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Holiday Rentals with Pools in Waianae, HI

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    Travellers to Waianae are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    4.5 of 5 stars (13) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    4.5 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Sauna
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    About this property
    ***For instant quotes, online booking and or personalized service, please visit our website at www.OlaProperties.com or call us Toll Free at 888-737-4188 extension 2*** From the moment you walk through the door and gaze out at the Spectacular Ocean View, this Little Getaway will charm you. It... View all property information
    Location Information
    Waianae, Oahu 96792
    5 of 5 stars Reviewed 28 June 2013
    We stayed in condo 802. It had a pushed out Lanai. We didn't know how this would work when we rented it! It was amazing!!! The whole side of the condo opened right out to the...
    5 of 5 stars Reviewed 1 February 2013
    One step and you are on sand! We are a small family, with one 9 yo child and could not have asked for a better unit or location for our stay in Hawaii. After staying in hotels in...
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    4 of 5 stars (1) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    About this property
    Direct Ocean Front corner condo on the 9th floor with a large, wrap around Lanai that affords gorgeous views of both the ocean and mountain. This corner, end unit condo has been nicely upgraded and has absoultely spectacular views, not only of the ocean, but the Waianae mountain range as well.... View all property information
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    Waianae, Oahu 96792
    4 of 5 stars Reviewed 31 May 2015
    Very nice corner unit with fantastic views. Breezes everyday kept us comfortable while the crashing waves lulled us to sleep each eve. King bed was comfy with several pillows...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
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    • Satellite TV
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    About this property
    Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile Cove on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of... View all property information
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    Waianae, Oahu 96792
    1 / 30
    4.5 of 5 stars (28) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • Wi-Fi
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    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Honeymoon private 1 bedroom Heaven.........Fall asleep watching the moon sink into the ocean with twinkling stars over head, the gentle palms swishing in the breeze and the sound of waves unfolding on the sandy beach. Wake to see this view with the smell of coffee, before lifting your head from... View all property information
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    Waianae, Oahu 96792
    5 of 5 stars Reviewed 26 May 2016
    My kids and I really enjoyed our stay. The condo was clean with plenty of linen the view from the balcony was exquisite. But be warned not to get in the water at the beach assess...
    4 of 5 stars Reviewed 15 May 2016
    Linda who manages the property for the owner was at the condo to greet us when we arrived and gave us a great overview of the property and how to operate and access everything...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    About this property
    This Condo has a one of a kind beauty that will take your breath away! It has everything you need for the Hawaiian vacation of your dreams. Lay in bed and feel like you are on a cloud looking down on the beautiful ocean and gorgeous mountains. This unit also has a full kitchen and bathroom. It is... View all property information
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    Waianae, Oahu 96792
    1 / 27
    4 of 5 stars (9) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Grill
    • DVD Player
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    • Air Conditioning
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    FREE WIFI. Warm cozy modern beach style condo. Clean open kitchen with lots of cooking supplies for large families. The living area is large, high ceilings and open with lots of natural light, especially in the morning. The 2 bedrooms are similar. comfortable queen beds in each, Air conditioning... View all property information
    Location Information
    Waianae, Oahu 96792
    4 of 5 stars Reviewed 13 June 2016
    We got what was described and pictured. No surprises. Had a wonderful time with our family. Everything was as Morgan described. Wish there was a dishwasher but oh well, we were in...
    4 of 5 stars Reviewed 23 March 2016
    It was so nice to have a well equipped house and a fully stocked kitchen of every gadget we could ever need. Was a little disappointed to see we had a mountain view not a ocean...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy this ocean front condo, just steps to a lagoon and beach, with great sunset and ocean views. This gated community has two swimming pools, a sauna, barbeques and more. Full kitchen with granite counter tops, A/C, and WIFI. Uncrowded beaches! Our condo is ocean front and guests can walk right... View all property information
    Location Information
    Waianae, Oahu 96792
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Children's Pool
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    About this property
    Our condo is quiet and modern, you will right at home. Makaha Beach and surrounding Beaches are some of the best in all the Hawaiian Islands. Our Westside location has beautiful sunsets and is a quiet retreat from the city. Tennis, Golfing, Hiking, Surfing, Stand Up Paddle, Snorkeling, are all... View all property information
    Location Information
    Waianae, Oahu 96792
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Parking
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    • Balcony
    • Private Indoor Pool
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
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    About this property
    Condo on the beach 300 feet to the Ocean View all property information
    Location Information
    Waianae, Oahu 96792
    1 / 207
    5 of 5 stars (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
    • Air Conditioning
    • Children's Pool
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The West Side! Oceanfront Weddings, Receptions, Events, Family Reunions or Just a getaway for 2!! Beautiful sunsets and relaxing atmosphere is what the Waianae Coast is known for. Un-obstructed views of the ocean with all the privacy/security one needs for a great time is here for you.... View all property information
    Location Information
    Waianae, Oahu 96792
    5 of 5 stars Reviewed 19 September 2015
    Thanks for arranging to make our stay in Hawaii a pleasant one. Most of us in the three family reunion group had been to Hawaii before, but always stayed in a hotel or in a rented...
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    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Maili Cove is a 62 unit condo on the less traveled leeward coast of O`ahu. 6 miles north of Disney's new Aulani Resort in Ko Olina. This groundfloor oceanfront 1 bedroom/1 bath unit features two queen size Murphy beds with comfortable mattresses. Sleep on the Murphy bed in the living room and... View all property information
    Location Information
    Waianae, Oahu 96792
    4 of 5 stars Reviewed 19 January 2015
    We had a great time at Maili Cove. Anna (the owner) is a great person to work with and to rent from. She is very concerned that you have a pleasant time. She gave us info on...
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    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
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    • Washer
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    You are ON THE WATER - Hawaiian Princess - honestly ON the ocean - 1 bd condo tucked away on the most spectacular white fine sand beach - surrounded by mountains. It's called the 'Hawaiian Princess', but really is the 'Queen' of the area's resorts. Makaha is Quiet country on the leeward (dry) side... View all property information
    Location Information
    Waianae, Oahu 96792
    4 of 5 stars Reviewed 17 March 2016
    The Hawaiian Princess was everything we had hoped for and expected--beautiful beach location, tropical decor, and a peaceful spot with an awesome view. Everything we needed was...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Ocean Views
    • DVD Player
    • Children's Pool
    • Mountain Views
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Quiet Beautiful Paradise In Hawaiia Near Dolphins, Sea Turtles, Nature Quiet Hawaiian Condo with views of mountains and ocean. This light and airy top 3rd floor Condo is Located in a Safe Gated Community with Lovely Grounds, beautiful trees, park like grounds, peacocks, pools, hot tubs, tennis... View all property information
    Location Information
    Waianae, Oahu 96792
    1 / 13
    4.5 of 5 stars (11) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Mountain Views
    • Washer
    • Children's Pool
    • DVD Player
    • Satellite TV
    • Ocean Views
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious, 2 bedroom/1 bathroom/1 parking (full kitchen, dining, and living room) condo located in a beautiful resort complex, just steps away from 2 championship level golf courses and the best hidden beaches in Hawaii! Updated with tropical features including bamboo floors, this furnished condo... View all property information
    Location Information
    Waianae, Oahu 96792
    4 of 5 stars Reviewed 9 October 2015
    We were a group of 6 people and 5 of us were moving onto the island. Every where we looked wanted us to get two hotel rooms and pay about 450 a night. That's when we found Robin's...
    3 of 5 stars Reviewed 25 August 2015
    During our stay we found the condo well-located and clean. Internet connection worked correctly and the neighbourhood was secure. Negative point : one neighbours was too loud at...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Grill
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    • Washer
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Property description Our condo has been newly updated with paint, ceramic tile and area rugs throughout and has high speed wi-fi and can be hard wired or wireless accessed. The furnishings are BRAND NEW as of March 2014. The condo is smoke free. A 46' flat screen with cable is located in the... View all property information
    Location Information
    Waianae, Oahu 96792
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy this fantastic ocean and pool view condo and watch beautiful sunsets. This secure community on the beach has two swimming pools, a sauna, barbeques, laundry and gated access to a blue lagoon. Full kitchen, A/C, and WIFI. Uncrowded west beaches! Guests can walk down through a gated access to... View all property information
    Location Information
    Waianae, Oahu 96792
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
    • DVD Player
    • Shared Outdoor Pool...
    • Mountain Views
    • Hot Tub
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great deals for last minute availability!  Experience a different side of Oahu by staying at this wonderful Waianae vacation rental condo, situated on the laid-back, western part of the island just 1 mile from the world-famous Makaha Surfing Beach. With 2 bedrooms, 1 bathroom, and enough sleeping... View all property information
    Location Information
    Waianae, Oahu 96792
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Air Conditioning
    • Secure Parking
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Maili Cove is built right on the beach. It is located on the sunny Leeward side of the Island of Oahu. It's just minutes from the Ko Olina Resort area which boasts the newest Disney Hotel. Maili Cove is where you'll find turquoise waters, pristine beaches, and razor-edged mountains. There's a... View all property information
    Location Information
    Waianae, Oahu 96792
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • Children's Pool
    • Housekeeping...
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The unit itself is a 3BR/2BA, 1280 SqFt Villa with a huge lanai over looking the Pacific and the Marriott Beach Club. Available from August 13 through August 27th 2016 (2 weeks). Minimum stay 1 week. Changeover day: Saturday. The fully equipped kitchen features African Mahogany wood cabinets and... View all property information
    Location Information
    Waianae, Oahu 96707