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The 10 Best Holiday Rentals in Kailua, USA

Check out our pick of great holiday rentals in Kailua

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Offering a terrace and garden view, Kailani Loft, Kailua Coconut Grove 1-bedroom is located in Kailua, 18 km from Foster Botanical Garden and 20 km from Honolulu Museum of Art. The air-conditioned accommodation is 1.6 km from Kailua Beach, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is set 14 km from Nuuanu Valley Rain Forest.

Very new, clean, comfortable apartment close to alot of the shops and restaurants in Kailua. Great to have free parking on site. It was awesome that they provided so much beach equipment, which is hard for travelers to bring themselves! Highly recommend if you're looking to spend some time outside of Honolulu, on a different part of the island.

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9.4
Superb
28 reviews
Price from
£353
per night

Set in Kailua and only 400 metres from Kailua Beach, Modern Luxury Beach House Kailua offers accommodation with sea views, free WiFi and free private parking. The property has mountain and garden views, and is 2.6 km from Lanikai Beach. The holiday home features family rooms.

Spacious and well equipped house. Excellent location in calm and peaceful area close to both village center with lots of restaurants, shops, gym etc and nice beach. Beautiful surroundings and landscapes around Kailua. Hosts are nice and easy to contact.

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8.9
Fabulous
63 reviews
Price from
£342
per night

Featuring garden views, Beautiful Guest House Kailua Beach provides accommodation with a garden and a patio, around 100 metres from Kailua Beach. This property offers access to a balcony, free private parking and free WiFi. Foster Botanical Garden is 19 km away and Honolulu Museum of Art is 20 km from the holiday home.

Location was amazing, so close to such a perfect beach. Kailua town is fantastic and amazing food places. Sizeable guest house for a couple, great sized bathroom. Didnt cook in the kitchen, but used the large fridge and washing machine which was really handy.

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8.9
Fabulous
75 reviews
Price from
£305
per night

The holiday home is composed of 1 bedroom, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is offered. The accommodation is non-smoking.

Manoa Falls is 22 km from the holiday home, while Honolulu Stadium / Old stadium park is 23 km from the property. The nearest airport is Honolulu International Airport, 22 km from Cute Guest Suite in Kailua with AC!!!.

Just a basic place to stay for sleeping , changing and as a base to visit Oahu.

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5.8
Review score
15 reviews
Price from
£223
per night

The holiday home is composed of 2 bedrooms, a fully equipped kitchen, and 1 bathroom. Towels and bed linen are offered in the holiday home.

Honolulu Museum of Art is 20 km from the holiday home, while National Memorial Cemetery of the Pacific is 20 km from the property. The nearest airport is Honolulu International Airport, 22 km from ____Cute Plantation House in Kailua with AC!!_____.

We looked at latest the reviews just before we left home and lowered our expectations, however, we were pleasantly surprised. Yes it is a little tired but we had no bugs, it was clean and the kitchen was well equipped. The rear garden was private and sitting out on the patio was good. We thought the beds were comfortable and when we texted the owner regarding a loose handle on the shower, he came very quickly and replaced it. He was friendly and helpful.

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7.2
Good
11 reviews
Price from
£318
per night

Located in Kailua in the O'ahu region, Kalama Room features a patio and city views. This property offers access to a terrace, tennis at the tennis court, free private parking and free WiFi. The property is non-smoking and is set 500 metres from Kailua Beach.

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7
Good
1 reviews
Price from
£105
per night

Hawaii Convention Center is 26 km from the holiday home, while Honolulu Stadium / Old stadium park is 27 km away. The nearest airport is Honolulu International Airport, 28 km from Villa Lama Kailua Hawaii.

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Price from
£3,547
per night

Located in Kailua in the O'ahu region, Spacious 3-Bedroom 2-Bath Apartment with Kitchen and AC has a patio. The air-conditioned accommodation is 400 metres from Kailua Beach, and guests can benefit from on-site private parking and complimentary WiFi. Lanikai Beach is 500 metres away and Nuuanu Valley Rain Forest is 15 km from the apartment.

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Situated in Kailua, 400 metres from Kailua Beach and 500 metres from Lanikai Beach, Steps to the beach upstairs Apartment with 3 bedrooms & 2 bath AC offers air conditioning. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 15 km from Nuuanu Valley Rain Forest.

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Beautiful and Cheerful Hale Mokolea in Lanikai, a property with a garden, is situated in Kailua, 1.1 km from Kailua Beach, 2.8 km from Lanikai Beach, as well as 13 km from Nuuanu Valley Rain Forest. This property offers access to a patio, free private parking and free WiFi. National Memorial Cemetery of the Pacific is 19 km away and Bishop Museum is 19 km from the holiday home.

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Most booked holiday rentals in Kailua this month

Enjoy breakfast in Kailua!

  • Kailani Loft, Kailua Coconut Grove 1-bedroom
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 28 reviews

    Offering a terrace and garden view, Kailani Loft, Kailua Coconut Grove 1-bedroom is located in Kailua, 18 km from Foster Botanical Garden and 20 km from Honolulu Museum of Art.

    No Breakfast and location was great in a residential.

  • Modern Luxury Beach House Kailua
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 63 reviews

    Set in Kailua and only 400 metres from Kailua Beach, Modern Luxury Beach House Kailua offers accommodation with sea views, free WiFi and free private parking.

    The house was fully equipped, there was nothing missing.

  • Beautiful Guest House Kailua Beach
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 75 reviews

    Featuring garden views, Beautiful Guest House Kailua Beach provides accommodation with a garden and a patio, around 100 metres from Kailua Beach.

    Clean, beautiful, perfect for a solo traveler or couple

  • Villa Lama Kailua Hawaii

    Located in Kailua, 1.2 km from Lanikai Beach and 2.2 km from Kailua Beach, Villa Lama Kailua Hawaii offers air conditioning.

  • Spacious 3-Bedroom 2-Bath Apartment with Kitchen and AC

    Located in Kailua in the O'ahu region, Spacious 3-Bedroom 2-Bath Apartment with Kitchen and AC has a patio.

  • Steps to the beach upstairs Apartment with 3 bedrooms & 2 bath AC

    Situated in Kailua, 400 metres from Kailua Beach and 500 metres from Lanikai Beach, Steps to the beach upstairs Apartment with 3 bedrooms & 2 bath AC offers air conditioning.

  • Beautiful and Cheerful Hale Mokolea in Lanikai

    Beautiful and Cheerful Hale Mokolea in Lanikai, a property with a garden, is situated in Kailua, 1.1 km from Kailua Beach, 2.8 km from Lanikai Beach, as well as 13 km from Nuuanu Valley Rain Forest.

  • Sunshine Cottage just steps to Kailua beach

    Situated in Kailua in the O'ahu region, Sunshine Cottage just steps to Kailua beach has a patio. This holiday home offers free private parking, a 24-hour front desk and free WiFi.

These holiday rentals in Kailua have options with FREE cancellation

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Holiday rentals that guests love in Kailua

  • 8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 70 reviews
    Nice and clean vacation rental located very close to one of Oahu's most beutiful beaches, Kailua beach. Also a good location if you plan on exploring the Island by car. The hosts were also kind and flexible.
    Sondre
    Young couple
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 63 reviews
    Spacious and well equipped house. Excellent location in calm and peaceful area close to both village center with lots of restaurants, shops, gym etc and nice beach. Beautiful surroundings and landscapes around Kailua. Hosts are nice and easy to contact.
    Frida
    Family with young children
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