Waterfront holiday rentals in Kailua

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Top-rated waterfront rentals in Kailua

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

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Guest favourite
A sweeping view of a lagoon bordered by golden sand, with gentle waves lapping at the shore. Lush palm trees line the beach, while a clear blue sky meets the horizon, enhancing the serene coastal landscape.
Apartment in Waikiki
4.84 out of 5 average rating, 335 reviews

Amazing Ocean & Beach Views - Only Steps to Beach!

There are few units closer to the ocean than this one!! Enjoy nearly ocean front at the best rate in Waikiki! Swimming pools, Lagoon, Beach & Ocean all at your doorstep. Watch the Friday Night Fireworks at 7:45pm every Friday from the comfort and privacy of your own condo! Close to Ala Moana Center - only 5 min walk! You’ll love this condo because of the Great Views, the kitchen, the comfy King bed and all of the amenities that the building offers (pool, restaurants, convenience stores, etc).

Guest favourite
A warm living space features a comfortable sectional sofa adorned with decorative pillows, facing a flat-screen TV. Natural light fills the room through large windows, with views of the city skyline. A doorway leads to a separate bedroom, enhancing its spacious layout.
Apartment in Waikiki
4.9 out of 5 average rating, 142 reviews

Waikiki Amazing Views 1/1 Beachfront Tropical Home

CONDO-Our 1 Bed/1 Bath 600 Sqft renovated Beachfront Condo. Beach is steps away, city views at our beachfront location. Pocket doors separating bedroom/living room Enjoy the tropical vibes & chic design, Fully Stocked chef kitchen, air conditioning, oversized private outdoor balcony, located steps away from historical & world-famous Waikiki Beach! Our building offers a surfing shop in the lobby and a fantastic area for surfing lessons. There are TWO amazing pools for your use.100% Legal Rental

Guest favourite
A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.
Guest house in Kailua
4.8 out of 5 average rating, 197 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Top guest favourite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Apartment in Waianae
4.97 out of 5 average rating, 319 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.

Top guest favourite
A serene lanai features two turquoise lounge chairs beside a small round table. A view of the marina and ocean is visible in the background, showcasing boats and a clear blue sky. A decorative pineapple sits atop the table, accompanied by two cups.
Apartment in Waikiki
4.96 out of 5 average rating, 304 reviews

Waikiki Ocean & Sunset View Condo-free parking

Welcome to the pearl of Waikiki. Situated at the world famous the Ilikai Hotel. This charming and spacious studio condo has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores, banks and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana mall (biggest outdoor mall in the U.S.A), and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

Guest favourite
A spacious bedroom is furnished with a king-size bed and modern decor, featuring artwork above the bed. The living area offers a comfortable seating arrangement with large windows showcasing outdoor views. The serene beachfront scene includes high-rise buildings in the background, while the pool area is surrounded by lounge chairs and palm trees.
Apartment in Waikiki
4.86 out of 5 average rating, 169 reviews

Steps to Waikiki Beach, Swimming Pool Free Parking

FREE PARKING ON SITE!, NO RESORT FEES! Experience resort amenities in this privately owned, modern, one-bedroom suite, steps from Waikiki Beach in the iconic, oceanfront Ilikai Hotel. Enjoy city views from your large lanai. A cold AC, a king bed and a queen sleeper sofa, the condo comfortably sleeps 4. The building has a direct access to the beach. Onsite swimming pools, restaurants, life music, hula, and fireworks on the Ilikai's courtyard overlooking the beach and the marina.

Top guest favourite
A spacious balcony is equipped with a comfortable outdoor seating arrangement, including a sofa and wooden coffee table. Direct views of the marina and the Pacific Ocean are visible, framed by clear skies with scattered clouds.
Apartment in Waikiki
4.97 out of 5 average rating, 211 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!

Top guest favourite
The open-concept living area is highlighted by a modern kitchen with sleek white cabinetry and a stainless-steel appliances, including a refrigerator and dishwasher. A spacious living room features a dark sectional couch and a dining table, with large windows offering ocean views.
Apartment in Waikiki
5 out of 5 average rating, 221 reviews

Ocean/Fireworks View Waikiki Walk to beach! 1BR

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
A guest is seen enjoying the view from a spacious lanai, which overlooks a marina filled with boats. Clear blue skies and vibrant clouds create a picturesque backdrop against the ocean. A small dining set is visible on the balcony, enhancing the space for relaxation.
Flat in Waikiki
4.94 out of 5 average rating, 102 reviews

Ocean views at the Ilikai - Free Parking!

Dive into your dream beach vacation! Enjoy amazing sunsets and gorgeous unobstructed oceanview from your balcony and floor to celling windows. Completely redesigned Luxurious Unit with a gourmet kitchen. It is located in a Beachfront property on Waikiki beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Enjoy your vacation in a happy place :-)

Guest favourite
A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.
Apartment in Waianae
4.81 out of 5 average rating, 121 reviews

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

Gorgeous, Fully Furnished, Beachfront, legal one-bedroom condo with over 740 square feet in Maili 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. Owner a licensed real estate agent. State #1990/NUC-2309. TMK870280170031.

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guest house in Kailua
4.79 out of 5 average rating, 169 reviews

Kailua Beach Cottage - 1990/NUC-1797

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
The oceanfront condo is displayed from a water-level perspective, showcasing its multi-story structure. Lush palm trees surround the property, and gentle waves lap at the soft sand beach. The building features a light-colored exterior with multiple balconies overlooking the ocean.
Flat in Hauula
4.89 out of 5 average rating, 175 reviews

Aloha Hidden Treasure

This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01

Popular amenities for waterfront rentals in Kailua

Quick stats about waterfront rentals in Kailua

  • Total holiday rentals

    Explore 30 holiday rentals in Kailua

  • Nightly prices starting at

    Kailua holiday rentals start at £74 per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Kailua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kailua rentals

  • 4.9 Average rating

    Kailua stays are highly rated by guests – averaging 4.9 out of 5!

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