
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.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! This 1 large bedroom has a new king bed, and there is a bed in the living room as well. Right on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped remodeled kitchen, washer/dryer & private lanai looking out at this spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & onsite FREE parking spot!

Aloha Beach Front Cottage
This is the slice of Paradise you are looking for. This unique beach cottage at the second floor is steps away from a pristine Hawaiian soft-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

Ocean View w/ 2 private balconies; Steps to Beach
BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in KapiŹ»olani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees includedāyour family or solo dream vacation starts here!

Oceanfront Paradise (Car & Parking Available)
* Aloha! Welcome to our beachfront home with a unique design! * Enjoy incredible ocean views, a spacious lanai, a full kitchen, and modern amenities. Sip your morning coffee while watching the ocean, sailboats, surfers, or even whales. You can also watch fireworks directly from the lanai every Friday! The condo is right on Waikiki Beach. Just a short walk to the beaches, restaurants, bars, shopping centers, and more. Hawaii is our happy place. I hope it can bring you some happiness too. :-)

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

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.

Ko Olina Beach Oceanfront Views near Disney Aulani
Feb 1st next available. An upscale villa, in the prime location, with one of the prettiest views at our resort. With its boutique hotel feel, spacious unobstructed ocean views and beachy style, it's the perfect accommodation for a family or couple. Our beach bar, along with the golf course, marina, shops, restaurants and luau, are all within walking distance of our home. High end Wolf/Sub Zero, Sonos, LG OLED, Miele. Note: We are homeowners, no affiliation with Vacasa or other agencies.

Beautiful Oceanfront Paradise Condo
This beautiful one bedroom unit at the Ilikai is a small oasis with magnificent views from over the balcony to the hand crafted ceilings that are lined with LED lights. You will have the atmosphere of living in a beach shack but with the comfort of a full seized kitchen, bathroom, queen sized bed, single bed, and one sleeper sofa. PLEASE NOTE THAT SOME LIGHT SWITCHES HAVE A DIMMER BAR NEXT TO IT, PLEASE RAISE THE DIMMER ALL THE WAY UP BEFORE CONFIRMING THAT LIGHTS ARE NOT WORKING

Naiāa Suite at La Bellaās-Walk to Beach-Licensed
La Bellaās 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. Naiāa (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.

Beach Beauty and Comfort in remote Oahu Paradise
This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Spectacular Views - Spacious 2BR Waikiki Penthouse
Enjoy this once in a lifetime ocean view in the heart of Waikiki. This spacious 2 bedroom, 2 bathroom penthouse provides all the necessities for the perfect Hawaiian holiday. Located across the street from the world-famous Waikiki Beach, you have easy walking access to restaurants, shops and entertainment. This picturesque penthouse offers new appliances, comfortable beds, in-house laundry, A/C, a lanai with a spectacular view and more. Your dream vacation awaits!
Popular amenities for beachfront rentals in Kailua
Pet-friendly beachfront home rentals

DHBH 1003 Coming Nov. 2025 Book Now 2B the First

Newly renovated 1 bedroom Waikiki Banyan unit

Waikiki ilikai Tower with Parking Option

Surfers delight! 2 blocks to beach, kitchen&pool!

Waikiki/Free parking/Pool/fitness/Ocean &Park view

Modern Magic is steps to Waikiki Beach Water

WG 309 Waikiki Grand Queen Suite

Waikiki 2 beds condo with the lanai and the pool
Beachfront home rentals with a pool

Breathtaking Studio | Ocean Views + Free Parking

City & Palm View Oceanfront Bliss w/ Free Parking

Luxury Oceanfront Waikiki Beach Tower w Ocean View

Hale Healani B-705 Stunning Views of the ocean

Beachfront condo in Waikiki

Elegant Luxury Ocean View & Fireworks @ Ilikai Resort + Park

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

30 Steps to the beach! Sleeps 4 TA154-814-0544-01
Private beachfront home rentals

*Remodeled Oceanfront in Waikiki - Ilikai Marina

The Lanikai Loft of Waikiki

Waikiki Shore - Beachfront

Ocean Viewā¢1 BR Corner Unitā¢Steps to Waikiki Beach

Stunning Ocean & Fireworks Lagoon View From Condo

10FL-Upscale Chic 1BR-City & Ocean Views/Parking~

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach

[New] Niihau Lux
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 ā¬Ā 102 per night before taxes and fees

Verified guest reviews
Over 1,090 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

4.9 Average rating
Kailua stays are highly rated by guests ā averaging 4.9 out of 5!
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