
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 ﺩ.ﺇ 367 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.

*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!

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

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 the patio facing the ocean. This charming little cottage features a remodeled bathroom and galley-style kitchen. No A/C, but trade winds and ceiling fans keep you comfortable. Price temporarily reduced due to construction on the main condo complex. See spectacular sunrises, moonrises, and giant green-sea turtles sleep on this sandy beach at night until dawn.

Ko Olina Beach Villa | Beach View | Resort Pool!
Ko Olina Beach Resort unit B302. Located in the Beach Tower, this unit has a view overlooking the Lagoon. Unlike many units in the complex, B302 sits in the tower closest to the water, offering a view of the ocean, and breathtaking Hawaiian sunsets. Enjoy the scenic walking path along the beach lagoons, or take a short stroll to the Disney Aulani Resort. Active first responder or a veteran of the U.S. Military, ask about our promotion when you book our home. A token of our deepest gratitude.

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.

Sea Cliff House - Oceanfront - 30 Day Stays
Imagine seeing the crystal-clear waters of Laie Bay from nearly everywhere in the house. Eating breakfast out on the lanai so close to the water you feel like you're standing on the ocean. The gentle waves lulling you into a peaceful sleep while the ocean breezes envelope you. This is the Sea Cliff House. This home can only be rented for periods of 30 days or longer. No breakdown in pricing or calendar settings in Airbnb shall suggest that this home can be rented for a shorter period.

Floor-to-Ceiling Oceanfront Home (Car Available)
* Aloha! Welcome to the happiest place in the world. * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. This beachfront home is 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 so happy. I hope our place can bring you some happiness too. :-)

Spectacular Views - Spacious 2BR Waikiki Penthouse
Enjoy this once in a lifetime ocean view in the heart of Waikiki. This spacious 2 bedroom, 2 bathroom penthouse provides all the necessities for the perfect Hawaiian holiday. Located across the street from the world-famous Waikiki Beach, you have easy walking access to restaurants, shops and entertainment. This picturesque penthouse offers new appliances, comfortable beds, in-house laundry, A/C, a lanai with a spectacular view and more. Your dream vacation awaits!

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

"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.

Studio Suite @ Ko Olina Marriott Vacation Club : D
If you don't see the dates you are looking for, please message me. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Stay at a 4 Star hotel at a fraction of the cost than booking direct. I also include FREE parking ($45/day value). The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

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

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

Cozy Waikiki Studio | Walkable | Onsite Amenities
Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!

Relaxing Waterfront Home

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

Hale Mahina Beach House

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

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

Hanau Hideaway, 2026 Remodel, Pool, AC, Turtle Bay

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

Waikiki Beachfront Home with Ocean and Beach View

Modern Penthouse | Friday Fireworks

Ilikai Condo - FREE Parking, City View

1blk to Waikiki Beach! Newly Renovated King Condo

🏝 North Shore Island Bungalow, Steps to Beach
Destinations to explore
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Waikīkī Beach Vacation rentals
- Kaanapali Vacation rentals
- Kihei Vacation rentals
- North Kona Vacation rentals
- Princeville Vacation rentals
- Hilo Vacation rentals
- Rentals with a patio Kailua
- Rentals with a kayak Kailua
- Rentals with beach access Kailua
- House rentals Kailua
- Pet-friendly rentals Kailua
- Fitness-friendly rentals Kailua
- Family-friendly rentals Kailua
- Beachfront rentals Kailua
- Villa rentals Kailua
- Rentals with a washer and dryer Kailua
- Rentals with an EV charger Kailua
- Rentals with a hot tub Kailua
- Condo rentals Kailua
- Rentals with pools Kailua
- Private suite rentals Kailua
- Apartment rentals Kailua
- Guesthouse rentals Kailua
- Beach condo rentals Kailua
- Rentals with outdoor seating Kailua
- Waterfront rentals Honolulu County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Kailua Beach Park
- Bishop Museum
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Polynesian Cultural Center
- Wet 'n' Wild Hawaii
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Dole Plantation
- Sharks Cove
- Hawaii Convention Center
- Iolani Palace
- Waimea Bay Beach
- Waikiki Aquarium
- Things to do Kailua
- Things to do Honolulu County
- Sightseeing Honolulu County
- Wellness Honolulu County
- Sports activities Honolulu County
- Nature and outdoors Honolulu County
- Entertainment Honolulu County
- Food and drink Honolulu County
- Art and culture Honolulu County
- Things to do Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States







