
Condo vacation rentals in Kailua
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Quick stats about condo rentals in Kailua

Nightly prices starting at
Kailua vacation rentals start at $308 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!
Top-rated condo rentals in Kailua
Guests agree: these condos are highly rated for location, cleanliness, and more.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly 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 in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!
4.77 out of 5 average rating, 168 reviews
Turtle Bay Condo Linoe
Ground floor end unit, located on the 18th hole of the world re-nowned Turtle Bay resort! King sized bed in bedroom, 1 queen Murphy bed and 1 queen sofa bed in living room. AC in both bedroom and living room. Screened-in lanai. Tennis courts, pool and bbq grills. Beach is 5 minutes walking distance. Short drive away from prime spots (sunset beach, pipeline, shark’s cove, Waimea) shopping, and food. Our condo is a legal short-term rental. Ask me about my other properties for larger parties.
4.9 out of 5 average rating, 188 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.
4.99 out of 5 average rating, 348 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.
4.97 out of 5 average rating, 343 reviews
Legal STR: Aloha at Turtle Bay w/ Loft
TMK #570010270107 STR license # 51 Quiet upstairs unit with loft. Cooling trade breezes drift from the lanai through to the master bedroom. Walk to golf, restaurants and the beaches at the Ritz Carlton Oahu at Turtle Bay. 2 swimming pools, tennis and pickleball on site. Has beach toys and gear, tennis and pickleball rackets. WiFi, cable and Smart TV’s. Drive to North Shore beaches and local shopping. Gated, 24 hour security. One parking spot included. 2nd parking spot with permit.
4.89 out of 5 average rating, 261 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!
4.91 out of 5 average rating, 357 reviews
Beautiful OceanView&Sunset @IlikaiResort w/Parking
🌴 BRAND NEW LISTING. NO RESORT FEES. FREE PARKING! 🌴 ✨ This ocean front condo is located at the iconic Ilikai Hotel & Luxury Suites. Your perfect getaway on the 9th floor offering beautiful ocean, sunset, & harbor views everyday! 💎 Immerse yourself in the beauty of Hawaii with just steps away from the pristine beach & lagoon. 🏝️ This inviting studio condo provides an exceptional experience surrounded by a vibrant neighborhood filled with shops, eateries, & fun filled activities!
4.94 out of 5 average rating, 100 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.
4.88 out of 5 average rating, 234 reviews
SEArider ONE at Turtle Bay
~ You just found your Base Camp to explore the North Shore of Oahu ~ Our condo has just been completely remodeled and redecorated with two brand new bathrooms. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the ocean. Enjoy the resort amenities of Turtle Bay coupled with the comfort of condo living. Health and comfort are top priority. We pride ourselves on a clean home and have implemented additional measures for sanitization.
4.89 out of 5 average rating, 385 reviews
2Turtle 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.
4.94 out of 5 average rating, 251 reviews
♥ North Shore Paradise at Turtle Bay ♥
For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.
4.94 out of 5 average rating, 249 reviews
Turtle Bay Condo, 2 Bedroom, sleeps 6
This sweet retreat is located on the beautifully manicured grounds of the Turtle Bay Resort in a gated condo community nestled on two world class championship golf courses. The beach is a just short walk from your front door. This upstairs, two level condo features vaulted ceilings, open living area, fairway golf course views, and all the rest and relaxation you could ask for!
4.89 out of 5 average rating, 206 reviewsPopular amenities for Kailua condo rentals
Weekly condo rentals

Modern 1 Bedroom Condo in Downtown Honolulu
4.98 out of 5 average rating, 283 reviews
Nalu Blue - Turtle Bay
4.9 out of 5 average rating, 307 reviews
Beautiful North Shore Turtle Bay Condo
4.95 out of 5 average rating, 350 reviews
Surfer’s North Shore, Turtle Bay - Legal Rental
4.99 out of 5 average rating, 193 reviews
Kuilima remodeled ! Sleeps 5
4.86 out of 5 average rating, 169 reviews
North Shore Turtle Bay Renovated 2Bd/2Ba + Loft
4.93 out of 5 average rating, 157 reviews
Ocean Breeze Punalu'u
4.75 out of 5 average rating, 169 reviews
Hale Koa (Newly updated condo with split AC)
4.89 out of 5 average rating, 152 reviewsPet-friendly condo rentals

Peaceful cozy comfortable apartment
4.87 out of 5 average rating, 127 reviews
Waikiki Living
4.82 out of 5 average rating, 165 reviews
Newly Renovated * Waikiki Beachside Retreat
4.82 out of 5 average rating, 164 reviews
Aloha Surf Condo - Turtle Bay - AC + 2 E-Bikes
4.98 out of 5 average rating, 61 reviews
*RARE* Nami 1BR SUITE | Luxurious Ocean View
5.0 out of 5 average rating, 96 reviews
[New] Premier Mountain & Sunrise Views 37th Floor
4.98 out of 5 average rating, 98 reviews
Panoramic Ocean & Park Views/ convention center
4.99 out of 5 average rating, 78 reviews
[New] Panoramic Mountain View 1BR in Waikiki
4.97 out of 5 average rating, 66 reviewsCondo rentals with a pool

Amazing condo w/pool & BBQ
4.84 out of 5 average rating, 140 reviews
North Shore Oahu Getaway at Turtle Bay Resort
4.86 out of 5 average rating, 469 reviews
Dreamy Beachfront Home (Car & Parking Available)
4.9 out of 5 average rating, 107 reviews
The Loft- North Shore @ Turtle Bay
4.94 out of 5 average rating, 109 reviews
Honu Kai Condo Best Location at Turtle Bay
4.87 out of 5 average rating, 220 reviews
Magical Skies Hale at Turtle Bay
4.91 out of 5 average rating, 200 reviews
Makaha Dream
4.92 out of 5 average rating, 285 reviews
Cozy Sky Studio B 35th floor Waikiki Ocean View!
4.81 out of 5 average rating, 189 reviewsDestinations to explore
- Honolulu Vacation rentals
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- Waikiki Beach
- Lanikai Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Kalama Beach Park
- Kepuhi Beach
- Ko Olina Golf Club
- Wet 'n' Wild Hawaii
- Waimea Valley
- Bishop Museum
- Hanauma Bay Nature Preserve
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Things to do Kailua
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- Water sports Honolulu County
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- Things to do Hawaii
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