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Beachfront holiday rentals in Kailua

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Kailua

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.
Flat in Waikiki
4.96 out of 5 average rating, 105 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

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, 198 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

Guest favourite
A bright living area features large sliding glass doors offering unobstructed views of the ocean. Comfortable seating is arranged around a coffee table, with a TV mounted nearby. Tropical decor and tile flooring create a relaxing atmosphere, inviting guests to enjoy the coastal scenery.
Flat in Waianae
4.95 out of 5 average rating, 114 reviews

9K Hawaiian Princess - Alii Hale Aina

Beautiful remodeled Hawaiian Princess unit on one of the best beaches on Oahu. The view is nothing less than spectacular. The condo has been remodeled with the best of everything. You will not find a better place on the island if you are looking for a beach vacation away from the crowds of Waikiki. This unit has an NUC and is permitted rental Feel free to message me (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available

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, 321 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 panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.
Apartment in Waikiki
4.96 out of 5 average rating, 262 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

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, 309 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 tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
4.96 out of 5 average rating, 109 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Guest favourite
A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.
Apartment in Waikiki
4.9 out of 5 average rating, 210 reviews

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! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Guest favourite
A dining table is placed in front of large windows, offering a view of the ocean and a palm tree swaying gently. The clear blue sky contrasts with the water's gentle waves, creating a serene atmosphere.
Apartment in Hauula
4.88 out of 5 average rating, 105 reviews

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

Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym, security & FREE parking!

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, 123 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.

Top guest favourite
An elegantly designed bathroom features a spacious walk-in shower with a clear glass door. A unique sink is set on a rustic wooden countertop. Clean lines and neutral tones create a calming atmosphere, complemented by thoughtful lighting highlighting the shower area.
Flat in Waikiki
4.99 out of 5 average rating, 103 reviews

[New] Niihau Lux

I put a lot of heart & soul into designing this place, I hope you like it :-) - 3 min walk to Waikiki beach - Central location - minutes to food/booze/stores - 1G Internet speeds + Top of the line mesh router - Powerful Split-unit AC - Live edge wood accents + Hawaiian shaped surfboards - Top-of the line modern appliances - 65inch 4K TV I welcome ALL with open arms. All religions, nationalities, genders. You won't regret booking here! -Take

Guest favourite
A sweeping view of Turtle Beach is captured, showcasing soft golden sands meeting gentle waves. The ocean displays shades of blue under a cloudy sky, while a verdant mountain is visible in the background, adding a tranquil aspect to the coastal scenery.
Apartment in Waianae
4.92 out of 5 average rating, 260 reviews

Let's make a dream

The Makaha Dream is a gated beachfront condo (Hawaiian Princess) on the fabulous Turtle beach, directly next to Mount Lahilahi. Listen to the melodic sound of waves hitting the shore, watch seals and turtles from your own balcony. Relax and enjoy the west side, away from the hustle and bustle of the city. Experience Hawaiian sunsets lighting up the evening skies, it doesn’t get any better than this!

Popular amenities for beachfront rentals in Kailua

Quick stats about beachfront rentals in Kailua

  • Total holiday rentals

    Explore 20 holiday rentals in Kailua

  • Nightly prices starting at

    Kailua holiday rentals start at $154 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Kailua holiday rentals include wifi access

  • 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!

Destinations to explore

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