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Holiday rentals with a pool in Waianae

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waianae

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Waikiki
4.97 out of 5 average rating, 116 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

Guest favourite
Condo in Waianae
4.97 out of 5 average rating, 299 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Top Guest favourite
Condo in Kahuku
4.91 out of 5 average rating, 306 reviews

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

Guest favourite
Condo in Waianae
4.92 out of 5 average rating, 131 reviews

11D Hawaiian Princess - Mango Mele

This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

Top Guest favourite
Home in Makaha Valley
4.96 out of 5 average rating, 145 reviews

Kalo Homes - Makaha's Hidden Gem

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

Guest favourite
Home in Makaha Valley
4.95 out of 5 average rating, 110 reviews

Oahu Perfect Vacation ‱Pool, Near Beach, Sleeps 14

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

Top Guest favourite
Home in Makaha Valley
5 out of 5 average rating, 107 reviews

Hawaii Hideout~ Airbnbs Top 1% Highest Ranked Home

Escape to your ultimate Hawaiian vacation experience at our meticulously crafted Hawaii Hideout. Located just 2 miles from world famous Makaha Beach, Hawaii Hideout boasts unparalleled attention to detail and an ambiance that seamlessly blends opulence and nature's splendor. Immerse yourself in the tranquility of spacious living adorned with carefully selected furnishings inspired by our Island traditions. Enjoy the meticulous thought that went into creating this tropical haven.

Guest favourite
Apartment in Mākaha
4.84 out of 5 average rating, 207 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Guest favourite
Condo in Mākaha
4.97 out of 5 average rating, 148 reviews

Beachfront/Oceanfront with Tennis/Pool/Jacuzzi

BEACHFRONT. Highly upgraded, completely renovated and sparkling clean. Direct oceanfront views! Tastefully done with state of the art appliances, teak wood cabinets and the finest touches. Per new "Honolulu County laws", we may only book "one guest rental" per 30 day period as the condo does not operate as "transient quarters". Our calendar is not always up-to-date. Please contact us if you have any questions. Aloha! TAT#: TA-186-939-8016-01 GET#: W-08805160-01

Superhost
Condo in Kahuku
4.93 out of 5 average rating, 209 reviews

♄ North Shore Paradise at Turtle Bay ♄

For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

Superhost
Condo in Waianae
4.8 out of 5 average rating, 116 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront, legal one-bedroom condo with over 740 square feet in Maili 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 the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. Owner a licensed real estate agent. State #1990/NUC-2309. TMK870280170031.

Guest favourite
Guest suite in Makaha Valley
4.94 out of 5 average rating, 152 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Popular amenities for Waianae rentals with a pool

Quick stats about holiday rentals with a pool in Waianae

  • Total rentals

    60 properties

  • Nightly prices starting at

    $139 AUD before taxes and fees

  • Total number of reviews

    3K reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

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