Waterfront vacation rentals in Kailua

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Kailua

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Honolulu

4.99 out of 5 average rating, 116 reviews

Ocean views at Ilikai Marina - Parking included

Dive into your dream beach vacation! Enjoy amazing sunsets and Friday night fireworks from your balcony. Completely redesigned luxurious unit comes with a California King Bed, Sofa-Bed, can accommodate up to 4 guests, offers numerous kid friendly amenities, making it the perfect choice for a family. It is located in a Beachfront property and is just minutes away from Ala Moana Shopping Center and Restaurants. Enjoy your gorgeous unobstructed oceanview (the beach is only a few minutes walk).

Oct 16 – 23

G$72,391 GYD per night

Guest favorite

Condo in Waianae

4.97 out of 5 average rating, 220 reviews

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.

Nov 29 – Dec 6

G$73,478 GYD per night

Guest favorite

Condo in Honolulu

4.97 out of 5 average rating, 209 reviews

Waikiki Ocean & Sunset View Condo-free parking

Welcome to the pearl of Waikiki. Situated at the world famous the Ilikai Hotel and Luxury Condos, the 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 short term rental GET-068-001-7920-01 TA-068-001-7920-02

Apr 19 – 26

G$63,203 GYD per night

Guest favorite

Home in Hauula

4.99 out of 5 average rating, 154 reviews

Moeʻuhane Kai Beach Front Home

Amazing beach front property on the East Shore of Oahu. 30-day minimum rental. Hear the waves from every room in the house. Very comfortable home, window units available, but you might rather open the five sets of French Doors & sliding glass door to enjoy the trade winds and ocean sounds. Great fishing right outside the back of the house. Ten minutes from the Polynesian Culture center and great food options. Great Thai food, malasadas, and Dole ice cream. Short drive to North Shore.

Aug 31 – Sep 7

G$214,481 GYD per night

Guest favorite

Apartment in Hauula

4.88 out of 5 average rating, 117 reviews

Aloha Hidden Treasure

This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price for 09/22 to 09/24, has a big discount, because building is under construction, can be very noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. Manager Ms. Ghislaine Beaudoin, Lic. Broker #RB-18000 TMK#530080020054 TA-075-900-3648-01

Jun 11 – 18

G$55,510 GYD per night

Guest favorite

Condo in Honolulu

4.95 out of 5 average rating, 224 reviews

Waikiki Beachfront, Amazing Views, Amazing Pools

* 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. :-)

Dec 15 – 22

G$145,921 GYD per night

Guest favorite

Condo in Honolulu

4.95 out of 5 average rating, 144 reviews

Oceanfront Home (Beautiful Sunset View Every Day)

* Aloha! Welcome to our happy place with amazing sunset every day! * If you are looking for wide open ocean and sunset views directly from your balcony/lanai, 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!

Apr 11 – 18

G$75,142 GYD per night

Guest favorite

Villa in Ko Olina

4.96 out of 5 average rating, 159 reviews

Ko Olina Beach, Ocean View, near Disney Aulani

Next availability June 1st - 7th An upscale villa, in the prime location, with one of the prettiest views at our resort. With its boutique hotel feel, spacious unobstructed ocean views and beachy style, it's the perfect accommodation for a family or two couples. Our beach bar, along with the golf course, marina, shops, restaurants and luau, are all within walking distance of our home. Resort living at it’s finest. Welcome to your home away from home in the Islands.

Nov 20 – 27

G$199,034 GYD per night

Guest favorite

Condo in Honolulu

4.99 out of 5 average rating, 161 reviews

Top Floor Ocean View 1 BR in Waikiki

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 $28 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall

Jul 14 – 21

G$72,967 GYD per night

Guest favorite

Villa in Kapolei

4.9 out of 5 average rating, 164 reviews

Studio Suite Ko Olina and MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $40/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Jan 27 – Feb 3

G$107,131 GYD per night

Guest favorite

Apartment in Makaha

4.97 out of 5 average rating, 133 reviews

OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D

BEACHFRONT. Highly upgraded and completely renovated. Enjoy a unique open floorplan. Direct oceanfront views! Tastefully done with state of the art appliances, teak wood cabinets and the finest touches. The condo is sparkling clean! Our condo does not operate as transient quarters. Per Honolulu County laws, we may only book one rental per 30 day period. Our minimum requirement is 7 nights. We hope to hear from you soon. Aloha!

Mar 1 – 8

G$60,493 GYD per night

Superhost

Guesthouse in Kailua

4.78 out of 5 average rating, 135 reviews

Kailua Beach Cottage - 90/TVU-0287

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.

Apr 26 – May 3

G$113,196 GYD per night