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Condo vacation rentals in Kailua

Find and book unique condos on Airbnb

Top-rated condo rentals in Kailua

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

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Guest favourite
A spacious bedroom features a king bed draped with sheer white fabric, creating an airy ambiance. Two stylish chairs are positioned beside large windows that overlook lush greenery. A natural fiber rug covers the hardwood floor, complemented by a simple wooden bench at the foot of the bed.
Condo in Kawela Bay
4.93 out of 5 average rating, 274 reviews

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)

Guest favourite
Condo in Waikiki
4.92 out of 5 average rating, 120 reviews

Studio in Waikiki w/ Canal View (Fully Equipped)

This is the unit where my friends and family stay when they visit—designed to bring in a relaxed, beach-day vibe 🏖️ This newly renovated & spacious studio in the Hawaii Monarch offers a sturdy king bed, canal views, and a stocked kitchenette. This studio will include beach gear (snorkels,umbrellas,chairs). Steps from food trucks, a 10-min walk to Sheraton Beach & Royal Hawaiian shops—perfect for adventure by day and relaxation by night. You’re on Hawaii time now. Slow down and enjoy it!🌺

Top guest favourite
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 Kawela Bay
4.99 out of 5 average rating, 331 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 favourite
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 Makaha
4.97 out of 5 average rating, 329 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
A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.
Condo in Kawela Bay
4.91 out of 5 average rating, 345 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!

Superhost
A light-filled living area features a comfortable beige sofa adorned with decorative cushions. A coffee table is positioned on a soft area rug, with two dining chairs and a round table near a large window, offering views of the surrounding greenery.
Condo in Kawela Bay
4.87 out of 5 average rating, 454 reviews

North Shore Oahu Getaway at Turtle Bay Resort

880 acres of Turtle Bay Resort while staying in our luxury condo. Our beach cottage is a perfect place to relax and unwind. Located at Kuilima Estates West in the Gold Coast "quiet corner" of the property, less car traffic. It's called the Gold Coast for a reason! Enjoy stunning views of the golf course and a peek a boo view of the ocean right from the windows of your living room. Our condo has 3 on site pools, charcoal BBQ pit, tennis courts, and basketball courts in this gated community

Top guest favourite
Condo in Waikiki
4.94 out of 5 average rating, 146 reviews

9A Cozy Waikiki 1BR | Steps to Beach | Ocean View

Excellent location in the heart of Waikiki, just a 3-minute walk to Waikiki Beach. This 9th-floor unit features a balcony with partial ocean view, 1 adjustable Beautyrest queen bed, 1 queen sofa bed, 1 bath, full-size kitchen, 2 window A/Cs, high-speed WiFi, 2 smart TVs (70” & 55”), and cold-water bidet. Restaurants, shopping, beaches, surfing, nightlife, and endless Waikiki activities are all just steps away, with the convenience of easily returning to relax anytime during your stay.

Superhost
Condo in Waikiki
4.82 out of 5 average rating, 149 reviews

Sweeping Ocean Views, Free Parking, Beach, Mall

Sweeping ocean and coastal view! Convenient studio at the entry of Waikiki. Short walks to world famous Waikiki beaches and lagoons; Hilton Hawaiian Village where fireworks lit up every Friday night; world's largest open-air mall: Ala Moana shopping center with free daily live Hawaiian music and shows; Hawaii Convention Center; and many restaurants and activities. Kitchen with quartz counter, safe and fast induction cook top. Comfortable King size bed, desk, free assigned parking.

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.
Condo in Waikiki
4.91 out of 5 average rating, 220 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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

Guest favourite
A spacious sleeping area features a large bed with white linens, layered against a wood-paneled accent wall. A softly glowing 'Aloha' sign adds charm. The open layout reveals a kitchen area and access to a private balcony beyond, creating a welcoming atmosphere.
Condo in Waikiki
4.91 out of 5 average rating, 145 reviews

Waikiki Condo | Free Parking | Walk to the Beach

Aloha and welcome to Hale Kai! Freshly renovated in 2023, this tastefully furnished Waikiki studio condominium includes a full kitchen with brand new stainless appliances, bathroom with tub, private lanai (outdoor balcony) with seating, all behind a secure entry that is conveniently located at the entrance to Kalakaua Avenue in world Famous Waikiki Beach. Unit includes a Queen size bed and fold out queen sleeper sofa for comfortable sleeping for up to four guests.

Guest favourite
A dining table is placed in front of large windows, offering a view of the ocean and a palm tree swaying gently. The clear blue sky contrasts with the water's gentle waves, creating a serene atmosphere.
Condo in Punaluu
4.89 out of 5 average rating, 114 reviews

"Coconut Cottage by the Sea" Steps to the beach!

Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym & security.

Guest favourite
The living room features a dark leather sofa with decorative pillows, positioned beside a wooden coffee table on a plush area rug. Wall art includes wooden paddles and displayed artwork. The staircase leads to the upper level, with a washer and dryer conveniently located in a nearby nook.
Condo in Kawela Bay
4.94 out of 5 average rating, 238 reviews

Turtle Bay Condo. Cozy retreat for two.

* 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.

Popular amenities for Kailua condo rentals

Quick stats about condo rentals in Kailua

  • Nightly prices starting at

    Kailua vacation rentals start at $306 CAD 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!

Destinations to explore

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