
Waterfront holiday rentals in Kailua
Find and book unique waterfront rentals 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 £75 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 & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Kailua holiday 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!
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

Sunset Hale
Experience Oʻahu’s North Shore at Mokuleia Beach Colonies. A peaceful escape from the hustle of Waikiki. Our oceanfront 2-bedroom, 1-bath beach cottage offers panoramic ocean views, island charm, and space to unwind. Enjoy a remodeled kitchen, walk-in shower, outdoor shower, ocean breezes, and ceiling fans in each room. Relax in the gated community with a heated pool, tennis, and pickleball courts. Watch sunsets from the cottage and embrace island living. LEGAL Vacation Rental NUC No.90/TVU-0631

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

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. :-)

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.

Island Jewel, North Shore Bliss
An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities you’ve come to expect plus more, including a tennis court, pickleball court, basketball hoop, and an outdoor pool. Our cottage also offers an outdoor shower, and is just steps away from the ocean. Maximum occupancy — 4 individuals

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 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

Ko Olina Oceanfront | Disney | Next Avail 08/26
Aug 26th and Sept 28th, are our next available dates in our upscale, homeowner-managed 2-bedroom, 2-bathroom 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.

"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.
Popular amenities for waterfront rentals in Kailua
Waterfront apartment rentals

Ocean views at the Ilikai - Free Parking!

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

Modern Marina Retreat - Fully Licensed

Ocean views at Ilikai Marina. Parking included!

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach
Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!

Beautiful Lagoon Tower by Hilton- 2bd villa

O’ahu South Shore Ocean Front Surf Spot

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

Hale Mahina Beach House

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Waterfront apartment rentals

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Amazing Ocean & Beach Views - Only Steps to Beach!

Beautiful OceanView&Sunset @IlikaiResort w/Parking

RusticLuxe — Go Fully Custom at Turtle Bay

Beachfront Ocean/Lagoon Views, 20th FL Ilikai

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

Waikiki Beachfront Home with Ocean and Beach View

ZEN Oceanfront Suite
Destinations to explore
- Luxury rentals Kailua
- Guest house rentals Kailua
- House rentals Kailua
- Villa rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Rentals with pools Kailua
- Beach apartment rentals Kailua
- Rentals with a kayak Kailua
- Pet-friendly rentals Kailua
- Rentals with a hot tub Kailua
- Beachfront rentals Kailua
- Private suite rentals Kailua
- Rentals with a patio Kailua
- Family-friendly rentals Kailua
- Rentals with an EV charger Kailua
- Flat rentals Kailua
- Rentals with outdoor seating Kailua
- Rentals with beach access Kailua
- Fitness-friendly rentals Kailua
- Apartment rentals 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
- 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
- Turtle Bay Golf
- Waimea Bay Beach
- Things to do Kailua
- Things to do Honolulu County
- Food and drink Honolulu County
- Sports activities Honolulu County
- Wellness Honolulu County
- Entertainment Honolulu County
- Sightseeing Honolulu County
- Art and culture Honolulu County
- Nature and outdoors Honolulu County
- Things to do Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States







