
Beachfront vacation rentals in Kailua
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Kailua

Total vacation rentals
Explore 10 vacation rentals in Kailua

Nightly prices starting at
Kailua vacation rentals start at $236 CAD per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Wifi availability
10 of Kailua vacation 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!
Top-rated beachfront rentals in Kailua
Guests agree: these beachfront homes 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. :-)

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!

*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!

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

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

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.

1280 Ilikai Marina • 1BD – Ocean & Fireworks View
Unwind indoors with cool A/C, cook simple meals in the full kitchen, and enjoy Friday nights watching Hilton’s fireworks right from the unit, a special bonus for your island getaway. ✨ What Guests Love Ocean, marina, and city views Friday Night Fireworks – Enjoy Waikīkī’s spectacular Friday night fireworks right from the comfort of your unit King bed with blackout curtains Queen sleeper sofa for additional guests Fast Wi-Fi (approx. 400 Mbps) + Smart TV Fully equipped kitchen

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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

Stunning & Elegant Waikiki Studio *NEAR BEACH! *
Beautifully updated studio apartment located just a 5-minute walk from the world-famous Waikiki Beach. This inviting space features modern décor, stylish finishes, and a comfortable layout designed for a relaxing island stay. Step outside and you’ll find yourself surrounded by Waikiki’s best shopping, dining, and entertainment. Perfect for couples or small families, this studio offers the ideal balance of comfort, convenience, and prime location for your Hawaiian getaway.

Nai‘a Suite at La Bella’s-Walk to Beach-Lic. B&B
La Bella’s B&B is a luxury island retreat on O‘ahu’s beautiful windward side, blending farmhouse charm with beach elegance. Two private suites are available, each with a private entrance, bathroom, kitchenette, AC, luxury bedding Wi‑Fi, and parking. The spacious Nai‘a Suite features a king bed and relaxing atmosphere perfect for couples or small families. Enjoy beautiful gardens, beach gear, nearby shops and eateries, and a short walk to the beach with warm onsite hosts.

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 (500 sqf + 120 sqf lanai) has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana Mall and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

Ko Olina Oceanfront | Disney | Next Avail 09/28
Sept 28th and Oct 20th, are our next available dates in our upscale, homeowner-managed 2-bedroom, 2-bathroom villa at Beach Villas at Ko Olina, steps from Disney’s Aulani (not affiliated). Enjoy boutique hotel luxury with unobstructed ocean views from our two ocean facing lanais, relaxed beachy style, and easy walks to the beach bar, restaurants, shops, golf, marina, and luau. High-end Wolf/Sub-Zero, Sonos, LG OLED, and new Miele appliances elevate your stay.
Popular amenities for Kailua beachfront rentals
Pet-friendly beachfront home rentals

Newly Renovated Waikiki 1 Bedroom in Nice Location

Waikiki Sakura

Waikiki ilikai Tower with Free Parking

Waikīkī Grand Hotel® | Queen studio for 2+Kitchen

Vintage surf haven with full kitchen & pool. Sleeps 6–8!

707A Upgraded condo in Paradise, Waikiki Beach.

Standard 1 King Bed at Reef Waikiki Beach Resort

2 Spacious Units, Steps From Waikiki Beach!
Beachfront home rentals with a pool

Studio Suite Ko Olina at MARRIOTT Beach Club

Ocean & Marina View + FREE Parking | Ilikai Marina

Secluded White Sandy beach just 30 steps away

Ko Olina Beach Villa Front Oceanview 2 bd/2 ba

City & Palm View Oceanfront Bliss w/ Free Parking

Oceanfront Home (Beautiful Sunset View Every Day)

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

New Reno! Direct Oceanfront @ Waikiki Beach Tower
Private beachfront home rentals

Dreamy Beachfront Cottage with Breathtaking Views

Licensed Lanikai Tree House - Since 1985!

Elegant Luxury OceanView&Fireworks@IlikaiResort+Park

Newly Renovated Turtle Bay Villa | Beach + Pool

Country studio

Pualani at Turtle Bay

Beach Front Waikiki Oasis (parking included)

Seabreeze:Oceanfront, AC, Outdoor Shower, 30 Day
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- Honolulu Zoo
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- Hawaii Convention Center
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- Dole Plantation
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