
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 ﺩ.ﺇ 367 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.

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. :-)

*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!

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).

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!

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

"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!

Ocean views at Ilikai Marina. Parking included!
Dive into your dream beach vacation! Enjoy amazing sunsets and Friday night fireworks from your balcony. Completely redesigned luxurious unit comes with a California King Bed, Sofa-Bed, can accommodate up to 4 guests, offers numerous kid friendly amenities, making it the perfect choice for a family. It is located in a Beachfront property and is just minutes away from Ala Moana Shopping Center and Restaurants. Enjoy your gorgeous unobstructed Oceanview (the beach is only a few minutes walk).

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.

Sea Cliff House - Oceanfront - 30 Day Stays
Imagine seeing the crystal-clear waters of Laie Bay from nearly everywhere in the house. Eating breakfast out on the lanai so close to the water you feel like you're standing on the ocean. The gentle waves lulling you into a peaceful sleep while the ocean breezes envelope you. This is the Sea Cliff House. This home can only be rented for periods of 30 days or longer. No breakdown in pricing or calendar settings in Airbnb shall suggest that this home can be rented for a shorter period.

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 :-)

Studio Suite Ko Olina at 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.

*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.
Popular amenities for Kailua waterfront rentals
Waterfront apartment rentals

Aloha Beach Front Cottage

Blue Hawaii Sandy Beachfront Cottage

Cozy Waikiki Studio | Walkable | Onsite Amenities

Renovated Modern Design Waikiki Condo Nice Views

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach

Modern Marina Retreat - Fully Licensed

Cozy Hauula Studio Getaway!

Waikiki Beach & Diamond Head View | 18F Luxe 1B
Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

Beautiful Lagoon Tower by Hilton- 2bd villa

Beautiful Ocean view 2 bedroom rental (30 + days)

Hale Mahina Beach House

* Blue Wave

Surfing Studio on the Beach

North Shore Ocean View Home
Waterfront condo rentals

Ocean/Fireworks View Waikiki Top Floor 1BR

Waikiki Ocean & Sunset View Condo-free parking

Secluded White Sandy beach just 30 steps away

August Promo! 1.5 Blocks to the beach Pool+hot tub

Makaha Luxe

The Sunset Villa at Ko Olina, BeachTower, sleeps 5

Dreamy Beachfront Cottage with Breathtaking Views

🏝 Ilikai Condo Waikiki Beach Ocean Views
Destinations to explore
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- Waikiki Beach
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- Honolulu Zoo
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- Bishop Museum
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- Ko Olina Golf Club
- Hanauma Bay Nature Preserve
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- Hawaii Convention Center
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- Dole Plantation
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- Turtle Bay Golf
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