Apartment vacation rentals in Kailua

Find and book unique apartments on Airbnb

Quick stats about apartment rentals in Kailua

  • Total vacation rentals

    Explore 20 vacation rentals in Kailua

  • Nightly prices starting at

    Kailua vacation rentals start at G$12,535 GYD per night before taxes and fees

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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!

Top-rated apartment rentals in Kailua

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

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Top guest favorite
A modern studio space features a queen-sized bed with a soft aqua throw. Light wood accents and a wooden feature wall complement the decor. An open kitchen area is equipped with appliances, including a blue stove, while a small dining table with two stools is visible nearby.
Apartment in Waikiki
4.98 out of 5 average rating, 112 reviews

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

Guest favorite
A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.
Apartment in Waikiki
4.95 out of 5 average rating, 123 reviews

*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!

Superhost
The bedroom features a spacious bed with soft linens and decorative pillows. A wooden bench sits at the foot of the bed. Natural light fills the room from the large glass doors, which open to a green outdoor area with plants, along with a small table and chairs.
Apartment in Kawela Bay
4.89 out of 5 average rating, 117 reviews

Turtle Bay Condo Retreat

Kick back and relax in this calm, quiet, and stylish condo. Location central to world famous beaches of North Shore of O’ahu. You can swim, snorkel, surf, golf, and enjoy amazing food trucks nearby. Condo is few footsteps from pool area equipped with bbq, outdoor shower, and lounging. 10 minute walking distance to Turtle Bay Resort where you can enjoy beaches, restaurants, and take in beautiful sunsets. This is a legal short-term rental. Ask me about my other properties for larger parties.

Top guest favorite
A balcony view features a small round table set for breakfast, with fresh fruit and pastries arranged on plates. The ocean can be seen in the distance, along with tall buildings of the Honolulu skyline. Natural light brightens the space.
Apartment in Waikiki
4.95 out of 5 average rating, 119 reviews

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Whether you are planning a perfect romantic getaway or a much deserved quality family time vacay for FOUR, this high floor apartment w/ocean views checks all the boxes. The 1 bedroom with the KING BED is ideal for the parents, while the kids share the QUEEN SLEEPER SOFA in the living room. The kitchen is fully stocked w/everything you will need to prepare meals, drinks and snacks. It's a 4 minute walk to the beach. There is 1 FREE PARKING spot and there's NO RESORT FEES. Close to shops & food.

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 Makaha
4.95 out of 5 average rating, 122 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

Top guest favorite
Apartment in Kawela Bay
4.98 out of 5 average rating, 330 reviews

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

Ritz Carlton without the price, this vacation condo is just that! Enjoy resort convenience w/o the resort price! Quiet and tucked against the golf course, we have a beautiful pool & tennis court on site. Just a few minutes walk to Turtle Bay Ritz , which has great beaches to snorkel and swim, restaurants,bars, 2 golf courses, the Arnold Palmer &George Fazio, biking/walking trials. Sunset beach, Waimea Bay, Haleiwa, Banzai Pipeline, Polynesian Culture Center, world famous food trucks all near

Superhost
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 Punaluu
4.9 out of 5 average rating, 244 reviews

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

Top 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 Kawela Bay
4.88 out of 5 average rating, 271 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 with cool breezes, washer & dryer, and Split 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 and enjoy a true authentic Hawaiian experience!

Guest favorite
A spacious living area features a king size bed with fresh linens, complemented by two boucle fabric chairs and a round coffee table. Natural light filters through a nearby window, highlighting the modern wood accent wall and a decorative wall clock.
Apartment in Waikiki
4.95 out of 5 average rating, 134 reviews

39FL-Modern in Waikiki-Upgraded King Studio

With high-end finishes and a newly renovated interior, this studio in Waikiki is picture-perfect. Located on the 39th floor, it boasts partial ocean views and views of the Waikiki skyline. The building is surrounded by amazing dining and shopping options. The world-famous Waikiki beach is only a few minutes' walk away. Whether you're traveling as a couple or a small family, this unique experience is perfect for you. You'll feel right at home with all the essential amenities provided.

Superhost
A spacious studio features a king size bed with a plush mattress, flanked by bedside lamps. A large window allows natural light to fill the room, complemented by soft neutral tones. A 75-inch smart TV is mounted on the wall, and a wooden table with water bottles and amenities is in the foreground.
Apartment in Waikiki
4.89 out of 5 average rating, 118 reviews

Walk to the beach!-Cozy Renovated Waikiki Studio~

Upscale studio located 1 block away from Waikiki Beach! Situated in one of the most prime locations of Waikiki, you'll be steps away from the International Market Place, Royal Hawaiian Center & many cultural activities including surf lessons and rentals! This unit is newly renovated with tasteful designs, fully stocked with everyday essentials and beach supplies. In addition the sofa is a full size sofa sleeper, perfect for couples, small traveling groups, and families.

Guest favorite
A serene bedroom features a spacious bed layered with decorative pillows and a light throw blanket. Natural light fills the room, enhanced by floor-to-ceiling windows offering mountain views. A large mirror reflects the tasteful décor, while a comfortable chair and a small table are positioned on the private balcony.
Apartment in Waikiki
4.96 out of 5 average rating, 116 reviews

Cozy & Modern Coastal-King Bed 1BR w/Parking

Welcome to our charming beach coastal retreat at Aston Waikiki Sunset! Immerse yourself in the soothing ambiance of ocean vibes with the tasteful décor inspired by the coastal beauty and breathtaking scenic views from your private balcony. Take a short stroll to the pristine beach, indulge in water sports, or relax by the pool. Our cozy unit offers all the modern amenities for a comfortable stay. Book now and experience the perfect beach getaway!

Superhost
The oceanfront condo is displayed from a water-level perspective, showcasing its multi-story structure. Lush palm trees surround the property, and gentle waves lap at the soft sand beach. The building features a light-colored exterior with multiple balconies overlooking the ocean.
Apartment in Punaluu
4.85 out of 5 average rating, 200 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 has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01

Popular amenities for Kailua apartment rentals

When is the best time to visit Kailua?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,306 GYDG$31,337 GYDG$35,933 GYDG$31,963 GYDG$35,097 GYDG$37,604 GYDG$31,337 GYDG$31,963 GYDG$31,337 GYDG$27,367 GYDG$31,337 GYDG$32,590 GYD
Avg. temp22°C22°C23°C24°C24°C26°C26°C27°C26°C26°C24°C23°C

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