
Condo holiday 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.

Beachfront Home (Car & Parking Available)
* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are 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 happy. I hope our place can bring you happiness too. :-)

The Sunrise Hale at Turtle Bay - 1bedroom/2bath
Spacious, Comfortable, Clean... Look no further for your Base Camp to explore the North Shore of Oahu! This bright and airy sunrise condo is located in a gated community on the grounds of Turtle Bay Resort, allowing you to enjoy the grounds for a fraction of the price. You are within walking distance to secluded beaches, complex pools, running trails, horseback riding, surf, golf and more! The unit has been recently renovated (Flooring, bathrooms, kitchen)Come and enjoy the North Shore of Oahu

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.)

Walk to beach, pool, tennis, golf, restaurants, AC
Welcome to your North Shore paradise! Step into our fully remodeled condo, boasting breathtaking views of the 18th hole with wall-to-wall windows. Indulge in luxury with 2 private pools, tennis / pickleball courts, and 5+ miles of pristine beaches within walking distance. Dive into adventure with surfing, snorkeling, horseback riding, and more! Perfect for families or small groups. there's no better place to stay on Oahu's North Shore. We are a legal vacation rental #1664 TA-026-642-9952-01

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.

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.

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!

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.

32FL-Upscale Ala Moana Hotel Premium Double Room
Premium studio-suite on the 32nd floor, offering city, mountain views. The space features two double beds, providing plenty of room for relaxation and comfort. Note: A one-time check-in fee of $50.00 and a $30.00 daily resort fee (per group, not per person) are required. These mandatory fees include free luggage storage, unlimited access to the resort’s recreation deck, pool, beach towels, gym and sauna room. Payment must be made directly at the hotel front desk upon check-in.

Ocean/Fireworks View WaikikiTop Floor 1BR
Renovated 1 bedroom/1 bathroom top floor apt in Waikiki. Beautiful 180 unobstructed panoramic ocean views from the Juliet balcony. See the Friday night fireworks and the sunset from the top! Queen size bed in bedroom. Bathroom has double sink, glass walk-in shower. Fully stocked kitchen. 24/7 security on site. Central A/C, Cable, WiFi included. Garage parking available for $35 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

Penthouse, 2-Minute Walk to Beach/Free Parking
1700+ SQ. FT., FREE GARAGE PARKING AND WIFI. TWO-MINUTE WALK TO THE BEACH. Located in the hotel zone and in compliance with short-term rental laws, this gorgeous, remodeled Penthouse with Diamond Head and Ocean Views, located just 1.5 blocks from Waikiki Beach and the Honolulu Zoo, this 1,700+ s.f. (153.93 square meters) condo offers the style and comfort of a luxury hotel with a huge luxurious lanai, a large chef's kitchen, and a full-size washer and dryer.

32nd Floor Penthouse. 3min walk to Waikiki Beach
Welcome to HaleHinano Penthouse – Waikiki Beach. This rarely available 1-bedroom penthouse on the 32nd floor offers panoramic ocean views and modern renovated interiors. Located just a 3-minute walk to the center of Waikiki Beach, the location is everything—and so are the views! The unit includes an in-unit washer and dryer, and guests can enjoy the rooftop pool, jacuzzi, and BBQ area. On-site parking is available for $35 per day.
Popular amenities for Kailua condo rentals
Weekly condo rentals

Amazing Ocean & Beach Views - Only Steps to Beach!

Partial ocean view suite with free parking.

Waikiki Condo w/ VIEW! Full Kitchen Free Parking!

RusticLuxe — Go Fully Custom at Turtle Bay

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Islander's OCEAN VIEW-Legal Unit 2 blocks to beach

Kuilima Estates West at Turtle Bay with King Bed

Ilikai 2 Bd - Ocean View One Free Parking/AC
Pet-friendly condo rentals

Paradise Found Makaha Valley Comfy Condo

"Tropical Beach Vibes" Waterfront Condo w/ Kitchen

Newly Renovated * Waikiki Beachside Retreat

Private 2 Bed 2 Bath 2 Lanai

Ocean View Luxury w/ Free Parking + Washer & Dryer

🏝 North Shore Island Bungalow, Steps to Beach

Modern Magic is steps to Waikiki Beach Water

*RARE* Nami 1BR SUITE | Luxurious Ocean View
Condo rentals with a pool

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Ko Olina Beach Villa B604 w/ Ocean View by Gather

Beautiful OceanView&Sunset @IlikaiResort w/Parking

Turtle bay retreat

New Listing! Ocean & DiamondHead View/Free Parking

♥ North Shore Paradise at Turtle Bay ♥

Ocean Front Retreat. Private Beach. Pool. HotTub

The Turtle Bay Signature
Quick stats about condo rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at $285 AUD 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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- Waikiki Beach
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- Kualoa Ranch
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- Polynesian Cultural Center
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