
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 $173 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.

*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!

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!

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!!!

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

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

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

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.

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.

"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 with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI.

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 Waikiki Top 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

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 :-)
Popular amenities for Kailua waterfront rentals
Waterfront apartment accommodation

Ocean Front Luxurious Villa

Beachfront Condo at Makaha

Ocean Sounds by Turtle Bay

Renovated Modern Design Waikiki Condo Nice Views

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

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

Ocean views at Ilikai Marina. Parking included!

Modern Marina Retreat - Fully Licensed
Waterfront house rentals

North Shore Surf House

Waimea Bay Studio With Sauna - Walk to beach!

Surfing Studio on the Beach

O’ahu South Shore Ocean Front Surf Spot

Hale Mahina Beach House

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

@ Marbella Lane - Paradise Point close to beaches

@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Waterfront condo accommodation

🏝 Ilikai Condo Waikiki Beach Ocean Views

Amazing Ocean & Beach Views - Only Steps to Beach!

Waikiki Beachfront Home with Ocean and Beach View

Beachfront Ocean/Lagoon Views, 20th FL Ilikai

Dreamy Beachfront Cottage with Breathtaking Views

LEGAL VACATION RENTAL!! CLEAN WAIKIKI GRAND STUDIO

Makaha Luxe

Just 1.5 Blocks to the beach Pool+hot tub
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- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Bishop Museum
- Wet 'n' Wild Hawaii
- Hanauma Bay Nature Preserve
- Kepuhi Beach
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Things to do Kailua
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