Waterfront vacation rentals in Kailua

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Kailua

Total vacation rentals
Explore 30 vacation rentals in Kailua
Nightly prices starting at
Kailua vacation rentals start at $100 per night before taxes and fees
Verified guest reviews
Over 380 verified reviews to help you choose
Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 of Kailua vacation rentals include wi-fi 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!

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

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.

Condo in Waikiki

4.84 out of 5 average rating, 361 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).

BeachViewCleanliness

Guest favorite

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.

Apartment in Waikiki

4.95 out of 5 average rating, 122 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!

ViewBeachFamily

Top guest favorite

An inviting balcony space is visible, featuring a round, cushioned chair beside a small, white table. The ocean stretches out in the background, framed by palm trees and gentle waves lapping against the shore, creating a serene coastal view.

Condo in Waikiki

4.94 out of 5 average rating, 100 reviews

Dreamy Beachfront Home (Car & Parking Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right 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. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

BeachViewCheck-in

Guest favorite

The beachfront property is surrounded by lush greenery and palm trees, displaying multiple levels of residential units. The sandy beach extends to the clear blue waters, with mountain views in the background under a partly cloudy sky.

Condo in Punaluu

4.9 out of 5 average rating, 297 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 that add it on) Don’t be fooled by the other smaller studios with just a niche that barely fits a bed. This is the largest true one bedroom model at Pats. This beautiful beachfront condo is the most preferred unit located at the far end on the ground floor just 30 steps to the powdery white sand beach with the only door facing East. Assigned parking close by. Avoid lengthy elevator waits

BeachViewCheckout

Superhost

Two individuals float in calm, clear ocean water, each using a brightly colored inflatable inner tube. The water appears inviting and tranquil, and the sandy bottom is visible beneath the surface.

Condo in Punaluu

4.77 out of 5 average rating, 275 reviews

Dreamy Beachfront Cottage with Breathtaking Views

Dream away in this romantic, sandy beachfront cottage. Perfect for couples and families! Enjoy life on the beach, in the water, or relax on the patio facing the ocean. This charming little cottage features a remodeled bathroom and galley-style kitchen. No A/C, but trade winds and ceiling fans keep you comfortable. Price temporarily reduced due to construction on the main condo complex. See spectacular sunrises, moonrises, and giant green-sea turtles sleep on this sandy beach at night until dawn.

ViewBeachCheckout

Guest favorite

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.

Condo in Waikiki

4.9 out of 5 average rating, 158 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

BeachViewKitchen

Guest favorite

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.

Apartment in Makaha

4.95 out of 5 average rating, 121 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

BeachViewPool

Guest favorite

A multistory beach cottage is viewed from the shoreline, showcasing its white and turquoise façade. Lush palm trees line the beachfront, complementing the soft sand. The clear turquoise waters reflect the building, creating a serene coastal scene.

Apartment in Punaluu

4.9 out of 5 average rating, 243 reviews

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage (NO AC) at the second floor is steps from a pristine Hawaiian sand beach. It is extremely calming to sit & enjoy the ocean while your loved ones play in this secret sandy beach, protected by the reef. Is a perfect getaway. Enjoy the secret beach and all the island attractions. Price has discount, because main building is under construction, can be very noisy between 8 to 4, M to F. TMK#530080020132 TA-143-890-4320-01

BeachViewHospitality

Guest favorite

Two lounge chairs are positioned on a manicured lawn, offering views of the turquoise ocean and clear blue sky. Lush greenery surrounds the area, and palm trees provide gentle shade, creating a serene outdoor setting.

Apartment in Punaluu

4.8 out of 5 average rating, 123 reviews

Blue Hawaii Sandy Beachfront Cottage

Peaceful, beachfront 2nd floor cottage. Ideal for 1-4 guests. Price Includes taxes, parking, resort, and wifi. Galley kitchen with marble countertops, 2-burner cooktop, and beach house charm. NO A/C, but trade-wind breezes and ceiling fans provide comfort in this tropical paradise. This upstairs unit is 1 part of a 2-story, 4-plex building. Amenities include: BBQ, pool, fitness room, and lawn chairs. Rates reduced due to construction onsite, but no construction in the unit or on the beachside.

BeachViewDecor

Guest favorite

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.

Condo in Punaluu

4.88 out of 5 average rating, 122 reviews

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

Aloha & Welcome to Punaluu on Windward Oahu side! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Incredible view of the ocean & you will love amazing sunrises right out your window! This special studio condo has a great little kitchen & new king bed. There is access to free washer and dryer and FREE parking! Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool & gym! Just steps to the beach and ocean...You will love it!

BeachViewIndoor spaces

Top guest favorite

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.

Condo in Makaha

4.97 out of 5 average rating, 340 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.

ViewBeachAccuracy

Guest favorite

An aerial view captures the serene Duke Kahanamoku Lagoon surrounded by lush palm trees and the expansive ocean. Vibrant blue waters stretch to the horizon, with sandy beaches visible along the shoreline. The nearby resort features a swimming pool and landscaped areas for relaxation.

Condo in Waikiki

4.9 out of 5 average rating, 200 reviews

Beachfront Ocean/Lagoon Views, 20th FL Ilikai

Book with Confidence! The condo is professionally cleaned/sanitized. This beautifully-remodeled condo is on high floor (20th) of the Iconic Ilikai Hotel and Luxury Suites, ocean and beach front building @ Waikiki. The unit has gorgeous ocean views and a spacious balcony overlooking Duke Kahanamoku Lagoon Steps away (3 min walk) to the famous Waikiki beach, lagoon and surfing spots from the hotel ramp. 10m walk to Ala Moana Shopping and many shops and restaurants in Waikiki.

BeachViewAccuracy