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Condo vacation rentals in Kailua

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Top-rated condo rentals in Kailua

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favorite
A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.
Condo in Hauula
4.77 out of 5 average rating, 149 reviews

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! Read on for info about the renovations going on at the property. 1 bedroom w/ king bed & bed in the living room too! On a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer & private lanai looking out at a spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & FREE parking!

Top guest favorite
A modern kitchen and living area are depicted in the image. The kitchen features sleek white cabinets and a spacious island. A stainless steel refrigerator and stove are visible. Natural light fills the area through large sliding glass doors, overlooking a green landscape.
Condo in Kahuku
4.99 out of 5 average rating, 317 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

Top guest favorite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Condo in Waianae
4.97 out of 5 average rating, 320 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 favorite
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, 119 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 favorite
A spacious bedroom showcases a large bed with white bedding against a turquoise wall. Floor-to-ceiling windows offer expansive views of the cityscape. A minimalist desk is positioned nearby, and a full-length mirror reflects the warm wooden floor.
Condo in Downtown Honolulu
4.95 out of 5 average rating, 100 reviews

Spacious 1BR Ocean/Sunset View w/Parking

Enjoy breathtaking views of sunset, ocean, mountain, city from this spacious 1BR condo at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and fully equipped kitchen. Walk to the best restaurants and bars, China town, and visit historic Iolani Palace. Building has great amenities including a lap pool and hot tub 7 days a week, 24-hour security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

Top guest favorite
The spacious living area features large windows that provide an unobstructed view of the ocean. A queen-sized bed, a twin bed, and a sleeper sofa are arranged in a light-filled room with hardwood-style floors. Decorative elements include a unique ceiling design and coastal-themed accents.
Condo in Waikiki
4.98 out of 5 average rating, 180 reviews

Beautiful Oceanfront Paradise Condo

This beautiful one bedroom unit at the Ilikai is a small oasis with magnificent views from over the balcony to the hand crafted ceilings that are lined with LED lights. You will have the atmosphere of living in a beach shack but with the comfort of a full seized kitchen, bathroom, queen sized bed, single bed, and one sleeper sofa. PLEASE NOTE THAT SOME LIGHT SWITCHES HAVE A DIMMER BAR NEXT TO IT, PLEASE RAISE THE DIMMER ALL THE WAY UP BEFORE CONFIRMING THAT LIGHTS ARE NOT WORKING

Guest favorite
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.
Condo in Waikiki
4.9 out of 5 average rating, 209 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.

Guest favorite
A spacious bedroom offers floor-to-ceiling windows with city views. The neutral-toned bedding is paired with a decorative pillow that includes the word 'love.' A stylish red lamp provides subtle lighting, and a decorative bench sits at the foot of the bed.
Condo in Downtown Honolulu
4.91 out of 5 average rating, 105 reviews

2BR High Floor Free Parking

Conveniently located in Downtown Honolulu; central AC, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and a fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and visit historic Iolani Palace. The building has great amenities including a lap pool and hot tub, 24/7 security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

Top guest favorite
A comfortable living area features a leather sofa adorned with decorative cushions. A coffee table holds various items, and light streams through large glass doors that open to a private lanai, showcasing views of the surrounding greenery.
Condo in Kahuku
4.96 out of 5 average rating, 215 reviews

Turtle Bay Condo. Amazing retreat!

* North Shore * Pristine beaches * Rocky shores * Beautiful mountains * 2 PGA golf courses * Horseback riding * Surfing/kayaking/paddle board * Hiking/biking trails * Activity rentals * Restaurants/bars * Entire condo * Comfortable living space * Outdoor amenities * Gated entry * Assigned parking * On-site security guard * Three swimming pools * 2 tennis courts * 4 Pickle ball courts Suitable for couples, adventurers, business travelers, and families.

Guest favorite
An aerial view captures the resort buildings set against a pastel sunset, bordered by a calm lagoon. Palm trees and landscaped grounds are featured alongside the sandy beach, with rocky outcrops visible in the foreground, creating a serene coastal environment.
Condo in Ko Olina
4.9 out of 5 average rating, 118 reviews

Studio Suite @ Ko Olina Marriott Vacation Club : D

If you don't see the dates you are looking for, please message me. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Stay at a 4 Star hotel at a fraction of the cost than booking direct. I also include FREE parking ($45/day value). The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Top guest favorite
A balcony offers a view of the beach and ocean, framed by palm trees swaying in the breeze. The distant mountains create a serene backdrop. A round table and a chair are positioned on the balcony, providing a space to relax and enjoy the scenery.
Condo in Waikiki
4.92 out of 5 average rating, 228 reviews

Ocean View Beach Condo with private lanai

The only on-the-beach oceanfront condominium building in Waikiki! This spacious studio features a private lanai with stunning ocean and mountains view. Ocean breeze and breathtaking sunsets are guaranteed! King size bed, split AC, fully equipped kitchen, beach gear, and unbeatable walking distance to top Waikiki attractions, shops, and restaurants. Your perfect beachfront getaway awaits! STR#294

Top guest favorite
A spacious balcony is accessed from the suite, featuring a table and chairs with a view of the Waikiki Marina. The scene includes boats in the water and distant ocean views against a backdrop of blue skies and scattered clouds.
Condo in Waikiki
4.98 out of 5 average rating, 212 reviews

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

Enjoy a wonderful stay at the iconic Ilikai Hotel & Suites property in a private vacation rental unit. This charming studio suite features 500 square ft (47 square meters) of tastefully upgraded interior space with a picturesque view of the Waikiki Marina and the Pacific Ocean. Included garage PARKING is a special feature of this listing that saves $45+ per night for valet.

Popular amenities for Kailua condo rentals

Quick stats about condo rentals in Kailua

  • Nightly prices starting at

    Kailua vacation rentals start at G$41,819 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kailua rentals

  • 4.8 Average rating

    Kailua stays are highly rated by guests—averaging 4.8 out of 5!

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