
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 €86 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.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & 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!

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).

Dreamy 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. :-)

Waikiki Amazing Views 1/1 Beachfront Tropical Home
CONDO-Our 1 Bed/1 Bath 600 Sqft renovated Beachfront Condo. Beach is steps away, city views at our beachfront location. Pocket doors separating bedroom/living room Enjoy the tropical vibes & chic design, Fully Stocked chef kitchen, air conditioning, oversized private outdoor balcony, located 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

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

Aloha Beach Front Cottage
This is the slice of Paradise you are looking for. This unique beach cottage (NO AC) at the second floor is steps from a pristine Hawaiian 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

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.

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.

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
Popular amenities for waterfront rentals in Kailua
Waterfront apartment rentals

Ocean & Marina View + FREE Parking | Ilikai Marina

Renovated Modern Design Waikiki Condo Nice Views

Renovated Waikiki Oceanfront Large Penthouse

Modern Marina Retreat - Fully Licensed

Ocean & Marina Sunset Views + Free Parking| Ilikai

Cozy Waikiki Studio | Walkable | Onsite Amenities

1Bd1Bath | FREE Parking | 1 block to Kuhio Beach

Wild Wonderful Studio
Waterfront house rentals

Waimea Bay Studio With Sauna - Walk to beach!

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

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

Beautiful Ocean view 2 bedroom rental (30 + days)

Hale Mahina Beach House

North Shore Ocean View Home

* Blue Wave

Surfing Studio on the Beach
Waterfront apartment rentals

August Promo! 1.5 Blocks to the beach Pool+hot tub

🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

1blk to Waikiki Beach! Newly Renovated King Condo

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

City & Palm View Oceanfront Bliss w/ Free Parking

Oceanfront Skyline Views From Bed!/Free Parking

🏝 Ilikai Condo Waikiki Beach Ocean Views

Dreamy Beachfront Cottage with Breathtaking Views
Destinations to explore
- House rentals Kailua
- Villa rentals Kailua
- Rentals with pools Kailua
- Guest house rentals 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
- Family-friendly rentals Kailua
- Flat rentals Kailua
- Rentals with beach access Kailua
- Apartment rentals Kailua
- Waterfront rentals Honolulu County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- Waikiki Beach
- Lanikai Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kepuhi Beach
- Ko Olina Golf Club
- Kalama Beach Park
- Bishop Museum
- Hanauma Bay Nature Preserve
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Things to do Kailua
- Things to do Honolulu County
- Water sports Honolulu County
- Food tours Honolulu County
- Cultural tours Honolulu County
- Workouts Honolulu County
- Landmarks Honolulu County
- Outdoors Honolulu County
- Wildlife Honolulu County
- Art workshops Honolulu County
- Things to do Hawaii
- Food tours Hawaii
- Outdoors Hawaii
- Water sports Hawaii
- Wildlife Hawaii
- Workouts Hawaii
- Cultural tours Hawaii
- Wellness Hawaii
- Landmarks Hawaii
- Art workshops Hawaii
- Tastings Hawaii
- Things to do United States
- Shopping and fashion United States
- Cultural tours United States
- Dining United States
- Museums United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States







