
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 $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!
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!

North Shore Turtle Bay Renovated 2Bd/2Ba + Loft
Aloha and welcome to our spacious and beautifully renovated North Shore Turtle Bay Resort 2 Bedroom condo that includes an additional 3rd loft room + 2 bathrooms. Directly outside the living room is a large manicured grassy lawn and the Fazio Golf Course. This gated condo is a short walk to the 5 Star Ritz Carlton Turtle Bay and all of its amenities, Lei Lei's Bar & Grill, Roy's Beach House, and a beautiful white sandy beach. Swimming pool and tennis courts on site! Welcome home to paradise!

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.

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.

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.

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.

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!

Beautiful North Shore Turtle Bay Condo
Lovely, clean corner unit has private front lanai for sunning and relaxing. Bedroom has a King & screened in lanai with green space & golf course view. Tradewinds blow thru. 2 A/C units insure your comfort. Walk-in shower has seat & hand held option. Full-size sofa bed, Packnplay, 2 TVs, cable, desk & wifi, even on the lanais. Fully stocked, updated kitchen. Pool side grill. Beach toys & chairs. Gated parking stall. No stairs. Short walk to beach. In unit laundry. Come enjoy paradise!

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!

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.

SEArider TWO at Turtle Bay
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, This unit has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. This unit sits directly below our other property, SEArider ONE(search on airbnb).

Modern 1 Bedroom Condo in Downtown Honolulu
Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.
Popular amenities for Kailua condo rentals
Weekly condo rentals

North Shore Oahu Getaway at Turtle Bay Resort

Elegant, Spacious Downtown Hideaway w/Parking

Nalu Blue - Turtle Bay

#3103 2BR/2BA|Beachfront, Free Parking, Gym & Pool

Top Floor Corner Ocean/Beach View Condo

Ocean Breeze Punalu'u

Kuilima remodeled ! Sleeps 5

Honu Kai Condo Best Location at Turtle Bay
Pet-friendly condo rentals

Peaceful cozy comfortable apartment

Newly Renovated * Waikiki Beachside Retreat

Waikiki Magic

Aloha Surf Condo - Turtle Bay - AC + 2 E-Bikes

*RARE* Nami 1BR SUITE | Luxurious Ocean View

[New] Premier Mountain & Sunrise Views 37th Floor

Panoramic Ocean & Park Views/ convention center

[New] Panoramic Mountain View 1BR in Waikiki
Condo rentals with a pool

RusticLuxe — Go Fully Custom at Turtle Bay

Surfer’s North Shore, Turtle Bay - Legal Rental

Renovated Cozy Home in Waikiki

Sweeping Ocean Views, Free Parking, Beach, Mall

Hale Koa (Newly updated condo with split AC)

Makaha Dream

Panoramic Ocean View/ Full Kitchen/2603A

Walk to Ritz-Carlton, Dining, Beach & Lush Trails
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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
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