Holiday rentals in Kailua

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kailua

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

Superhost

Guest house in Kailua

Koolau Loft

Koolau Loft is our guesthouse with beautiful mountain views located in the heart of Kailua. The home has its own private entrance and is located up one flight of stairs. There is one covered parking spot reserved for our guests and more parking located on the street. The home is about a 15 minute walk to Kalama's beach park and a 5 minute walk to the center of Kailua Town, where there is a WholeFoods, Target, and multiple bars and restaurants. Note: there is no laundry on site for our guests.

Superhost

Guest suite in Kailua

Kailua Cottage

Charming attached cottage 2.5 blocks from famous Kailua beach. Totally private with own entrance, kitchen, bathroom, bedroom and living area. TV, WiFi and DVD player available to make your stay comfortable. Reserved parking for one car and access to your own private washer and dryer. Super comfy and cleaned using recommended COVID-19 guidelines. Beach towels, umbrella, and cooler for trips to the beach and an outdoor shower to rinse off when you return. Feel free to message with inquiries.

Individual Host

Superhost

Guest house in Kailua

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal 90/BB-0002 short term rental. *not impacted by Bill 41 (2022) **NEWLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Private residence at the end of a quiet cul-de-sac with friendly neighbors. Rated #1 on Trip Advisor the past 10 years. Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Cynthia Rubinstein Real Estate, Inc. (License #RB-16858)

Individual Host