Waterfront holiday rentals in Kailua

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Kailua

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite

Condo in Waianae

4.8 out of 5 average rating, 101 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

Superhost

Condo in Kahuku

4.91 out of 5 average rating, 142 reviews

Oceanfront - 2 min to beach - pool+hot tub - AC

Relax with the whole family at this peaceful place to stay. This villa has the perfect location for your getaway. Found on the beautiful Turtle Bay Resort on the North Shore of Oahu, you will be 50 yards from the ocean with it's swimming beach and snorkeling friendly reef. This second level villa gives you direct access to the heated pool, jacuzzi, and BBQs. 24 hour fitness center access. It has everything you need to create memorable family moments! Contact us for booking questions! (No fees!)

Guest favourite

Rental unit in Waikiki

4.88 out of 5 average rating, 208 reviews

Modern Marina Retreat - Fully Licensed

Fully equipped Ilikai Marina Studio. The pineapple is known as the symbol of welcoming and warmth. This oceanfront studio conveys just that. You will find all the comforts of home in this 17th floor MOUNTAIN VIEW STUDIO. (454 square feet) This is perfect for a quick visit or a long stay. *Our prices are well below market rate. We are obligated to pay state tax on your visit. Hotels in the area charge upwards of 275.00 per night PLUS resort fees. Please do not ask for a reduced rate*.

Guest favourite

Condo in Waianae

4.97 out of 5 average rating, 252 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.

Guest favourite

Villa in Ewa

4.97 out of 5 average rating, 177 reviews

Ko Olina Beach Oceanfront Views near Disney Aulani

Dec 13th to 21st now available, due to a change in plans. Next is Feb 1st. Note: Hawaii hotel workers strike does not affect our property. An upscale villa, in the prime location, with one of the prettiest views at our resort. With its boutique hotel feel, spacious unobstructed ocean views and beachy style, it's the perfect accommodation for a family or two couples. Our beach bar, along with the golf course, marina, shops, restaurants and luau, are all within walking distance of our home.

Guest favourite

Home in Hauula

4.99 out of 5 average rating, 169 reviews

Moeʻuhane Kai Beach Front Home

Amazing beach front property on the East Shore of Oahu. 30-day minimum rental. Hear the waves from every room in the house. Very comfortable home, window units available, but you might rather open the five sets of French Doors & sliding glass door to enjoy the trade winds and ocean sounds. Great fishing right outside the back of the house. Ten minutes from the Polynesian Culture center and great food options. Great Thai food, malasadas, and Dole ice cream. Short drive to North Shore.

Guest favourite

Condo in Ewa

4.96 out of 5 average rating, 101 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

Guest favourite

Condo in Waikiki

4.96 out of 5 average rating, 178 reviews

Oceanfront Home (Beautiful Sunset View Every Day)

* Aloha! Welcome to our happy place with amazing sunset every day! * If you are looking for wide open ocean and sunset views directly from your balcony/lanai, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!

Guest favourite

Condo in Waikiki

4.95 out of 5 average rating, 143 reviews

Spectacular Views - Spacious 2BR Waikiki Penthouse

Enjoy this once in a lifetime ocean view in the heart of Waikiki. This spacious 2 bedroom, 2 bathroom penthouse provides all the necessities for the perfect Hawaiian holiday. Located across the street from the world-famous Waikiki Beach, you have easy walking access to restaurants, shops and entertainment. This picturesque penthouse offers new appliances, comfortable beds, in-house laundry, A/C, a lanai with a spectacular view and more. Your dream vacation awaits!

Guest favourite

Condo in Waikiki

4.99 out of 5 average rating, 181 reviews

Top Floor Ocean View 1 BR in Waikiki

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 $33 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

Guest favourite

Villa in Ewa

4.9 out of 5 average rating, 183 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $45/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Superhost

Rental unit in Waianae

4.89 out of 5 average rating, 247 reviews

Makaha Makai - Oceanfront

Breathtaking beachfront apartment located on the Westside of Oahu. This hidden gem is truly a diamond in the rough. Tucked away on Lahilahi Beach (or Turtle Beach), Makaha Makai is the perfect place for the ultimate relaxation vacation. Get away from the "tourist" Hawai'i and come experience the "untouched" local side that visitors rarely get to experience. Listen to the waves crashing right outside your door as you watch the sun set into the ocean.