
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 $169 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.

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!

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

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

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.

Dreamy Beachfront Cottage with Breathtaking Views
Dream away in this romantic, sandy beachfront cottage. (Not affected by recent rain in Hawaii.) Perfect for couples and families! Enjoy life on the beach, or relaxing on a large patio facing the ocean. This charming cottage features a remodeled galley-style kitchen, and bath. No A/C, but trade winds and ceiling fans keep you comfortable. Price includes all taxes, resort and parking fees. See spectacular sunrises, moonrises, and giant, green-sea turtles sleep on the beach at night until dawn.

"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 :-)

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.

Aloha Hidden Treasure
This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01
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.

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

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

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

🏝 Ilikai Condo Waikiki Beach Ocean Views

Marriott 2bd Ko'Olina Beach Club-Aloha

Ko Olina Beach Villa - Lagoon View - Free Parking

Drift on the Sea in Waikiki, Surfy, Stylish & NEW!

Ilikai Condo - FREE Parking, City View

Panoramic OceanView/STEPS FROM BEACH/FreeParking

Makaha Luxe
Destinations to explore
- Condo rentals Kailua
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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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- Things to do United States
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