
Waterfront vacation rentals in Kailua
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Kailua
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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

Amazing Beachfront Condo!
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!

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. :-)

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.

Waikiki Amazing Views 1/1 Beachfront Tropical Home
CONDO-Our 1 Bed/1 Bath 600 Sqft renovated Beachfront Condo provides all the comforts of home. Beach is steps away, city views at our beachfront location. Enjoy the tropical vibes & chic design, Fully Stocked chef kitchen, air conditioning, oversized private outdoor balcony, located just steps away from historical & world-famous Waikiki Beach! Our building offers a surfing shop in the lobby and a fantastic area for surfing lessons. There are TWO amazing pools for your use. 100% Legal Rental

Kailua - Ocean/Mtn Views - 60' Pool - 2 Decks
Kailua Absolutely Oceanfront Deluxe Vacation Rental One of the few Legal short-term rentals (Less than 30 days) The closest house to the Ocean in Kailua Located in an upscale Kailua neighborhood The quiet uncongested North side of Kailua Only 8 minutes to the center of Kailua Town 60ft salt-sanitized waterfall lap pool 16-foot vaulted skylight ceilings with a loft Two outside covered decks, one overlooking the pool and the mountains. The other has a partial ocean view between the houses

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 has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores, banks and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana mall (biggest outdoor mall in the U.S.A), and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

*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.

Waikiki Beachfront Home with Ocean and Beach View
* Aloha! Welcome to our happy place in the heart of Waikiki! * If you are looking for stunning ocean views directly from your bed, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!

The Palms at Punalu'u - North Shore
Welcome to The Palms at Punalu'u This newly renovated beachfront studio condo is ideal for a restful, relaxed, laid-back vacation. Located in the "country area" of Oahu, on the windward side of the Island, this area has a more rural, easygoing atmosphere than the hustle and bustle of Honolulu and Waikiki. You get to see the authentic charm of old Hawaii. It's a ground-floor unit, so there is no waiting for the elevator

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

*Remodeled Oceanfront in Waikiki - Ilikai Marina

1 BR Apt In Waikiki with Canal & Mountain View

Waikiki Oceanfront Condo 2 Minutes to the Beach

The Kona House of Waikiki

BOND BEACH Luxury Condo

Rainbow M Ocean View-NO.1-Open Free parking!

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

Modern Marina Retreat - Fully Licensed
Waterfront house rentals

Waimea Bay Studio With Sauna - NS Oahu

Beautiful Lagoon Tower by Hilton- 2bd villa

Hale Mahina Beach House

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Marriott's Ko'olina Beach Club- 3bd Villa Aloha

Luxury Home in North Shore

North Shore Beach House! Best Location

Haleaha Road - Steps to the Beach in Hau'ula
Waterfront condo rentals

🏝 Ilikai Condo Waikiki Beach Ocean Views

Enjoy Ocean Sunsets - Newly Remodeled Ilikai Condo

Ko Olina Beach Villas ★Ocean View★Free Parking★

Deluxe Panorama View home in Waikiki

RusticLuxe — Go Fully Custom at Turtle Bay

Ocean/Fireworks View Waikiki Walk to the beach

Beachfront Ocean/Lagoon Views, 20th FL Ilikai

Waikiki Condo - FREE Parking, King Bed!
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 $251 CAD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Kailua vacation 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—averaging 4.9 out of 5!
Destinations to explore
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- Kailua Beach
- Waimea Bay Beach
- Kualoa Ranch
- Kepuhi Beach
- Lanikai Beach
- Mālaekahana Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mākoa Beach
- Kalama Beach
- Kapiolani Park Beach
- Hanauma Bay
- White Plains Beach
- Bishop Museum
- Sans Souci Beach
- Kahala Hilton Beach
- Diamond Head Beach Park
- Wet 'n' Wild Hawaii
- Ke Iki Beach
- Pyramid Rock Beach
- Kalani Beach
- Nimitz Beach
- Makao Beach
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