Holiday 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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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.
Apartment in Waikiki
4.9 out of 5 average rating, 126 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.

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.
Apartment in Waikiki
4.96 out of 5 average rating, 125 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. :-)

Top guest favourite
A panoramic view from a high balcony captures the vibrant blue ocean and lush greenery below. Diamond Head's iconic profile stands prominently in the distance, framed by a clear sky dotted with fluffy clouds. Nearby residential buildings add to the scenic landscape.
Flat in Waikiki
4.99 out of 5 average rating, 100 reviews

Ocean View Sunset, Free Parking, Pool, 5m to Beach

Aloha and welcome to one of the most amazing complete remodels you will find in Waikiki - completed end of 2022. This one-of-a-kind 1 bedroom with free 1 parking stall, pool and gym boasts spectacular ocean & Diamond Head views and is only 0.2 miles (5 min walk) from Waikiki Beach and closer to endless restaurants, shopping & so much more. We would love to have you stay with us and create memories in this truly magical place that is centrally-located, well appointed, and with fabulous views!

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.
Apartment in Waikiki
4.92 out of 5 average rating, 253 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.
Flat in Waikiki
4.94 out of 5 average rating, 108 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.

Guest favourite
A tranquil outdoor seating area features a cozy hanging chair beside a round dining table. The expansive balcony overlooks city views and distant mountains, with soft clouds enhancing the bright sky. Green plants add a touch of nature to the serene space.
Apartment in Waikiki
4.94 out of 5 average rating, 140 reviews

38th FLR- Luxe King Boutique Studio 1000 Cranes

Welcome to our luxurious Hawaiian retreat on the stunning island of Oahu. This beautifully-appointed Airbnb offers an unforgettable vacation experience in one of the most sought-after destinations in the world. Located in a prime location on the island, our Airbnb boasts breathtaking ocean views, pristine beaches, and a wealth of local attractions and activities. The property features exquisite furnishings, upscale amenities, and elegant touches that create a serene and relaxing ambiance.

Guest favourite
A spacious balcony offers sweeping views of the ocean and marina. Outdoor seating for four is provided at a table, with the vibrant blue water contrasting against the shoreline. Large windows frame the view, enhancing the natural light in the area.
Flat in Waikiki
4.76 out of 5 average rating, 359 reviews

Ilikai Ocean Front Condo w/ balcony & ocean view

Experience the best of Waikiki from this beautifully high-floor suite at Ilikai Hotel. Enjoy sweeping views of the ocean and marina right from your lanai. Located in oceanfront spot, steps from the beach, the Hilton Hawaiian Village Lagoon, shopping, dining, and all the excitement Waikiki has to offer. Perfect for couples, families or small groups, the suite comfortably sleeps up to 3 guests with a king-size bed and a full-size sofa bed (or a rollaway bed available for your convenience).

Top guest favourite
A serene lanai features two turquoise lounge chairs beside a small round table. A view of the marina and ocean is visible in the background, showcasing boats and a clear blue sky. A decorative pineapple sits atop the table, accompanied by two cups.
Apartment in Waikiki
4.96 out of 5 average rating, 298 reviews

Waikiki Ocean & Sunset View Condo-free parking

Welcome to the pearl of Waikiki. Situated at the world famous the Ilikai Hotel. This charming and spacious studio condo has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores, banks and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana mall (biggest outdoor mall in the U.S.A), and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

Guest favourite
A spacious bedroom is illuminated with natural light, featuring a large bed adorned with a patterned blanket. A wall decorated with palm leaf designs complements the beach view visible through expansive glass doors, which open onto a private balcony with an outdoor seating area.
Apartment in Waikiki
4.94 out of 5 average rating, 99 reviews

Floor-to-Ceiling Oceanfront Home (Car Available)

* Aloha! Welcome to the happiest place in the world. * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. This beachfront home is within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Every time I come to Hawaii, I am so happy. I hope our place can bring you some happiness too. :-)

Guest favourite
A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.
Apartment in Waikiki
4.9 out of 5 average rating, 203 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Top guest favourite
A cozy seating area is visible, featuring a plush light pink sofa adorned with soft decorative pillows. A small round table sits nearby, while a wall-mounted shelf displays plants and a projector. Large windows provide ample natural light and a view of the cityscape.
Apartment in Waikiki
4.87 out of 5 average rating, 194 reviews

$20 Parking! Cute Waikiki studio with Work space

*Aloha! Welcome to the cutest studio in Waikiki!* This is a fully remodeled cute studio with kitchenette in the Hawaiian Monarch. Where everything is walking distance away. Featuring the best Boho style interior design, diamond head and river view, south facing big window, standing desk with monitor and keyboard, 100Mbps wifi speed and projector for 80 inch screen size! NEVER TOO SMALL to have the best stay in Honolulu Update on May 2025, *CHEAP PARKING! And new AC!

Top guest favourite
A spacious balcony is equipped with a comfortable outdoor seating arrangement, including a sofa and wooden coffee table. Direct views of the marina and the Pacific Ocean are visible, framed by clear skies with scattered clouds.
Apartment in Waikiki
4.97 out of 5 average rating, 209 reviews

Oceanfront Home (Beautiful Sunset View Every Day)

* Aloha! Welcome to our happy place with amazing sunset every day! * If you are looking for wide open ocean and sunset views directly from your balcony/lanai, 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!

Popular amenities for Waikiki rentals with a pool

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Avg. price$229 SGD$228 SGD$219 SGD$215 SGD$214 SGD$211 SGD$219 SGD$215 SGD$196 SGD$204 SGD$205 SGD$236 SGD
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Quick stats about holiday rentals with a pool in Waikiki

  • Total holiday rentals

    Explore 3,630 holiday rentals in Waikiki

  • Nightly prices starting at

    Waikiki holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 107,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    870 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 380 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,880 properties have a dedicated workspace

  • Wifi availability

    3,620 of Waikiki holiday 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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