
Waterfront vacation rentals in Kailua
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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!

ZEN Oceanfront Suite
Aloha, welcome to ZEN BEACH! This stylish ultimate luxury getaway was inspired by culture around the world. You know you have arrived in paradise with the breathtaking ocean views and the boho chic vibe. This large 1 bedroom is right on the water and meticulously put together. Unwind on the beach with the ultimate beach setup or get dolled up for a night on the town in the custom-designed vanity area. Fall asleep to the sound of waves and wake up to the turquoise ocean vista. Paradise awaits!!!

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

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.

Ko Olina Beach Villa | Beach View | Free Parking
Experience the Ko Olina Beach Resort in Unit B302. Located in the coveted Beach Tower, our 2BR/2BA villa is perched directly overlooking Honu Lagoon (Lagoon 2). Unlike many units in the complex, B302 sits in the "forward" tower closest to the water, offering an immersive ocean experience, and end each day with breathtaking Hawaiian sunsets. Even better, you’re only a short walk away from the world-famous Disney Aulani Resort, where you can enjoy an unforgettable Disney Luau experience!

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 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 :-)

"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.

Ko Olina Oceanfront | Disney | Next Avail 07/11
May 16th and July 11th, are our next available dates in our upscale, homeowner-managed 2-bedroom 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.
Popular amenities for Kailua waterfront rentals
Waterfront apartment rentals

1 BR Apt In Waikiki with Canal & Mountain View

Cozy Hauula Studio Getaway!

Ocean Front Luxurious Villa

Beachfront Condo at Makaha

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
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

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

Luxury Home in North Shore

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

Beautiful Ocean view 2 bedroom rental (30 + days)
Waterfront condo rentals

🏝 Ilikai Condo Waikiki Beach Ocean Views

Enjoy Ocean Sunsets - Newly Remodeled Ilikai Condo

Penthouse | Fireworks | Full Kitchen

Ilikai Condo - FREE Parking, City View

Makaha Luxe

Panoramic OceanView/STEPS FROM BEACH/FreeParking

Just 1.5 Blocks to the beach Pool+hot tub

New Listing OceanView & Fireworks Waikiki Resort
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 G$20,909 GYD 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!
Destinations to explore
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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
- Kailua Beach Park
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Waimea Valley
- Wet 'n' Wild Hawaii
- Polynesian Cultural Center
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Dole Plantation
- Hawaii Convention Center
- Waimea Bay Beach
- Turtle Bay Golf
- Waikiki Aquarium
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