Waterfront vacation rentals in Kailua

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Kailua

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Hauula

4.9 out of 5 average rating, 233 reviews

Secluded White Sandy beach just 30 steps away

Enjoy the 17% discount (as I pay the taxes out of the proceeds of your payment unlike most other listings). Rate reduced from $399 during construction . Do not be fooled by the other smaller studios with just a niche that fits a bed. This beautiful huge 1 bedroom beachfront condo is located ground floor just 30 steps to the powdery white sand beach. Assigned parking close by. Avoid lengthy elevator waits. Ground floor corner unit the most accessible to the beach. Please check the reviews.

Guest favorite

Condo in Kahuku

4.9 out of 5 average rating, 126 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 favorite

Rental unit in Waikiki

4.88 out of 5 average rating, 201 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 favorite

Condo in Waianae

4.97 out of 5 average rating, 234 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.

Superhost

Condo in Waikiki

4.79 out of 5 average rating, 101 reviews

Waikiki Living

King Size 4 Post Bed, Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki! Enjoy views of Ala Wai canal, Ko'olau mountains and the park on Aloha Drive from spacious lanais, including your own private one. Equipped with A/C, smart TV, microwave and a full kitchen to help make your stay in Waikiki magical! Gaming Chair with adjustable height desk, diffuser. Limited Parking sometimes available at the building for an additional $20/night. Inquire with me for availability!

Guest favorite

Condo in Waikiki

4.95 out of 5 average rating, 238 reviews

Waikiki Beachfront, Amazing Views, Amazing Pools

* Aloha! Welcome to the happiest place in the world. * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. This beachfront home is within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Every time I come to Hawaii, I am so happy. I hope our place can bring you some happiness too. :-)

Guest favorite

Condo in Waikiki

4.99 out of 5 average rating, 168 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 $28 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

Guest favorite

Villa in Ewa

4.91 out of 5 average rating, 172 reviews

Studio Suite Ko Olina and 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, 231 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.

Guest favorite

Rental unit in Makaha

4.97 out of 5 average rating, 136 reviews

OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D

BEACHFRONT. Highly upgraded and completely renovated. Enjoy a unique open floorplan. Direct oceanfront views! Tastefully done with state of the art appliances, teak wood cabinets and the finest touches. The condo is sparkling clean! Our condo does not operate as transient quarters. Per Honolulu County laws, we may only book one rental per 30 day period. Our minimum requirement is 7 nights. We hope to hear from you soon. Aloha!

Superhost

Guesthouse in Kailua

4.78 out of 5 average rating, 140 reviews

Kailua Beach Cottage - 90/TVU-0287

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Superhost

Condo in Waikiki

4.82 out of 5 average rating, 157 reviews

LEGAL VACATION RENTAL!! CLEAN WAIKIKI GRAND STUDIO

Waikiki Grand Hotel only a half block from the beach & boogie boarding at the Wall. Perfect for one or two people. It's cozy and comfortable. Full sized fridge and two burner built in cooktop. NO SMOKING in the building or on the lanai. Pool for guests. Roof top deck with fabulous views. Paid parking available. Managed by Tiare Dutcher (RS-22030), Principal Broker of DW Realty (RB-22573.