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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 bathroom
    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.”

  • Olomana Hale
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bathroom
    Olomana Hale

    Cozy, clean bedroom with a full bath, queen bed, private entry, bath and beach towels, small fridge, microwave and coffee maker. The sliderdoor opens to a private patio area that provides outdoor living space near the pool. In order to comply with new vacation rental rules, guests must rent for a 30-day period. Please feel free to contact me if you have any questions and or dates.

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

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Kailua holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kailua

Beach House Bedroom
SUPERHOSTPrivate room
Beach House Bedroom
Price:₹3,375 / night
Private Studio Apartment near beach
SUPERHOSTEntire loft
Private Studio Apartment near beach
Price:₹14,626 / night
Kailua Private Separate Studio/ 30 days minimum
SUPERHOSTEntire guest suite
Kailua Private Separate Studio/ 30 days minimum
Price:₹6,676 / night
Lanikai Plumeria Beach Cottage
SUPERHOSTEntire guest house
Lanikai Plumeria Beach Cottage
Price:₹11,176 / night
MUST LOVE DOGS-the Lava Room
SUPERHOSTPrivate room
MUST LOVE DOGS-the Lava Room
Price:₹4,875 / night
Kailua Palm Studio. Walk to Beach! PERMITTED
SUPERHOSTEntire guest house
Kailua Palm Studio. Walk to Beach! PERMITTED
Price:₹10,876 / night
Cozy Private Guest Suite Next to Beach With Pool
SUPERHOSTEntire house
Cozy Private Guest Suite Next to Beach With Pool
Price:₹10,501 / night
Secluded Kailua Beach Bungalow with Private Garden
SUPERHOSTEntire flat
Secluded Kailua Beach Bungalow with Private Garden
Price:₹17,177 / night
Lola’s Lanikai Loft
SUPERHOSTEntire loft
Lola’s Lanikai Loft
Price:₹15,376 / night
The Windsurfer Cottage- by Kailua Beach
SUPERHOSTEntire cottage
The Windsurfer Cottage- by Kailua Beach
Price:₹16,577 / night
Kailua Seahorse Studio (Brand New)
SUPERHOSTPrivate room
Kailua Seahorse Studio (Brand New)
Price:₹13,351 / night
Lofty Studio Stunning Panoramic Views near Beach
Entire guest suite
Lofty Studio Stunning Panoramic Views near Beach
Price:₹12,376 / night
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