
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 G$45,988 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!
Top-rated condo rentals in Kailua
Guests agree: these condos are highly rated for location, cleanliness, and 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!

Panoramic Ocean View/ Full Kitchen/2603A
Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

Turtle Bay Condo Lilinoe
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!

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.

2BR+Den Downtown w/ Ocean Views + Free Parking
Enjoy ocean and city views from this spacious 2BR+Den condo 798 sqft/74 sqm at high floor with floor to ceiling windows. Save $35 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.

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.

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.

♥ 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.

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!
Popular amenities for Kailua condo rentals
Condo rentals with a pool

Modern & Contemporary North Shore Oahu Condo

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

Dreamy Beachfront Home (Car & Parking Available)

Ocean Breeze Punalu'u

RusticLuxe — Go Fully Custom at Turtle Bay

Nalu Blue - Turtle Bay

Amazing condo w/pool & BBQ

Waikiki Ocean & Sunset View Condo-free parking
Weekly condo rentals

Hale Koa (Newly updated condo with split AC)

Take-It-Easy Waikiki Beach Condo

Surfer’s North Shore, Turtle Bay - Legal Rental

Amazing Ocean & Beach Views - Only Steps to Beach!

Elegant Luxe OceanView&Fireworks@IlikaiResort+Park

Luxurious Ocean View Suite at Beach Villas O-1005

Private Escape on the Beach

~New Listing~ Hoomaluhia - Luxury Coastal
Pet-friendly condo rentals

Peaceful cozy comfortable apartment

Newly Renovated * Waikiki Beachside Retreat

Waikiki Living

*RARE* Nami 1BR SUITE | Luxurious Ocean View

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

[New] Premier Mountain & Sunrise Views 37th Floor

[New] Panoramic Mountain View 1BR in Waikiki

Panoramic Ocean & Park Views/ convention center
Destinations to explore
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- Waikiki Beach
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- Kualoa Ranch
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- Honolulu Zoo
- Banzai Pipeline
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- Polynesian Cultural Center
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- Kepuhi Beach
- Ko Olina Golf Club
- Wet 'n' Wild Hawaii
- 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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