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Holiday Rentals in Kailua, HI

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$617
Per Night
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1 / 30
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$1,480
Per Night
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1 / 24
5 Bedrooms, 6 Bathrooms, Sleeps 14
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$1,295
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6 Bedrooms, 5 Bathrooms, Sleeps 12
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$586
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy the charm of Kailua beach in this delightful kama'aina three bedroom home. Just one house back from the sands of Kailua beach on a private loop, this charming Hawaiiana beach house is a tropical oasis. Three wonderfully appointed bedrooms, a modern kitchen, and spacious, beautifully furnished... View all property information
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5 of 5 stars Reviewed 18 August 2014
We stayed here for 7 nights during June of this year. The house was exactly what we were looking for. The location is ideal as it is not more than 1 minute walk from the beach...
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$155
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1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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5 of 5 stars Reviewed 8 July 2014
We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
4 of 5 stars Reviewed 28 June 2014
We spent 6 nights at Suite Aloha at the end of April. The studio apartment was very clean, nicely furnished and decorated in Hawaiian style. We made use of the large gas barbecue...
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$240
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1 / 15
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Welcome. This is it! This is the one you've been looking for. Enjoy sleeping on a comfortable King Size Bed. Convenient location in Kailua, clean and breezy, Air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice... View all property information
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$203
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1 / 30
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully... View all property information
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5 of 5 stars Reviewed 25 November 2014
I highly recomend staying at one of Nancy's cottages in Kailua. The cottage I stayed in was immaculate and had every amenity you could wish for. The owners have created a true...
5 of 5 stars Reviewed 20 October 2014
Nancy's Cottage was recommended to us by friends - it was fabulous! My husband, 19yr old daughter and I went to visit our daughter and boyfriend's family. They only lived about...
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$271
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1 / 18
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is the best oceanfront vacation rental in Kailua. Period... Kailua oceanfront deluxe vacation rentals - located in a oceanfront home in Kailua on the ocean. The units provides mountain and ocean views. It has separate entrances, bathrooms, and kitchen facilities. It has 16-foot vaulted... View all property information
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5 of 5 stars Reviewed 27 March 2013
This place was just as described, lovely! Peaceful, accommodating and very clean. The owners were very pleasant. We would recommend this place to anyone. It really...
4 of 5 stars Reviewed 19 January 2012
We stayed here for a couple of nights while visiting our son who lives in Kaneohe. The apartment lives up to the pictures shown on TripAdvisor. We were in the one on the ocean...
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$802
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1 / 19
6 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesn’t end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for breakfast... View all property information
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$986
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1 / 18
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8 Bedrooms, 4 Bathrooms, Sleeps 18
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
The property is located approx. 10 miles from the city of Honolulu . 15 minutes walk to the nearest beach access. East of the island of Oahu . Surrounded by lush green mountains . The house has tranquil and peaceful atmosphere . This house is fully furnished in an authentic island style. The... View all property information
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4 of 5 stars Reviewed 19 February 2014
On our arrival we were met by Sonya (owner) with cup cakes for the boys. She welcomed us and gave us a tour of her house. House was clean, well decorated, and most of all...
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From
$1,233
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1 / 24
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6 Bedrooms, 4 Bathrooms, Sleeps 15
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • 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
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5 of 5 stars Reviewed 5 July 2012
Stayed one week at this beautiful home. Traveled with 7 adults and 2 teens. Everyone had a room and plenty of space. The home is situated so that breeze flow through out the...
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$185
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1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
A private 400 sq foot studio w/fenced courtyard/lanai, in quiet Kaimalino. Relax outdoors or indoors w/full kitchen, bath, cable and internet connections. A short walk will take you to a turtle nesting grounds, the open ocean facing Maui and Lanai islands, sandy Kailua Beach, and Aikahi Shopping... View all property information
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4 of 5 stars Reviewed 14 August 2014
This studio was exactly as advertised and more. It was an easy walk to a beautiful sunrise, supermarkets and restaurants but out of the way enough to avoid the traffic and noise...
5 of 5 stars Reviewed 9 January 2014
This proved a really great choice , the condo is lovely and in a really quiet and peaceful area. Plenty of space and a nice garden with plenty of seating . The owner lives next...
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$370
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
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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 11 March 2014
I have always loved Kailua Beach and the windward side of the island but never stayed there. This bungalow was perfect - easy to find, helpful owners, steps from a path to the...
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$203
Per Night
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1 / 24
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1 Bedroom, 1 Bathroom, Sleeps 2
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Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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5 of 5 stars Reviewed 9 November 2014
My husband and I stayed at Lanikai Love for 10 days for our honeymoon. We absolutely loved every second of our stay here! The property is exactly as described and even more...
3 of 5 stars Reviewed 20 September 2014
Not pravite pool and hot tub, shared with others lived in that house. No late check out option 11:00 too early. Living room got only fan it's kind hot dining there.
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From
$203
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1 / 11
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Studio, 1 Bathroom, Sleeps 3
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
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From
$171
Per Night
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1 / 7
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Walk to Kailua Beach or Town. Located at: 131 Kuulei Road Kailua, Hawaii The Ginger Studio at the Hawaii Sheffield House has its own 'secret garden' is a delightful home away from home for your Hawaii vacation. The Secret Garden is shaded by a kukui tree and has its own outside dining table and... View all property information
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4 of 5 stars Reviewed 31 January 2014
We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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$370
Per Night
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1 / 14
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Bali Hawaii Home is a destination in itself. We built Bali-Hawaii Home with luxury in mind. This is a newly well built home with the best materials.The spacious home with high ceilings was built with inspiration from the modern indoor/outdoor architecture of Bali. Many of our guests are happy to... View all property information
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5 of 5 stars Reviewed 18 November 2014
I love this beautiful retreat! It's so unique, charming, and elegant. I felt so peaceful and relaxed in my own tropical paradise. Thank you! I can't wait to return!
5 of 5 stars Reviewed 20 May 2014
I would highly recommend the Bali House. It had everything that we wanted and needed. It is like staying in your own little resort. The walk to the beach is very easy and...
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From
$802
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1 / 19
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5 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
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4 of 5 stars Reviewed 11 January 2014
Lots & lots of room. Family of 7 - 2 kids (8&10), 2 couples & single. So there was plenty of space that we could stay out of each others hair and off each others nerves. We...
5 of 5 stars Reviewed 20 December 2013
Our family of four, my friends family of 5 and my Mom and step father stayed here for 10days. I would recommend it. the beds were comfortable, as was the house. There was no air...
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From
$615
Per Night
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1 / 16
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Experience Hawaii at it's fullest by staying at this amazing 1926 bungalow located between two of the most beautiful beaches in the world. Lanikai and Kailua beaches are just 200 yards away. Kayak, Bicycle, Surfboard, Paddle board and Snorkel Rentals are 200 yards away at Kailua Beach Park. A... View all property information
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5 of 5 stars Reviewed 19 July 2014
We had two families totaling 4 adults and 5 kids stay at this house, and had a fabulous time! The house is beautiful, and set right between two lovely beaches. The house is not...
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From
$160
Per Night
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1 / 18
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Studio, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning studio. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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From
$179
Per Night
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1 / 32
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1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Kailua Cove is a spacious, bright and cheery studio that sleeps 3 and offers: • Private entrance • 1 queen and 1 twin bed • Well-equipped kitchenette, including sink and full-size refrigerator/freezer • Private, indoor washer & dryer • Large walk-in, tile shower • 400+ square feet • Plenty of... View all property information
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5 of 5 stars Reviewed 12 November 2014
I used to live in Kailua, so I feel like I'm a good judge of where you should stay. If you plan on spending a good amount of your time on Kailua or Lanikai Beaches, this is a...
5 of 5 stars Reviewed 1 November 2014
The accommodations were large enough for myself, my husband, and my 20 something daughter. We were staying in Kailua to visit my son/daughter in law. It was clean, comfortable...
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$216
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1 / 19
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Studio, 1 Bathroom, Sleeps 4
Details Reviews (36) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Mountain Views
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Kailua Bay & Mountain Views! Only 100 yards to Kailua Beach Park! This property is located in Kailua, on Windward Oahu. Relax and unwind in this spacious 3rd floor 1000 sq ft studio. Enjoy your morning coffee on the lanai while listening to the breeze, ocean and rambunctious birds. Watch the... View all property information
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5 of 5 stars Reviewed 2 November 2014
best location in o'ahu….. we had a wonderful stay here, we had everything we needed for a perfect vacation. owners were helpful. the place itself is beautiful and spacious…enjoyed...
5 of 5 stars Reviewed 3 June 2014
Just left this morning and hated to leave. The place looks just like the photos. It was very clean and spacious. The outdoor lanai was very nice and spacious as well. The...
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From
$117
Per Night
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1 / 11
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a great 300 sq ft studio only 3 min drive to world famous kailua beach This studio has a cal king bed and a futon that can sleep 4 people 55 in flat screen TV free wi-fi kitchen with everything you need to cook all your meals natural stone shower that is very roomy and a tiled swimming... View all property information
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5 of 5 stars Reviewed 29 September 2014
John was an incredible host very resourceful and kind always there whenever my wife or I had a question told us all the good restaurants. Very happy great value, clean, bikes...
3 of 5 stars Reviewed 7 July 2014
Looking for a deal on our Hawaiian getaway, I booked this place after another fell through. I was trying to be thrifty and this looked like it fit our needs. The place is...
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$1,541
Per Night
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1 / 12
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH beach, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounger chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully... View all property information
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5 of 5 stars Reviewed 19 June 2014
Kailua is a quiet community with a small town feel. It has one the largest most beautiful beaches on Oahu. More peaceful and less crowded than Waikiki. Great hosts at...
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From
$925
Per Night
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1 / 28
6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
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From
$233
Per Night
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1 / 20
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1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world... View all property information
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5 of 5 stars Reviewed 19 December 2014
This is a rental apartment with the owners living on property. It is nestled into the quiet, private, safe and non-tourist town of Kailua on the western shore. Sure beats paying...
5 of 5 stars Reviewed 29 August 2014
We enjoyed our time in Kailua. The apartment was perfect. We had a lot of space and everything was very clean.
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From
$136
Per Night
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1 / 7
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba... View all property information
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5 of 5 stars Reviewed 15 August 2014
Perfect location away from all the noise of waikiki on in our opinion the best part of Oahu. The local beaches are perfect and Tina is really helpful if you need any info :)
5 of 5 stars Reviewed 17 February 2014
If you want to stay away from Waikiki, try here. Easy walking distance to lovely beaches and everything you need. Make coffee there or take a short stroll to the Kalapawai market...
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From
$1,110
Per Night
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1 / 19
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located in the most prestigious area of Kailua, only a few houses away from where President Obama spends his Christmas vacation. This house is only one off the beach with Private Beach access. The house is 4 bedrooms with an additional room that can convert to a sleeping room. There are 4... View all property information
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5 of 5 stars Reviewed 22 April 2014
We just returned from renting this home in Kailua. We were very happy with the home and the owners. The beach was a very short walk and was not crowded at this end. Kailua is a...
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From
$857
Per Night
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1 / 26
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3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (22) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
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5 of 5 stars Reviewed 26 August 2014
This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
5 of 5 stars Reviewed 8 July 2014
We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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From
$1,480
Per Night
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1 / 8
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6 Bedrooms, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
One-of-a-kind 5/6 bedroom 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 hardwoods and imported stone. Interiors by... View all property information
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From
$216
Per Night
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1 / 18
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Studio, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
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5 of 5 stars Reviewed 22 September 2014
We loved this wonderful spot. It was as described 5 minutes walk to the beach, beautifully presented, immaculately clean. Eveything we needed was there, they have really thought...
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From
$6,042
Per Week
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1 / 16
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6 Bedrooms, 3 Bathrooms, Sleeps 11
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Location: Kailua, East Oahu, Oahu, Hawaii, USA (Kailua Beach -20 min from Honolulu - 25 min from the Airport) View Map Accommodations: House, 6 Bedrooms + Other (See Description), 3 Baths (Sleeps 11-12) Keywords: Private Home Enjoy your vacation in our island paradise -a spacious,... View all property information
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5 of 5 stars Reviewed 13 September 2014
We could not have been happier with this house. It was absolutely perfect for what we wanted, which was time together, easy beach access, fun for all. The house is beach casual...
5 of 5 stars Reviewed 21 April 2014
nice house and property right on kailua beach. perfect beach for the whole family. great boogie boarding, surfing down the way, nice long walks. bike rides into town
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From
$1,634
Per Night
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1 / 29
6 Bedrooms, 4 Bathrooms, Sleeps 14
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
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4 of 5 stars Reviewed 9 April 2013
Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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From
$307
Per Night
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1 / 19
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (6) Make Enquiry
Amenities & Details
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This beach-side cabana was newly constructed in 2001 and remains in immaculate condition. Equipped with many amenities, it is located just 100 steps along a private beach access path to the shore of world-famous Kailua Beach. Enjoy the caressing tradewinds on your private lanai - surrounded by... View all property information
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5 of 5 stars Reviewed 7 August 2012
This cabana is in a great location if you are looking for something peaceful and relaxing. We stayed over a weekend after being in Waikiki the week prior, and it was a delightful...
5 of 5 stars Reviewed 7 February 2012
We really enjoyed our short stay at Julie's Cabana. It is beautifully decorated and she made us feel especially welcome with a basket of local goodies and ideas and directions to...
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From
$647
Per Night
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1 / 27
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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From
$117
Per Night
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1 / 11
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (18) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Studio with private bath, private entrance and kitchenette, close to Kailua Beach Park and Kailua town, very reasonable accommodation. The 240 sq foot Studio features a queenbed, loveseat, table and chairs, ceiling fan, TV, AC and telephone. High speed internet access. The kitchenette counter is... View all property information
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5 of 5 stars Reviewed 4 July 2014
The place is a large room for 2 people with AC if you need it. They provide internet service for free. The kitchen is small but will full fill your needs. I would stay here...
5 of 5 stars Reviewed 24 April 2014
We stayed here for 3 days. The studio was clean and very nicely decorated. The small kitchen had everything you would need to cook or prepare meals. Plenty of towels, pillows, and...
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From
$233
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-MAKAI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the... View all property information
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5 of 5 stars Reviewed 22 September 2014
We were a bit apprehensive about being the first renters of this new rental, but took a chance since the location and space seemed ideal. We had a wonderful week staying here...
5 of 5 stars Reviewed 4 November 2014
Apparetement avec piscine très propre et spacieux, accueil sympathique. Je n'hésiterai pas à y retourner.
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From
$492
Per Night
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1 / 24
4 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
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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...
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From
$327
Per Night
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1 / 13
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
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4 of 5 stars Reviewed 12 December 2014
This was a great little find for our friends retreat. The only drawback was we had to walk through one bedroom to get to the other. Seeings as we were all friends it wasn't an...
3 of 5 stars Reviewed 15 July 2014
First of all, the hosts are friendly and helpful. The location of the villa is very convenient to Kailua Beach. There is also a communal washer and dryer which is very handy to...
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From
$6,905
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1 / 13
2 Bedrooms, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This two bedroom, master-crafted luxury home is located on a quiet lane just steps from world renown Kailua Beach - voted one of the world's best beaches in numerous surveys. The home's island-inspired architecture provides a wonderful sense of place among the tropical vegetation and resort-like... View all property information
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From
$678
Per Night
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1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
BEAUTIFUL BEACHFRONT 1/1 for 2 guests, and/or, 3/2 for the whole family. Tropical paradise directly on the best beach features a huge luxury home tucked away on a private beach lane. This fabulous home is designed with many giant windows and oversized sliding glass doors boasting the 180+ degrees... View all property information
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5 of 5 stars Reviewed 15 April 2014
If you like falling asleep to the sound of the ocean, taking long walks on a soft sand beach or relaxing in the hammock on the lawn, this is the place for you!. Our family of four...
5 of 5 stars Reviewed 21 October 2013
Very nice place for our family since the children are small and can sleep on the couch. The parking is tight. The house is truly right on the beach. A mile from "downtown" Kailua...
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From
$179
Per Night
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1 / 20
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (16) Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • 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
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4 of 5 stars Reviewed 8 September 2014
We rented the jungle studio that had one full size bed and a futon. The location is awesome and the room was clean. Located right across the street from Kalapawai Market where...
4 of 5 stars Reviewed 25 May 2014
We were very pleased with our individual units. We had a spacious studio with large closet and great bathroom. Full size fridge but no stove/oven. They did provide a hot plate...
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From
$1,017
Per Night
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1 / 20
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A Hawaiian oasis awaits you, located on the island of Oahu, just a spectacular 20 minute drive from Honolulu and Waikiki. This Polynesian luxury home is an open and spacious beach house with exquisite tropical decor and high-end furnishings that flow gracefully out to the beautiful covered lanai... View all property information
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5 of 5 stars Reviewed 26 August 2014
We loved the Kailua home. The home was well furnished and beautiful. The pool and location was amazing. Sheila (owner) was wonderful to work with and accommodating. If you are...
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From
$171
Per Night
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1 / 17
Studio, 1 Bathroom, Sleeps 3
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Blossoms and palms welcome you as you enter the property. You are surrounded 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 Oahu. Our studios are spacious with private entries... View all property information
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5 of 5 stars Reviewed 4 September 2014
This great little find is located 45 seconds from one of the best beaches in Oahu. It's 5 mins from central Kailua (shops, restaurants, conveniences), and has parking. The place...
5 of 5 stars Reviewed 3 June 2014
Cozy, wonderful studio, best location, just 3 minutes walk from one of the most amazing beaches in the world. Hosts were very helpful and friendly at all times. Looking forward to...
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From
$1,227
Per Night
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1 / 25
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6 Bedrooms, 4 Bathrooms, Sleeps 20
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Welcome to Paradise in beautiful Kailua, Hawaii! Our beach villa is about 6000 sqft, is the perfect retreat for everyone. From fresh flowers and sand chairs, kayak, to a blender for tropical drinks, come and have an unforgettable vacation. Take long walks in the morning and enjoy the... View all property information
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From
$216
Per Night
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1 / 11
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
If you appreciate lush and green surroundings you have come to the right place, to the tropical foothills of the Koolau range in an exclusive Kailua neighborhood where you can enjoy spectacular mountain views from the private deck, living room, bedrooms and yes from the bathroom too. This is a... View all property information
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5 of 5 stars Reviewed 1 February 2014
We had a wonderful ten-day stay at Maunawili House with our family. The house was spacious, clean and comfortable, and the owners were helpful and welcoming. We loved being...
5 of 5 stars Reviewed 2 October 2013
Maunawili House is comfortable, spacious and well equipped. Beautiful views, quiet, and completely off the beaten path. Close to hiking trails, close enough to beaches, shopping...
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From
$142
Per Night
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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5 of 5 stars Reviewed 30 October 2014
I really enjoyed my stay here. The location was close to everything. The room was spacious and clean. The bed was super comfortable. The deal was amazing. I certainly would book...
5 of 5 stars Reviewed 28 August 2014
This studio is very roomy and comfortable with everything needed for a great stay! We did a lot of site seeing on the island, and it was so refreshing to come back to our studio...
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From
$369
Per Night
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1 / 23
2 Bedrooms, 1 Bathroom, Sleeps 9
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
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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!
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From
$425
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1 / 10
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (7) Make Enquiry
Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
You will find Serenity here. This is the beachfront cottage you've been searching for.This delightful cottage is found in the middle of stunning Kailua Beach. Casually lounge in the small but cozy living room and be astounded by breathtaking views of the beach. Step out your front door and onto... View all property information
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4 of 5 stars Reviewed 22 August 2013
Our family (children age 11 and 9) stayed here for our summer vacation. The location is about as perfect as you can get. A short walk across the lawn right onto one of the most...
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From
$1,227
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1 / 38
4 Bedrooms, 4 Bathrooms, Sleeps 9
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Kapoho Hale, situated on Kapoho Cape in the Kaimalino neighborhood of Kailua, Oahu was newly constructed in 2007 and remains in immaculate condition. This amazing home has views of the entire east side of the island- from Makapuu Lighthouse to Kaaawa! Check out our YouTube video at:... View all property information
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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!