Apartment holiday rentals in Kailua

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

Ocean View Studio with private balcony

This bright and breezy studio offers the perfect island escape, with ocean and park views to enjoy from your private lanai. Located 3 min. walk to the beach and restaurants. Anything you need is within walking distance and Diamond Head view is just wow! The studio is fully equipped with kitchen and beach gear. *NOVEMBER, DECEMBER & JANUARY SPECIAL - FREE PARKING* Parking upon request - needs to be booked ahead, $35 per day. * Please note that street noise is common in this vibrant neighborhood.

Cozy Studio, Close to the Beach, Wi-fi

Enjoy the ultimate home base with easy access to a paradise of swimming, surfing, and snorkeling. Experience a vibrant tropical climate filled with activities for all ages. You're just a short walk from lively Hawaiian bars, clubs, and entertainment, or enjoy a peaceful evening stroll along Waikiki Beach, listening to the soothing waves. Please note that a transient accommodation tax (TAT) of 10.25%, a general excise tax (GET) of 4%, and a cleaning fee will be applied at the time of booking.

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

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.

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

Soak in breathtaking mountain views from this high-floor (34th) 1BR- at the Waikiki Banyan! Boasting the building’s largest floor plan, this meticulously renovated space blends modern style with comfort, making it the perfect retreat for families and groups. Enjoy the rare convenience of 1 free parking space in Waikiki, making it easy to explore the island’s top attractions. With the beach just a short 5–10 min walk away, you’ll have the perfect home base for an unforgettable Hawaiian escape!

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.

Judys Beachside Corner- 450 steps to the Beach

Hawaiian tropical townhouse,less than 5 minute walk to the beach 450 steps...TV IN each bedroom and also living room.TAXES OF 17.75% MUST BE COLLECTED ON THE ROOM RENTAL WITH EACH BOOKING. 30 day minimum bookings by Law. This site for min. 30 days only . HOST WILL PAY FIRST $150 for electric guests PAY THE BALANCE. they will be billed after the bill arrives, usualy sent to their emai. EFFECTIVE 1-1-26 ALL TAXES GO TO 18.5%..AND WILL BE COLLECTED BY THE HOST...

32FL-Upscale Luxury Penthouse Ocean View Studio~

Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.

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

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! 🌴✨

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)