
Waterfront holiday rentals in Kailua
Find and book unique waterfront accommodation on Airbnb
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 $170 NZD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Kailua holiday 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 accommodation in Kailua
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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).
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*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!
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Oceanfront Skyline Views From Bed!/Free Parking
Breathtaking ocean, sunset and city skyline views from the 37th floor! Enjoy walking distance to Waikiki Beach with the best location in Waikiki! With the fraction of the price of Waikiki hotels. Newly renovated condo with granite countertops and custom cabinetry. Spectacularly comfortable beds with high quality linen along with all new kitchen, bathroom and living room essentials. Parking/pool/hot tub/BBQ/cabe/STARZ movie package with high speed WI-FI and much more all included with your stay!
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ZEN Oceanfront Suite
Aloha, welcome to ZEN BEACH! This stylish ultimate luxury getaway was inspired by culture around the world. You know you have arrived in paradise with the breathtaking ocean views and the boho chic vibe. This large 1 bedroom is right on the water and meticulously put together. Unwind on the beach with the ultimate beach setup or get dolled up for a night on the town in the custom-designed vanity area. Fall asleep to the sound of waves and wake up to the turquoise ocean vista. Paradise awaits!!!
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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
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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. :-)
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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
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Ko Olina Beach! TOP RATED 3Bed/3Bath, Next 08/27
Next 08/27 Welcome to our luxurious home at the Beach Villas at Ko Olina, nestled along Lagoon 2, the quietest beachfront lagoon in Ko Olina. With a beachy feel and Four Seasons and Ritz-Carlton vibe, it’s the perfect home base for couples, multigenerational families or friends traveling together. This largest 3 BR/3BA floor plan features two master suites and a bunk room, each with a private bath. With beds for up to eight, it’s the perfect retreat for guests seeking extra space and luxury.
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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
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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
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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.
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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.
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Popular amenities for Kailua waterfront rentals
Waterfront apartment accommodation

Ocean views at the Ilikai - Free Parking!
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Beachfront Condo at Makaha
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Ocean Sounds by Turtle Bay
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Renovated Modern Design Waikiki Condo Nice Views
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1886 Ilikai Marina 1BR - Top-Floor- Free Fireworks
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Modern Marina Retreat - Fully Licensed
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Ocean views at Ilikai Marina. Parking included!
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1Bd1Bath | FREE Parking | 1 block to Kuhio Beach
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Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!
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Surfing Studio on the Beach

O’ahu South Shore Ocean Front Surf Spot

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas
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Hale Mahina Beach House
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@ Marbella Lane - Stunning Gem w/ MT & Ocean Views
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@ Marbella Lane - Paradise Point close to beaches
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@ML Ocean view, Golf, Gazebo and BBQ, we have all!
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Waterfront condo accommodation

🏝 Ilikai Condo Waikiki Beach Ocean Views
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City & Palm View Oceanfront Bliss w/ Free Parking
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Beautiful OceanView&Sunset @IlikaiResort w/Parking
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RusticLuxe — Go Fully Custom at Turtle Bay
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Beachfront Ocean/Lagoon Views, 20th FL Ilikai
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Kala Oceanfront View + Parking + Washer Dryer
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Waikiki Beach Studio: Walk 2 Surf + Assigned Prkng
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*Serendipity on the Moana! - Legal & Beachfront!*
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- Waikiki Beach
- Lanikai Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Kailua Beach Park
- Polynesian Cultural Center
- Bishop Museum
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Wet 'n' Wild Hawaii
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Turtle Bay Golf
- Waimea Bay Beach
- Iolani Palace
- Things to do Kailua
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