Holiday rentals in Kailua

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Top-rated holiday rentals in Kailua

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4.9 out of 5 average rating, 283 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Guest favourite

Flat

4.99 out of 5 average rating, 242 reviews

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

North ShoreCondo at Turtle Bay- this vacation home is just that! Enjoy resort convenience w/o the resort price! Quiet and tucked against the golf course, we have a beautiful pool & tennis court on site. Just a few minutes walk to Turtle Bay Resort which has great beaches to snorkel and swim, restaurants,bars, 2 golf courses, the Arnold Palmer &George Fazio, biking/walking trials. Sunset beach, Waimea Bay, Haleiwa, Banzai Pipeline, Polynesian Culture Center, world famous food trucks all near by.

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Apartment

4.9 out of 5 average rating, 262 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 courts, 2 PGA golf courses, horseback riding, activity rentals and 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!

Guest favourite

Apartment

4.91 out of 5 average rating, 103 reviews

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!

Guest favourite

Flat

4.91 out of 5 average rating, 23 reviews

New! Mid-Century Island Style 1BR Condo w/Parking~

This beautiful mid-century island-inspired 1 bedroom condo is incredibly bright and spacious, offering a truly comfortable living space with upgraded modern amenities, stylish decor and an abundance of natural sunlight. Nestled in the vibrant neighborhood of central Waikiki, our prime location puts you just steps away from the famous Waikiki Beach! Additionally, this condo offers 1 unassigned parking stall and central AC, ensuring a comfortable atmosphere for the duration of your stay!

Guest favourite

Apartment

4.87 out of 5 average rating, 126 reviews

Oceanfront Condo in Paradise + Million Dollar View

Free Parking. Welcome to Paradise at the Famous Luxury Ilikai Hotel. Get ready to Relax with the Whole Family at this Peaceful, Beautiful , and Luxurious Beach Front Condo recently renovated, 500 sq. ft., Located in the Heart of Waikiki near shopping and restaurants. In the courtyard every Friday night there is dancing, and a fireworks display visible from the courtyard on your 120 sq. ft., Lanai. Enjoy your coffee and breakfast and watch the sunrise from your private large lanai.

Guest favourite

Apartment

4.86 out of 5 average rating, 101 reviews

Ocean Views in the Heart of Waikiki Beach

STUNNING OCEAN VIEWS in the heart of the most famous beach in the world, WAIKIKI BEACH! Just a stone's throw away from white sandy beaches, fun ocean adventures like surfing, SUP, canoes, & all the pampering options of the 5-star resorts. The unit has AC & a lanai with AMAZING VIEWS. Great amenities like pool, jacuzzi, bbq, tennis, etc. Close to food, restaurants, bars, & fun!!! Come enjoy what Hawaii has to offer in the land of ALOHA! VIRTUAL WALKTHROUGH AVAILABLE UPON REQUEST.

Superhost

Flat

4.83 out of 5 average rating, 189 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Superhost

Apartment

4.75 out of 5 average rating, 240 reviews

Dreamy Beachfront Cottage with Breathtaking Views

Looking for a peaceful, beachfront place to stay...this is the place! Go back in time to the real Hawaii on a tropical, sandy beach, with a protective reef off-shore that keeps waves from coming onshore. This cottage has a comfortable feeling with a new galley-style kitchen and a large, covered patio. Only $99 per day, with a 30 day booking. All booking inquiries welcome. This cottage is perfect for remote workers and traveling staff who want to stay for a month or more.

Guest favourite

Apartment

4.94 out of 5 average rating, 106 reviews

Ke Ola Nani "Beautiful Life" Beach Villas

Beach Villas at Ko Olina is a beach front privately owned condo complex that provides a family friendly luxurious experience. Spacious 3 bedroom 3 bath condo. Everything is BRAND NEW. All designed with Hawaiian Island flair. Inside: all new furniture mattresses linens 4 smart tv's appliances dishes pots and pans Outside ocean front lagoon 3 hot tub spas lap pool sandy bottom wading pool family pool fitness center sauna and steam tropical gardens Koi ponds beach bar

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Apartment

4.93 out of 5 average rating, 122 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

Guest favourite

Flat

4.94 out of 5 average rating, 34 reviews

22FL- Renovated Studio Condo in Central Waikiki!~

Immerse yourself in the elegantly renovated space, thoughtfully designed to create a warm and inviting atmosphere for your stay. Situated on the 22nd floor in central Waikiki, this spacious studio offers breathtaking panoramic views of the vibrant city skyline of Waikiki. Whether it's day or night, you can indulge in the mesmerizing beauty of the city lights, and enjoy outdoor dining on your spacious private patio.