Vacation rentals with a pool in Waikiki

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waikiki

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

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Superhost
A spacious living area features large windows offering panoramic ocean views. Modern furnishings include a soft sofa adorned with decorative pillows, a stylish armchair, and a wooden dining table. Natural light brightens the room, enhancing the fresh coastal ambiance.
Condo in Waikiki
4.9 out of 5 average rating, 124 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

Top guest favourite
A woman stands on the spacious lanai, enjoying the ocean view framed by a full wall of windows. Comfortable outdoor furniture, including a round table and cushioned chairs, complements the serene atmosphere. Lush greenery is visible, enhancing the coastal setting.
Condo in Waikiki
4.96 out of 5 average rating, 122 reviews

Oceanfront Paradise (Car & Parking Available)

* Aloha! Welcome to our beachfront home with a unique design! * Enjoy incredible ocean views, a spacious lanai, a full kitchen, and modern amenities. Sip your morning coffee while watching the ocean, sailboats, surfers, or even whales. You can also watch fireworks directly from the lanai every Friday! The condo is right on Waikiki Beach. Just a short walk to the beaches, restaurants, bars, shopping centers, and more. Hawaii is our happy place. I hope it can bring you some happiness too. :-)

Guest favourite
A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.
Home in Waikiki
4.98 out of 5 average rating, 125 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
A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.
Condo in Waikiki
4.91 out of 5 average rating, 247 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

Guest favourite
A spacious living area showcases a king-sized bed with soft linens adjacent to a twin sofa sleeper. A work desk with a chair is visible, and the decor features a leaf-patterned accent wall. Large windows provide ample natural light and views of the city skyline.
Apartment in Waikiki
4.94 out of 5 average rating, 102 reviews

42FL-Beautiful High-FL Studio w/Ocean & City Views

A stunning island retreat that is sure to take your breath away! This newly renovated king studio is located on the 42nd floor in the heart of central Waikiki. Boasting partial ocean views and an unparalleled vista of the entire Waikiki skyline. This is truly a one-of-a-kind experience that is perfect for couples celebrating a special occasion or small groups looking to make unforgettable memories. With all the necessary amenities, you will feel right at home in this beautiful island paradise.

Superhost
The open-concept kitchen features modern appliances, including a refrigerator, and a large island with seating for four. Natural light fills the space through sliding glass doors that lead to the lanai, showcasing a relaxing area with a tent and views of the surrounding area.
Condo in Waikiki
4.88 out of 5 average rating, 135 reviews

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

This luxurious 1BD corner unit condo is in the heart of Waikiki and few minute walk to the beach, featuring panoramic ocean views of the crisp Hawaiian waters. This suite is beautifully designed and fully renovated with modern furnishings and decor. Just a few steps away from the famous Waikiki Beach, you'll be surrounded with authentic Hawaiian culture, local favorite eateries, fine dining, shopping plazas and beach access. This apartment is perfect for couples and small group travelling.

Top guest favourite
The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.
Apartment in Waikiki
4.97 out of 5 average rating, 128 reviews

Amazing Central Waikiki Wonder

Welcome and Aloha- Recently renovated Gorgeous Mountain View A few minutes of a quick stroll Waikiki Beach,Shops and Restaurants. Find yourself situated on the 14floor, Whether you're traveling with family or a group of friends, you'll appreciate the spaciousness of the balcony, which includes a dining area, perfect for soaking in the stunning views. The building is situated in central Waikiki, with so much to see and do in the area, you'll be able to enjoy all that Waikiki has to offer.

Top guest favourite
A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.
Condo in Waikiki
4.96 out of 5 average rating, 254 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

Top guest favourite
The open-concept living area showcases a modern kitchen with stainless steel appliances and stylish cabinetry. A spacious bed is positioned near a cozy seating area, accompanied by a wooden coffee table. Three pendant lights illuminate the bar-style seating, enhancing the inviting ambiance.
Condo in Waikiki
4.99 out of 5 average rating, 107 reviews

Modern Condo in the Heart of Waikiki Free Parking

Escape to paradise with this NEW, stylish condo in the heart of Waikiki! Recently renovated and located in the Marine Surf Waikiki building, you're just steps away from the best restaurants, shopping, and Waikiki Beach. Enjoy the ultimate island lifestyle with all the modern amenities you need for an unforgettable stay. Whether you're looking to catch some waves, soak up the sun, or simply relax and unwind, this condo has everything you need. Book now and experience the best of Waikiki!

Guest favourite
An expansive balcony is visible, featuring a table and two chairs, overlooking a stunning ocean view. The azure waters and palm trees create a serene backdrop. Floor-to-ceiling glass doors provide natural light and seamless access to the outdoor space from the interior.
Condo in Waikiki
4.96 out of 5 average rating, 117 reviews

Waikiki Beachfront Home with Ocean and Beach View

* Aloha! Welcome to our happy place in the heart of Waikiki! * If you are looking for stunning ocean views directly from your bed, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!

Top guest favourite
Condo in Waikiki
4.96 out of 5 average rating, 116 reviews

High Floor Luxury Oceanfront @ Waikiki Beach Tower

Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides unobstructed ocean views of Diamond Head and Waikiki Beach. Comfort, open space, and style are the focus of this hidden gem in paradise.

Superhost
The primary suite features a king bed with crisp white linens, complemented by a decorative wooden headboard. A dresser and wall-mounted flat-screen TV are positioned opposite the bed. Large windows offer direct views of the ocean and provide access to the private lanai.
Condo in Waikiki
4.84 out of 5 average rating, 122 reviews

#1102 2BR/2BA|Beachfront w/ Pool, Gym & Free Valet

Enjoy the best of Waikiki in this stunning 2-bedroom, 2-bath oceanfront condo at Waikiki Beach Tower. Located on the 11th floor, it offers breathtaking views of the ocean and Diamond Head, a spacious balcony with lounge seating, a chef’s kitchen, and free valet parking. Just steps from Waikiki Beach, you’ll enjoy resort-style amenities without the hotel markup — your perfect island home away from home. 🌴

Popular amenities for Waikiki rentals with a pool

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Quick stats about vacation rentals with a pool in Waikiki

  • Total vacation rentals

    Explore 3,390 vacation rentals in Waikiki

  • Nightly prices starting at

    Waikiki vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 104,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    740 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 370 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,910 properties have a dedicated workspace

  • Wifi availability

    3,380 of Waikiki vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waikiki rentals

  • 4.7 Average rating

    Waikiki stays receive an average rating of 4.7 out of 5 from guests

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