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Beach Rentals in Kailua, HI

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    All 104 Rentals in Kailua
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    Travellers to Kailua are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    $427
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    1 / 23
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $549
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    1 / 23
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 24
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
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    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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    Location Information
    Kailua, Oahu 96734
    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...
    5 of 5 stars Reviewed 18 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...
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    $182
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    1 / 12
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 5
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    • Grill
    • Internet Access
    • Mountain Views
    • Private Fishing...
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    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
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 22 April 2015
    We thoroughly enjoyed our five day stay at this Kailua studio. Photos are pretty accurate. It is bright and airy with a lovely backyard. Owners were there when we needed them but...
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    1 / 26
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • 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
    The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
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    Kailua, Oahu
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    1 / 8
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
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    Location Information
    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed 12 March 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    1 / 24
    4 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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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 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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    Location Information
    Kailua, Oahu 96734
    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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    1 / 9
    4 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Plumeria Hale is a gorgeous vacation home located on the Windward side of Oahu, near famous Kailua Beach Park and Lanikai. The home offers four bedrooms, all with plush furnishings. Two bedrooms have en-suite baths. The living space is designed around a great room that is perfect for family time... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $154
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    1 / 16
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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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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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 7 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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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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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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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 8 April 2015
    This was our first stay in Hawaii. We wanted to be close to Kailua and Lanikai beaches and have easy access to food and shops. Nancy and Rick's cottage was perfect, 5 minutes easy...
    5 of 5 stars Reviewed 24 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...
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    $214
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    1 / 18
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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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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    Location Information
    Kailua, Oahu 96734
    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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    $165
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    1 / 19
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) 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 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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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 23 February 2015
    This studio was perfect for my husband and myself. We had most of our meals in the studio, but we did enjoy eating in town at a couple of places. We enjoyed the pool and spa in...
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    $116
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 7 January 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    1 / 22
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This getaway’s name, Maluhia, translates into “Peace” in Hawaiian, and it’s not hard to see why—nestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, you’ll feel relaxed in this tranquil space, it’s one of our top Oahu vacation rentals. The low-key area of Kailua... View all property information
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    Location Information
    Kailua, Oahu
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    $170
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    1 / 7
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Walk to Kailua Beach or Town. Located at: Hawaii Sheffield House 131 Kuulei Road Kailua, Hawaii The Hawaii Sheffield House Ginger Studio is located between Kailua Beach and Kailua Town.The Hawaii Sheffield House has its own 'secret garden' with an outdoor dining table. It is a delightful... View all property information
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    Location Information
    Kailua, Oahu 96734
    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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    1 / 12
    5 of 5 stars (3) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) 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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    Location Information
    Kailua, Oahu 96734 2324
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    $397
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    1 / 22
    4.5 of 5 stars (16) Very good
    7 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 20 May 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
    5 of 5 stars Reviewed 11 February 2015
    We were able to find this awesome accommodation last minute. The house is clean, spacious and in such a wonderful location. We were close to shopping, restaurants and the most...
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    $482
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    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 23 February 2015
    We stayed for one week and rented the three properties available for our extended family. Grandparents and two families of four with small children and babies. The rentals were...
    5 of 5 stars Reviewed 19 April 2014
    We wanted to celebrate a 50 year anniversary with the whole family and this proved to be the perfect setting! Each family of 4 had their own 'home': one was in Kukui House...
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    1 / 26
    8 Bedrooms / 8 Bathrooms / Sleeps 16
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • 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
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    Location Information
    Kailua, Oahu 96734
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    1 / 13
    4 of 5 stars (16) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    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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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 26 February 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed 18 February 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview 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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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 25 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 7 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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    1 / 23
    4.5 of 5 stars (7) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    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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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 2 April 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed 13 February 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    1 / 19
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
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    Amenities & Details
    • Grill
    • Internet Access
    • Mountain Views
    • Wi-Fi
    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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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 21 April 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    $1,586
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    1 / 23
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
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    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
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    Kailua, Oahu 96734
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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    Hawaiian Style Home, Pool, Tropical Setting, 4 Bdrm, 2 Bath, Short Walk To The Beach, Sparkeling Pool, Lush Tropical Yard Hale Pulelehua “The Butterfly House' has a spacious open feeling inside and out. The large windows front and back allow the trade winds to carry the sweet scent of Hawaiian... View all property information
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    Kailua, Oahu 96734
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    Aloha, and welcome to Kailua! A sweet retreat located in Kailua, minutes away from the most beautiful beaches in the world. The 1 bedroom boasts a queen size bed ,Sleeper sofa, kitchenette, roomy bathroom, WiFi, large flat-screen TV and a private yard. Tucked away from the main roads but close... View all property information
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    Kailua, Oahu 96734
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    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
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    Kailua, Oahu 96734
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Kailua, Oahu 96734
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    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni 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 has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
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    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    Kailua, Oahu 96734
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    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
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    Kailua, Oahu 96734
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    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    The epitome of island living is experienced in Kailua, Oahu. This home is located at the top of a private road, with direct private access to world renowned Kailua Beach. Enjoy the outdoors and relax in your spacious backyard and private swimming pool. Kailua town is just a short bike ride away,... View all property information
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    Kailua, Oahu 96734
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    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This... View all property information
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    Kailua, Oahu 96734
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    4 Bedrooms / 11 Bathrooms / Sleeps 6
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    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. Maluhia - House of Peace! Newly available!! View all property information
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    Kailua, Oahu 96734
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    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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    Kailua, Oahu 96734
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    Studio / 1 Bathroom / Sleeps 3
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    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
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    Kailua, Oahu 96734
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • x
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    About this property
    Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage... View all property information
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    Kailua, Oahu 96734
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    $488
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Beautiful 2 bedroom & 2 bathroom guest house, with private entrance, in a tropical and quiet setting. Lovely saltwater swimming pool with waterfall and relaxing surroundings. Private barbecue area, outdoor dining, also a luxury kitchen inside. Within walking distance to white sand Kailua Beach,... View all property information
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    Kailua, Oahu 96734
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    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    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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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 6 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 6 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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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus... View all property information
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    Kailua, Oahu 96734
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    Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine... View all property information
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    Kailua, Oahu 96734
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    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    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
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    Kailua, Oahu 96734
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    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
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    Kailua, Oahu 96734
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    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    TAT ID# OII968I4-OI Our ohana (family) welcomes you to 'Kauhale' our beautiful Hawaiian home. We offer a large cool and breezy 1000 sq ft, 1 bedroom, 1 bath, private, 2nd floor apartment, includes all utilities, located in a great family neighborhood, vaulted open beam ceilings with 5 ceiling... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 15 May 2014
    Bob & Patty made us feel right at home from the time we drove into the driveway. This is a very clean and quite place to vacation. They have everything you would want or need to...
    5 of 5 stars Reviewed 11 January 2014
    Patty & Bob were such welcoming hosts, it felt like we were visiting old friends. They gave us great tips about local areas and had all the gear (kayaks, paddle boards), etc. to...
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    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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    Kailua, Oahu 96734
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Beautiful Single Family Home is sought after neighborhood in Kailua. 15 minutes walk to the beach, Fully furnished with dishes, linens, kitchenware - everything you need. Accommodates 4-6 Some standout features are -- -- 2270 sq feet of house plus a yard that is about 1800 sq feet. -- beautiful... View all property information
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    Kailua, Oahu 96734
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    6 Bedrooms / 3 Bathrooms / Sleeps 10
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    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 doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for... View all property information
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    Kailua, Oahu 96734
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    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
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    Kailua, Oahu 96734
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    4.5 of 5 stars (17) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    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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    Kailua, Oahu 96734
    4 of 5 stars Reviewed 10 April 2015
    Just got back from a 10 day trip to Oahu, Hawaii. Stayed at this lovely 5 bedroom rental home on Kailua Beach with another family (4 adults and 5 children in total - kids all...
    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...
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    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.