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Vacation rentals in Kailua

Vacation 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.

  • MUST LOVE DOGS, the Ocean Room.
    SUPERHOSTPrivate room · 2 guests · 2 beds · 1 shared bath
    MUST LOVE DOGS, the Ocean Room.

    Quiet, clean and relaxing space in my home in the Olomana subdivision at the base of Mt. Olomana in lovely and coveted Kailua. Spectacular views of Mt. Olomana. To stay here though, you must be a dog lover because you'll be greeted by Daizee (golden retriever), Murphy (chocolate lab) and Lulu (bordoodle (border collie/poodle)), my welcoming party. This room has a comfy twin bed with a memory foam mattress and also a comfortable roll-a-way bed which also has a memory foam mattress.

    What guests are saying:

    “Perhaps the best place I’ve ever stayed. On the surface, Susan’s house is sparkling clean and well kept. Many amenities were provided (including towels, shampoo, coffee) for us. Susan even has a binder with activity recommendations. On a deeper level, Susan is perhaps the most wonderful woman I’ve ever met. Staying with her and her beautiful dogs was one of the highlights of my trip. I recommend her place to anyone wanting more than just a place to stay and Susan made her home feel like my home.”

  • Kailua Private Separate Studio/ 30 days minimum
    SUPERHOSTEntire guest suite · 2 guests · 0 beds · 1 bath
    Kailua Private Separate Studio/ 30 days minimum

    The studio is perfect for one or two persons. It is very conveniently located within walking distance to Kailua town and white sandy beach (around half a mile or 10 minutes walk). Fully furnished clean private studio with queen size bed, drop leaf table with folding chairs, fully stocked kitchenette and bathroom, free basic cable TV and WiFi, private covered carport, AC and fan with double panel windows for quiet relaxation. Private outdoor dinning and sitting area by the garden with gas grill.

    What guests are saying:

    “There are not enough good thing to say about Wen’s place! Her hospitality was outstanding, she was in constant communication and even let us in on when farmer markets would be set up in the Kailua area. Her place was perfect for my husband and I! She provided beach towels, beach gear, and reusable shopping bags/thermal lunch box (we ended up buying our own for souvenirs). My only “complaint” would be at first the Airbnb was a little tricky to find(due to our flight landing late and arriving at the Airbnb in the evening) but Wen made sure to provide directions (a few weeks ahead of time from our reservation date) from the airport to her place (provided alternative route due to a highway closure) and with pictures of the road/cross road. My husband and I definitely feel we got what we paid for, and we enjoy supporting local instead of hotel stays if we can. We would definitely return to this Airbnb if we’re ever in the area again!”

  • Mahealani's Hale
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bath
    Mahealani's Hale

    Brand New Construction. Luxurious 700 sq ft Private Unit. This unit is completely separated with secure private entrance. Parking for 1 vehicle on site in driveway. Travertine throughout, granite countertops. Queen Size Bed, Pull out couch. toddler bed. Television (with cable), Kitchen Table and chairs. Coffee Maker and Microwave. Full size Refrigerator and Stove. Along with AC to enjoy your vacation stay. Bring your summer attire and settle in for your wonderful stay at Mahealani's Hale.

    What guests are saying:

    “It is a ideal house/room to stay at Kailua. Very clean and comfortable. 5 minutes walk to Kalama Beach park. Owners are so kind and responses are very quick. The house has a beautiful exterior and we felt happy to see it every time we returned to the house. Would like to stay again. Thanks.”

Holiday rentals for every style

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Popular amenities for Kailua holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kailua

Beach House Bedroom
SUPERHOSTPrivate room
Beach House Bedroom
Price:$56 AUD / night
MUST LOVE DOGS, the Ocean Room.
SUPERHOSTPrivate room
MUST LOVE DOGS, the Ocean Room.
Price:$83 AUD / night
Kailua Private Separate Studio/ 30 days minimum
SUPERHOSTEntire guest suite
Kailua Private Separate Studio/ 30 days minimum
Price:$104 AUD / night
South Seas Cottage Kailua
Entire house
South Seas Cottage Kailua
Price:$226 AUD / night
Mahealani's Hale
SUPERHOSTEntire house
Mahealani's Hale
Price:$226 AUD / night
Cute Ohana unit in Kailua Bungalow near the beach
Entire guesthouse
Cute Ohana unit in Kailua Bungalow near the beach
Price:$240 AUD / night
Kailua Affordable Room with Bath By the Pool
SUPERHOSTPrivate room
Kailua Affordable Room with Bath By the Pool
Price:$106 AUD / night
Cozy Private Guest Suite Next to Beach With Pool
SUPERHOSTEntire house
Cozy Private Guest Suite Next to Beach With Pool
Price:$211 AUD / night
Private Studio Apartment near beach
SUPERHOSTEntire loft
Private Studio Apartment near beach
Price:$294 AUD / night
Cottage suite
Entire guest suite
Cottage suite
Price:$249 AUD / night
MUST LOVE DOGS-the Lava Room
SUPERHOSTPrivate room
MUST LOVE DOGS-the Lava Room
Price:$98 AUD / night
Adventure One Bedroom in Lanikai.
Entire guest suite
Adventure One Bedroom in Lanikai.
Price:$316 AUD / night
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