
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 G$20,908 GYD per night before taxes and fees

Verified guest reviews
Over 420 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.

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).

*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!

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! Read on for info about the renovations going on at the property. 1 bedroom w/ king bed & bed in the living room too! 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 & private lanai looking out at a spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & FREE parking!

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

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).

Renovated Waikiki Oceanfront Large Penthouse
Enjoy this once in a lifetime ocean view in the heart of Waikiki. This 2 bedroom, 2 bathroom penthouse provides all the necessities for the perfect Hawaiian holiday including FREE PARKING! Located across the street from the world-famous Waikiki Beach, you have easy walking access to restaurants, shops & entertainment. This just-renovated penthouse has comfortable beds, in-house laundry, A/C, a lanai with a spectacular view, access to the hotel pool & gym, and more. Your dream vacation awaits!

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.

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

Ocean/Fireworks View WaikikiTop Floor 1BR
Renovated 1 bedroom/1 bathroom top floor apt in Waikiki. Beautiful 180 unobstructed panoramic ocean views from the Juliet balcony. See the Friday night fireworks and the sunset from the top! Queen size bed in bedroom. Bathroom has double sink, glass walk-in shower. Fully stocked kitchen. 24/7 security on site. Central A/C, Cable, WiFi included. Garage parking available for $35 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

*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.

Kailua Beach Cottage - 1990/NUC-1797
WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.
Popular amenities for Kailua waterfront rentals
Waterfront apartment rentals

1 BR Apt In Waikiki with Canal & Mountain View

Stunning Waikiki Views • Prime Location + Parking

Waikiki Oceanfront Condo 2 Minutes to the Beach

30 Steps to the beach! Sleeps 4 TA154-814-0544-01

1886 Ilikai Marina 1BR - Top-Floor- Free Fireworks

Make your next vacation, Paradise! Free Parking!

Modern Marina Retreat - Fully Licensed

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach
Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas

Hale Mahina Beach House

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

Sunsetyards/ Sunset pt. 30 day minimum

Luxury Home in North Shore

Beautiful Ocean view 2 bedroom rental (30 + days)

@ Marbella Lane - Mesmerizing Ocean + MT Views
Waterfront condo rentals

🏝 Ilikai Condo Waikiki Beach Ocean Views

Enjoy Ocean Sunsets - Newly Remodeled Ilikai Condo

City & Palm View Oceanfront Bliss w/ Free Parking

The Sunset Villa at Ko Olina, BeachTower, sleeps 5

Panoramic OceanView/STEPS FROM BEACH/FreeParking

Just 1.5 Blocks to the beach Pool+hot tub

Fantastic Ocean view Suite at Beach Villas - B806

Oceanfront Upscale Luxury Oasis - Newly Renovated
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- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Kepuhi Beach
- Kailua Beach Park
- Bishop Museum
- Hanauma Bay Nature Preserve
- Waimea Valley
- Wet 'n' Wild Hawaii
- Ko Olina Golf Club
- Polynesian Cultural Center
- Kalama Beach Park
- Sharks Cove
- Pyramid Rock Beach
- Hawaii Convention Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Things to do Kailua
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