say, U Siyam, utmost respect of thank you! It was a comfortable little cottage that suit my entire family of 9, WOW! Incredible!
    See all reviews
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • Parking
    • Grill
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you step out of... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 28 November 2014
    Aloha! This is a beautiful home in an upscale neighborhood. I am from Kauai and was visiting Oahu to celebrate my grandsons first birthday luau. I wanted a home big enough to...
    See all reviews
    1 / 26
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Over the canal, past the boat ramp and round the bend is where you'll find the Ocean's Edge in Lanikai. Just a walk on the beach, afternoon swim or bike ride away! This 5 bedroom, 3.5 bath oceanfront home is set dramatically close to and slightly above the ocean's edge. The living room's picture... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. One-of-a-kind beachside home on an exclusive street in Kailua. Perfect for a large family with kids or two families to share. Single level architect-designed home was completely rebuilt and renovated in 2007 with the highest quality tropical... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 23
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Washer
    • Grill
    • Patio
    • Satellite TV
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This multi-million dollar Beachfront home has over 3,100 spacious square feet of living space. The 6 bedrooms and 5 baths (plus a dry heat sauna) surround the large courtyard and pool creating a very unique and private layout. This home is the perfect gathering place for friends and family to enjoy... View all property information
    Location Information
    Kailua, Oahu
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Grill
    • Balcony
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha state of mind. Am easy five-minute stroll around the corner (200 yards) takes you to our secluded beach... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Outdoor Dining Area
    • Porch
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Kailua is first and foremost a beach community. Kailua Beach Park has been named “America's Best Beach”, 'Most Beautiful; Sunrise in the World'; and the world's pre-eminent windsurfing and kitesurfing destinations. Hale Luana, meaning a house to be at leisure and enjoy pleasant surroundings is... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 22 July 2015
    We really enjoyed our stay at the House of Serenity! Very close to beaches (not 1, but 3!) and all the amenities available for your use. Cheryl prepared fresh flowers and ice...
    5 of 5 stars Reviewed 15 July 2015
    Stayed at 2blocksfromthebeach over July 4th. I loved everything about the rental from the location, the accommodations, the nightly shaved ice, the adorable ice cubes Cheryl left...
    See all reviews
    Get the List
    1 / 24
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Royal Kailua Estate is a veritable Polynesian palace of unrivaled opulence located in Kailua, on Oahu’s northern coast in the great state of Hawaii. The estate spans an astonishing 11,000 square feet atop a moderate inclination. The grounds are covered in lush tropical flora with panoramic views of... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 18
    5 of 5 stars (31) Excellent
    Studio, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Terrace
    • Air Conditioning
    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu.Our private,... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 1 week ago
    We had a great stay at Lanikai Studios! We got one of the studios on the ground floor. Nice room, comfortable big bed and a nice clean bathroom. There are no beach facilities at...
    5 of 5 stars Reviewed 7 October 2015
    Very nice studio apt. right across from one of the most beautiful beaches in the world. Very clean and comfortable. 3 of us stayed there with no problem. Managers were friendly...
    See all reviews
    1 / 30
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Balcony
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Kai Nani Villa is a delectable beachside home located on an exclusive street in Kailua, Hawaii. The tropical haven of Oahu island is known for its clear turquoise waters, Waikiki surfing and dreamlike golf courses. Just minutes from downtown Honolulu, during your stay at Kai Nani Villa you will be... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 4 weeks ago
    We chose Kai Nani Villa because its photos were better than the other vacation rentals and I wanted the best place to celebrate a retirement and a birthday. When we arrived it...
    See all reviews
    1 / 21
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Soluna is oceanfront villa that spans 10,500 square feet in the Lanikai Beach district near Kailua on Hawaii’s Oahu island. Aside from the mansion itself with five-star features and stunning decor, the property features extensive and immaculately manicured tropical gardens and a laid back... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 Minute Walk To Beach * Ocean View Beachside Home * Wrap-around Lanai * Spacious 2,200 SF 3BR, 2.5BA Home * Pool * Full Service Gourmet Kitchen * BBQ * Huge Master * Indoor Laundry * TV & WIFI * Parking * 2 Mile Walking Loop * Golf * Hiking Trail * Playground * Park * More... This Hawaii ocean... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 9 May 2015
    enjoyed to time at the house. fun time with family to relax, sightseeing, beach adventures.... family enjoyed time here.
    See all reviews
    1 / 20
    4.5 of 5 stars (22) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    From 1 to 5 bedrooms, private, air conditioned vacation rental units on world class Kailua Beach. Just 20 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 3 days ago
    ALOHA!! Our family has been staying Coral House Dec 27, 2015-Jan 2, 2016 Our family was a total of 11 people, including a nephew I rented the entire house. The most...
    5 of 5 stars Reviewed 11 December 2015
    Lanikai Estate is an excellent property and is just as nice in person as it is in the photo description.
    See all reviews
    1 / 11
    4.5 of 5 stars (22) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Air Conditioning
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Studio with private bath, private entrance and kitchenette, close to Kailua Beach Park and Kailua town. The 240 sq foot Studio features a queenbed, pull out sofa bed, table and chairs, ceiling fan, TV, AC and High speed internet access. The kitchenette counter is equipped with a refrigerator,... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 6 November 2015
    Looking at new pictures. They have a new bed, hard flooring etc. I would say it is probably much better now so anyone reading my Feb 09 2015 review should take these improvements...
    4 of 5 stars Reviewed 18 October 2015
    We really enjoyed our stay here, quiet and peaceful haven after Waikiki. Clean tidy and well equiped. Easy to find and close to all amenities. Easy access to both Kailua and...
    See all reviews
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Pineapple Ohana is situated in a quiet neighborhood where the local experience of the 50th state comes alive daily. Kailua Town and beach are a 3 block walk. Newly remodeled and furnished, this fun house is filled with all the necessary kitchen and bath amenities along with an outdoor grill and... View all property information
    Location Information
    Kailua, Oahu
    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This beautiful executive home in the wonderful Lanikai community was newly built in 2014. It boasts 3 bedrooms en suite that are generous in size and more than ample in comfort. Guests will find that the spacious living area is open and flows nicely for family gatherings. The kitchen with custom... View all property information
    Location Information
    Kailua, Oahu 96734
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Patio
    • Satellite TV
    • Parking
    • Outdoor Dining Area
    • Washer
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Parking
    • Patio
    • Shared Outdoor Pool...
    • Wi-Fi
    • Air Conditioning
    • Shared Garden
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka'apuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 27
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    ***Longer minimum stay requirements may apply. Rates may vary depending on length of stay. Inquire for possible DISCOUNTS*** Let the peaceful energy of Maluhia take you away! One of the biggest highlights of this property is its backyard; a tropical pool that feels like you are swimming in the... View all property information
    Location Information
    Kailua, Oahu 96734
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Internet Access
    • Housekeeping...
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two Bedroom Premium Lockoff Villa An experience in rejuvenation, the 1,311-square-foot, two-bedroom, two-bath deluxe lockoff villa comfortably sleeps eight while providing every amenity necessary for your idyllic retreat in paradise. The two bedroom villa is your personal retreat with 1,311... View all property information
    Location Information
    Kailua, Oahu 96722
    1 / 23
    6 Bedrooms, 4 Bathrooms, Sleeps 19 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Location Information
    Kailua, Oahu
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kaimalino Kai is a two story, 3 bedroom, 3 bathroom oceanfront gem perched elegantly against the backdrop of Kailua Bay. Hear the sound of the waves crashing against the rocky shoreline while magical ocean views complement elegant indoor and lush outdoor spaces. Live each moment of your relaxing... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 26
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Those who are familiar with Hawaiian history know that pineapples played a crucial role in the island’s development. The sweet fruit were grown out of large plantation estates, which serve as the inspiration for Plantation at Paradise Point whose lavish architecture is inspired in part by those... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Washer
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 20 October 2013
    Our family of 11 had an amazing time the 2 weeks we stayed here. The pool was absolutely awesome and the lot was big enough for family time and private time. Loved the outdoor...
    5 of 5 stars Reviewed 30 August 2013
    We want to take a moment to thank Chris for making our stay wonderful and comfortable. This property is huge. I was totally blown away the moment we went beyond the gate and...
    See all reviews
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Grill
    • Wi-Fi
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description This beautiful oceanfront home is located in Lanikai, Hi. It has amazing views of the Mokulua Islands. It's private, has gated lot with pool, hot tub, large grass lawn and separate guest house. The home has an open floor plan, a large, newly remodeled kitchen and bathroom, dining room... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Waterfront
    • Washer
    • Satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This executive beachfront home is right on Kailua Beach. Decorated with island-style rattan furnishings, ceiling fans throughout, cool white tile, and wood flooring. Central air conditioning, wonderful ocean views are just a few of the amenities. The gourmet kitchen comes with granite accents... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Shared Garden
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 30 March 2010
    Ive been to Hawaii many times before and stayed at various villas and I have to say Serenity Cottage was perfect for the surprise holiday I planned for my wife ( and would also be...
    See all reviews
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Endless Summer Getaway.... the name says it all. This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to the outdoor... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Waterfront
    • Grill
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This relaxing beach house is a well-maintained, nicely furnished four bedroom, three bath contemporary home with den and approx. 2,200 sq. ft. located in a security-gated neighborhood near the center of Kailua Beach. High ceilings and sliding glass doors in the main living areas provide a feeling... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lets be honest... one of the main reasons you're visiting Hawaii is for the beautiful weather year round and the jaw dropping beaches. Our vacation rentals are all within walking distance to one of the worlds most beautiful beaches, Kailua beach. Two of our properties (our Awakea & Ali'i... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 10
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Balcony
    • Grill
    • Parking
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Blossoms, palms and tiki's welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua's beautiful beach, 75 yards via private right of way. We offer a two bedroom rental unit... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 20 October 2014
    This is a well appointed, spacious apartment, very close to the beach. Plenty of space for four adults and one small child. Only real negative, is, apart from a small balcony...
    5 of 5 stars Reviewed 27 March 2014
    Every detail was thought of that you might need! Lots of amenities included. Loved the owners decorations very very nice quality and tropical themed. Very homey and family...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Ocean Views
    • Internet Access
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    You will enjoy your one bedroom, king size bed, and fully furnished kitchen. Beautiful full service resort with a beautiful beach. Your ocean view room gives you views of Molokai Island. Watch the surfers, outriggers, kite surfing from your large balcony. Two world class golf courses close by. The... View all property information
    Location Information
    Kailua, Oahu 96761
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cozy 'Ginger suite' studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg,... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 26
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Hot Tub
    • Grill
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Welcome to the PREMIER PROPERTY ON ALL OF OAHU. This 2-story, 8-bedroom home is indeed majestic. It has a spacious living room to welcome guests, warm beds after a fun day, a private courtyard, a cinema room, a full cooking cabana poolside, laid-back luxury at its finest. And if you're... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 44
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
    Location Information
    Kailua, Oahu 96734
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Ocean Views
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    There’s a reason why Kailua is consistently voted as one of the top beach destinations in the world: it’s spectacular. This beautiful home is located on a beachfront paradise within walking distance to Buzz’s Steak House and the quaint Hawaiian town of Kailua. The property is secluded with a... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Balcony
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Blend of Town and Beach Living................... Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 26 October 2015
    Best location - walk to beach, walk to town (many, many restaurants to choose from). Apartment is very clean, modern, and comfortable, pictures are true to experience. Location is...
    5 of 5 stars Reviewed 12 April 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
    See all reviews
    Kailua holiday rentals

    Kailua is a town on the Windward Coast of Oahu in Hawaii. The coast in general is renowned as an area of outstanding natural beauty, and Kailua is a great place to see some spectacular sunrises. With some great beaches and a laidback lifestyle, Kailua is the ideal destination for a relaxed family holiday. And with a huge amount of self-catered accommodation available in the town, you can find a home from home in this idyllic island setting. A trip to Hawaii might not sound like a money saving holiday, but there are rental homes available to suit every budget, and free up cash to enjoy the rest of your family holiday.

    What to do in Kailua

    Kailua Beach Park will be the first stop for many tourists, and this amazing ocean beach is bound to take up a few days of your visit. Work on your tan, and admire the sea turtles which can be seen in the area. Also, watersports enthusiasts will love the opportunities provided by Kailua Beach, including kayaking, windsurfing, kiteboarding and scuba diving. All necessary equipment can be hired nearby for some unforgettable holiday experiences. Quite apart from exploring the rest of the Windward Coast and Oahu in general, you will also have to take a boat out to the Mokulua Islands, two small islands just off Oahu's coast which provide great surfing opportunities and slightly less crowded white sandy beaches.

    Renting an apartment in Kailua

    With a huge variety of family friendly rental homes available in and around Kailua, it is easy to find deals on luxurious apartment rentals. With rental costs starting from just £390 for apartments large enough to accommodate a family of four or more, it can work out much less expensive than booking hotel rooms for the entire family. Many of the apartments come with spectacular ocean views, as well as access to private pools, tennis courts and other facilities, so it will certainly not feel like a low cost option! The extra privacy and space that comes with a rented holiday property also means that they're great for kids - the youngest members of your family can run around and let off steam without you having to worry about them disturbing the neighbours!