Apartment vacation rentals in Kailua

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Top-rated apartment rentals in Kailua

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Guest favorite
A panoramic view showcases the iconic Diamond Head, surrounded by lush greenery and white clouds against a blue sky. Several buildings and parking areas can be seen below, indicating the vibrancy of the Waikiki area.
Apartment in Waikiki
4.83 out of 5 average rating, 358 reviews

RARE HAWAIIAN DIAMOND

This rare space with fabulous views of Waikiki and world famous Diamond Head (unobstructed by other buildings), is located in a safe & newly renovated building very, very, very close to the beach! Many friendly & helpful owners live here. Located in the BEST part of Waikiki Beach. Many returning guests that have become friends. With its perfectly placed lanai (balcony) the view hypnotizes you as you watch the sunset, the ocean & the smiles. A truly colorful experience! You will return! Aloha

Guest favorite
A multistory beach cottage is viewed from the shoreline, showcasing its white and turquoise façade. Lush palm trees line the beachfront, complementing the soft sand. The clear turquoise waters reflect the building, creating a serene coastal scene.
Apartment in Hauula
4.89 out of 5 average rating, 218 reviews

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

Guest favorite
A bright living area features large sliding glass doors offering unobstructed views of the ocean. Comfortable seating is arranged around a coffee table, with a TV mounted nearby. Tropical decor and tile flooring create a relaxing atmosphere, inviting guests to enjoy the coastal scenery.
Apartment in Waianae
4.94 out of 5 average rating, 107 reviews

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

Guest favorite
A spacious living area showcases a king-sized bed with soft linens adjacent to a twin sofa sleeper. A work desk with a chair is visible, and the decor features a leaf-patterned accent wall. Large windows provide ample natural light and views of the city skyline.
Apartment in Waikiki
4.94 out of 5 average rating, 102 reviews

42FL-Beautiful High-FL Studio w/Ocean & City Views

A stunning island retreat that is sure to take your breath away! This newly renovated king studio is located on the 42nd floor in the heart of central Waikiki. Boasting partial ocean views and an unparalleled vista of the entire Waikiki skyline. This is truly a one-of-a-kind experience that is perfect for couples celebrating a special occasion or small groups looking to make unforgettable memories. With all the necessary amenities, you will feel right at home in this beautiful island paradise.

Guest favorite
A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.
Apartment in Kahuku
4.89 out of 5 average rating, 247 reviews

Turtle Bay Corner Condo With A Fairway View!

Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th w/cool breezes, new washer & dryer, and A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax there and enjoy a true authentic Hawaiian experience!

Top guest favorite
The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.
Apartment in Waikiki
4.97 out of 5 average rating, 126 reviews

Amazing Central Waikiki Wonder

Welcome and Aloha- Recently renovated Gorgeous Mountain View A few minutes of a quick stroll Waikiki Beach,Shops and Restaurants. Find yourself situated on the 14floor, Whether you're traveling with family or a group of friends, you'll appreciate the spaciousness of the balcony, which includes a dining area, perfect for soaking in the stunning views. The building is situated in central Waikiki, with so much to see and do in the area, you'll be able to enjoy all that Waikiki has to offer.

Guest favorite
A spacious balcony offers sweeping views of the ocean and marina. Outdoor seating for four is provided at a table, with the vibrant blue water contrasting against the shoreline. Large windows frame the view, enhancing the natural light in the area.
Apartment in Waikiki
4.76 out of 5 average rating, 355 reviews

Ilikai Ocean Front Condo w/ balcony & ocean view

Experience the best of Waikiki from this beautifully high-floor suite at Ilikai Hotel. Enjoy sweeping views of the ocean and marina right from your lanai. Located in oceanfront spot, steps from the beach, the Hilton Hawaiian Village Lagoon, shopping, dining, and all the excitement Waikiki has to offer. Perfect for couples, families or small groups, the suite comfortably sleeps up to 3 guests with a king-size bed and a full-size sofa bed (or a rollaway bed available for your convenience).

Guest favorite
A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.
Apartment in Mākaha
4.84 out of 5 average rating, 213 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Guest favorite
Apartment in Hauula
4.8 out of 5 average rating, 136 reviews

The Country Cottage🌴 AC, Smart TV - 30 Day Stays

Escape the typical busy touristy areas to experience the real Hawaii in a local country neighborhood🌺 ☕️ Enjoy your morning coffee on the patio 🌊 You’ll be a block from the ocean and the famous tipping palm tree photo-op. Seals are often seen hanging out here. ☀️ Walking distance from the gorgeous Hauula Loop Trail 🌴Minutes from other local fav beaches, surf spots, food trucks and grocery stores as well as the must visit Polynesian Cultural Center and BYUH

Guest favorite
A sandy beach curves around a clear blue lagoon, with gentle waves lapping at the shore. Palm trees provide patches of shade, while sunbathers relax on the golden sand. In the background, a modern building complements the tropical landscape, framed by lush greenery and distant mountains.
Apartment in Kahuku
4.85 out of 5 average rating, 120 reviews

Turtle Bay Bungalow- Parking, AC & Walk to Beach

🌺 North Shore Retreat | Turtle Bay Condo 🌺 Escape to Turtle Bay and wake up to birdsongs in a lush, tropical paradise. This spacious condo features a full kitchen, 2 baths, a cozy living room, a large bedroom, and a covered lanai—perfect for relaxing. Enjoy tennis courts, a pool, and nearby adventures like hiking, horseback riding, and world-famous Banzai Pipeline. Experience the best of O‘ahu’s North Shore in this peaceful retreat! 🌴✨

Top guest favorite
A modern studio interior features a cozy seating area with a gray sofa and a dining table surrounded by white chairs. A vibrant orange surfboard adorns the wall, while large glass doors open to a balcony. Lush greenery adds a touch of nature to the space.
Apartment in Waikiki
4.99 out of 5 average rating, 187 reviews

Nine Thousand Waves

This modern studio was personally renovated and designed to be my home while in Hawaii - prioritizing quality, function, and comfort. - Unbeatable location! Steps to Waikiki, Ala Moana Beach, and Ala Moana Mall - Newly renovated and designed - High speed internet + WIFI (for those living that remote life!) - Parking available ($32/night - this is cheap for Waikiki) - Laundry room right next to the unit (accessible via app)

Guest favorite
An unobstructed view of the ocean stretches across the horizon, showcasing the vibrant blue water and the marina filled with boats. Lush greenery and outdoor seating areas are visible in the foreground, contributing to a serene coastal atmosphere.
Apartment in Waikiki
4.89 out of 5 average rating, 168 reviews

Deluxe Waikiki Ocean View Suite

My place is close to Waikiki beach, shops and restaurants. If you're tired of the beach, it's a 10 minute walk to the Ala Moana Shopping Mall (the largest shopping mall in Hawaii). If you're on business, its a 15 minute walk to the convention center. You’ll love my place because of the unobstructed ocean views overlooking the Waikiki Marina. Hawaii Tax Numbers: TA-094-185-9840-01, GE-094-185-9840-01.

Popular amenities for Kailua apartment rentals

When is the best time to visit Kailua?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,541 ZARR2,439 ZARR2,337 ZARR2,625 ZARR2,541 ZARR2,541 ZARR2,541 ZARR2,591 ZARR2,541 ZARR2,541 ZARR2,507 ZARR2,541 ZAR
Avg. temp22°C22°C23°C24°C24°C26°C26°C27°C26°C26°C24°C23°C

Quick stats about apartment rentals in Kailua

  • Total vacation rentals

    Explore 30 vacation rentals in Kailua

  • Nightly prices starting at

    Kailua vacation rentals start at R1,016 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 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

  • 4.8 Average rating

    Kailua stays are highly rated by guests—averaging 4.8 out of 5!

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