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$12,542 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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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!

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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, 113 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.

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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.

LocationValueIndoor spaces

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.

ValueFamilyParks

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

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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

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Superhost
Two lounge chairs are positioned on a manicured lawn, offering views of the turquoise ocean and clear blue sky. Lush greenery surrounds the area, and palm trees provide gentle shade, creating a serene outdoor setting.
Apartment in Punaluu
4.79 out of 5 average rating, 125 reviews

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.

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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 Punaluu
4.89 out of 5 average rating, 245 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

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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!

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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-Chic 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.

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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

ValueFamilyBathroom

Guest favorite
A modern bedroom features a spacious plush bed with a textured white duvet, accentuated by soft, ambient lighting. A large wall-mounted TV is visible. A sleek white sofa and a round side table complement the contemporary furnishings, set against a light-toned wood floor.
Apartment in Waikiki
4.94 out of 5 average rating, 102 reviews

Top FL-Luxury Ocean View King Suite-Waikiki Beach~

Elevate your stay experience with this unparalleled luxury coastal oasis - the Ocean View King Suite, perched on the top floor of the Pacific Monarch condos, mere steps from the heart of Waikiki Beach. Every detail of this meticulously renovated, ultra-chic condo has been carefully curated to offer a one-of-a-kind experience, perfect for romantic getaways and special celebrations.

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Popular amenities for Kailua apartment rentals

When is the best time to visit Kailua?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,327 GYDG$31,356 GYDG$35,954 GYDG$31,983 GYDG$35,118 GYDG$37,627 GYDG$31,356 GYDG$31,983 GYDG$31,356 GYDG$27,384 GYDG$31,356 GYDG$32,610 GYD
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