
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 $170 NZD per night before taxes and fees

Verified guest reviews
Over 420 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!

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!!!

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. :-)

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

Dreamy Beachfront Cottage with Breathtaking Views
Dream away in this romantic, sandy beachfront cottage. Perfect for couples and families! Enjoy life on the beach, in the water, or relax on a large, covered patio facing the ocean. This charming cottage features a remodeled galley-style kitchen, and bathroom. No A/C, but trade winds and ceiling fans keep you comfortable. Price includes all taxes, resort fees, and parking fees. See spectacular sunrises, moonrises, and giant, green-sea turtles that sleep on this sandy beach at night until dawn.

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.

"Coconut Cottage by the Sea" Steps to the beach!
Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym, security & FREE parking!

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

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 :-)

Ko Olina Oceanfront | Disney | Next Avail 05/16
May 16th and June 22nd, are our next available dates in our upscale, homeowner-managed 2-bedroom 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.

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 accommodation

1 BR Apt In Waikiki with Canal & Mountain View

Stunning Waikiki Views • Prime Location + Parking

Ocean Front Luxurious Villa

Waikiki Oceanfront Condo 2 Minutes to the Beach

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

Oceanview-Luxurious Condo, free parking.

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

Make your next vacation, Paradise! Free Parking!
Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!

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

Hale Mahina Beach House

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

@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Waterfront condo accommodation

🏝 Ilikai Condo Waikiki Beach Ocean Views

Enjoy Ocean Sunsets - Newly Remodeled Ilikai Condo

City & Palm View Oceanfront Bliss w/ Free Parking

Secluded White Sandy beach just 30 steps away

Ocean & Fireworks View Waikiki Ilikai Resort Condo

Panoramic OceanView/STEPS FROM BEACH/FreeParking

Makaha Luxe

Just 1.5 Blocks to the beach Pool+hot tub
Destinations to explore
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- Waterfront rentals Honolulu County
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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
- Bishop Museum
- Kailua Beach Park
- Hanauma Bay Nature Preserve
- Waimea Valley
- Wet 'n' Wild Hawaii
- Polynesian Cultural Center
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Hawaii Convention Center
- Pyramid Rock Beach
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Things to do Kailua
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