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Holiday Rentals with Pools in Waianae

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    Travellers to Waianae are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    22 Matching Rentals in WaianaeView all 39 rentals
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    Maili Cove Condo Hawaii1 / 10
    (26)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Beach Front Hawaiian Princess Corner Unit Condo1 / 43
    (25)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Note: At this time, there are concrete spalling repairs being completed on the Hawaiian Princess building. There may be days when this work will cause excessive noise at the building and there may also be days in which scaffolding will be erected between the building and the beach. Our rates for...
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    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Grill
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Condominium is nestled beneath the quiet majestic mountains of the Makaha Valley. There is a view of the mountain and the ocean and it boasts of a resort style of living. It has two bedrooms and 1 bathroom. It sleeps 4-5 and has a full kitchen and dining area. There are ceiling fans in every...
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    Waianae, Oahu 96792
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Makaha - Hawaiian Princess - 1041 / 68
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    The only thing missing was decent places to eat that were close and not fast food. The amenities the room had were great. we did buy a additional float noodle and a new chair...
    Reviewed 19 May 2017
    Fantastic, very clean apt. Nice people, great beach , fun water toys , fun lizard family,loved watching them catch bugs at night ..
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    About this property
    This Luxury Beachfront Condo has been totally remodeled with ceramic tile throughout, a highly upgraded fully equipped kitchen with extended granite countertops, flat-top stove and Thomasville Maple cabinets, and a remodeled bathroom with custom tile work, granite vanity, new King pillowtop...
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    Waianae, Oahu 96792
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Condo on the beach1 / 14
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Grill
    • Balcony
    • Cable/satellite TV
    • Washer
    • Secure Parking
    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2017
    We were greeted with aloha from the next door neighbor ... a fresh pineapple on the table and plumeria flowers in the bathroom! The place was spotless and very quiet...
    Reviewed 27 January 2017
    A very quiet condo with a nice pool and a perfect beach for watching sunsets! Bill (the owner) bent over backwards to make sure our stay was perfect. The location is away from...
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    About this property
    Condo on the beach 300 feet to the Ocean
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular Ocean and Makaha Valley views from this 9th floor one bedroom condo. Enjoy the uncrowded beaches of Makaha in this friendly peaceful gated community with swimming pool just up the road from Makaha beach. The west side of Oahu is a lot less crowded then Honolulu 30 mile away. You will...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makaha Valley Towers are located in a beautiful leeward valley that opens to the west shore of Oahu, away from the city and yet within one hour of most of the island's attractions, and minutes from golf and the island's best beaches. All of this, and Internet (WiFi), too! Beach chairs, umbrellas,...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular, One Bedroom Ocean View , Pool, Internet, Cable TV. Like all tourists, we came here to experience the Aloha Spirit in the west side of Oahu, and we found the paradise. As we fall in love with everything here, we decided to make this home and now we would like to share this with your...
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    Location Information
    Waianae, Oahu 96792
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Ocean Views
    • Children's Pool
    • Grill
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Condominium is nestled beneath the quiet majestic mountains in the Makaha Valley. There is a view of the mountain and the ocean and it boasts of a resort style of living. It has two bedrooms and 1 bathroom. It sleeps 5 and has a full kitchen and dining area. There are ceiling fans in every...
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    Waianae, Oahu 96792
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Maili Cove1 / 16
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Air Conditioning
    • Secure Parking
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2018
    After a week in crazy busy Waikiki this place was a relief! Condo was bright and clean with a great view of the ocean and sunsets. Pool was crystal clean and steps away from the...
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    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. It's a gated community. Has security 24/7. Maili Cove is where you'll find turquoise waters, pristine...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hawaiian Princess is often described by travelers as a Hidden Gem! Located on a semi-private white sandy beach, only a few feet away from the crystal clear water! You can have your morning coffee on the Lanai while spotting whales in the horizon or Enjoy a BBQ dinner while admiring the most...
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    Location Information
    Waianae, Oahu 96792
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Makaha - Hawaiian Princess - 9081 / 26
    (2)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    This is one of the nicest units in the Hawaiian Princess (and we have stayed in many). Well equipped with everything you might need and more. The unit is well appointed and we...
    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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    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 absolutely spectacular views, not only of the ocean, but the Waianae mountain range as well....
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    Location Information
    Waianae, Oahu 96792
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Grill
    • Ocean Views
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Children's Pool
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our condo is quiet and modern, you will feel 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...
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    Waianae, Oahu 96792
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Sandy Ocean/Beach Front Oasis,  West Oahu, HI, Luxury, 1bed, nr KoOlina,1 / 25
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Mountain Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SNOW BIRD HAVENLY OASIS!!!Beachfront highly upgraded one bedroom with oceanfront lanai overlooking salt water heated pool, dolphins and whales frolicing in the ocean and palm trees swaying in the tropical breezes. What a place for your morning coffee and meditation. Surfing is great either in the...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Mountain Views
    • Grill
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large picture windows provide an unobstructed view of the ocean and spectacular sunsets. Be lulled to sleep with the lapping waves hitting the beach. It has a fully equipped Kitchen, single private air conditioned bedroom with a California King size bed and private bathroom. Can sleep up to 4...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    MA`ILI COVE - OAHU OCEANFRONT  SUNSET PARADISE1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 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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    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...
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    Waianae, Oahu 96792
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the magic of Hawaii from this 2-bedroom, 1-bathroom Waianae vacation rental condo that comfortably sleeps 6. Situated in a beautiful gated community on 14 acres of land, the home offers access to an abundance of resort amenities. Take advantage of the outdoor pool or your own private...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
    • Wi-Fi
    • Terrace
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your unforgettable Hawaiian getaway begins at this studio, 1-bath vacation rental condo in Makaha! ‘Pua Aina Hale’ is an oasis in the Makaha Valley Towers, accommodating 2 guests in the Murphy bed, making it a romantic retreat for a couple seeking a relaxing escape. Located about 1 mile from...
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    Waianae, Oahu 96792
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Terrace
    • Mountain Views
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Say ‘aloha’ to your new favorite tropical escape nestled in the Makaha Valley Towers! This breezy vacation rental studio condo is sure to melt away all your worries, as it comes with panoramic valley views, a heated community swimming pool, and easy access to Makaha Beach Park just 1 mile away!...
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    Waianae, Oahu 96792
    Condo/Apartment - 1 Bathroom, Sleeps 4
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