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Vacation Rentals in Kailua: Beach Rentals, Houses and Condos

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about Kailua

Kailua, Hawaii Vacation Rentals and Tourism

If you’re planning the ultimate beach vacation, then make sure you consider staying in one of the amazing Kailua beach rentals listed here. After all, the shores of Kailua, Oahu have time and time again, been rated the best in the world! And unlike popular tourist destinations like Honolulu, you can find a Kailua private beach rental that will allow you to genuinely get away from it all.

Luckily, it’s really easy to find a Kailua beach house for rent! If you want to discover what’s so special about this secluded community, then the best way to do so is to book one of the charming Kailua vacation rentals found here. A trip to Hawaii promises to be delightful and memorable, but do you really want to spend all of your time bumping in to fellow tourists?

A Kailua private beach rental really is a dream! Honolulu is just a short drive away, and yet many vacationers do not venture to Kailua. Why not enjoy the same views of nature, exotic plants and animals, and beach activities of Honolulu, without the crowds? A Kailua beach house for rent is close to, and yet far enough away from Honolulu to make it a very unique accommodation.

Kailua arguably features the best wind surfing on the planet, and of course all the tropical fun in the sun and beauty that Hawaii is known for – but without the stress that comes with busy vacation spots like Honolulu. But remember that for those who do stay in Kailua vacation rentals, Honolulu’s attractions are still only 15 minutes away!

Booking one of the Kailua beach rentals found here should be the very first step you take as you gear up for your Hawaii getaway.

Kailua Vacation Rental Deals

Don't be intimidated by hotel prices—if you want to take a vacation to Kailua, check out Kailua discount vacation rentals for last minute deals and all around good prices on homey, luxurious Kailua rental condos, town homes, and beach houses. Choose from a wide variety of roomy but still budget-friendly options for a way to enjoy your Kailua home away from home. Affordable Kailua vacation rentals accommodate groups of any size so none of you family will miss out on Kailua's beauty and adventure. Spacious but cheap Kailua vacation rentals will help you stress less by saving more. 

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Family Friends Reconnect Relax Recharge -Pool Spa Near Beach
Kailua House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $449 - $489 /nt
    $3,143 - $3,423 /wk
    $13,170 - $14,670 /mth
 
 
 
 
 

37 reviews write a review

Bali Hawaii Home 2,000 Sq feet with Pool
Kailua House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $2,100 - $2,450 /wk
 
 
 
 
 

8 reviews write a review

Luna's House, Saltwater pool, 1 block to beach
Kailua House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $315 - $400 /nt
    $2,205 - $2,950 /wk
    $7,950 - $8,500 /mth
 
 
 
 
 

2 reviews write a review

Secluded tropical cottage/pool/steps to Kailua Beach
Kailua House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $115 - $125 /nt
    $805 - $805 /wk
 
 
 
 
 

16 reviews write a review

The Cute Kailua Cottage
Kailua House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • sleeps 2
  • baths 1
  • rates (USD) $99 - $110 /nt
    $753 - $753 /wk
    $2,250 - $2,832 /mth
 
 
 
 
 

3 reviews write a review

Hale Hali'a Aloha
Kailua House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $150 - $175 /nt
    $1,050 - $1,225 /wk
 
 
 
 
 

15 reviews write a review

Comfortable Kailua Home
Kailua House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $255 - $290 /nt
    $1,785 - $2,030 /wk
 
 
 
 
 

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"Hale Nalu Palekaiko" Surf Paradise Hale
Kailua House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $100 - $550 /nt
    $700 - $3,350 /wk
    $8,500 - $9,500 /mth
 
 
 
 
 

25 reviews write a review

Ohana House - Walk to Kailua Beach
Kailua Cottage Rental Picture
  • bedrooms 1
  • community
  • rental type Cottage
  • sleeps 2
  • baths 1
  • rates (USD) $125 - $125 /nt
 
 
 
 
 

9 reviews write a review

Best Beach in Hawaii, Vacation Rental!
Kailua House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $395 - $550 /nt
    $2,765 - $3,850 /wk
 
 
 
 
 

11 reviews write a review

Luxury Kailua Beachfront Estate
Kailua Villa Rental Picture
  • bedrooms 5
  • community
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 5
  • rates (USD) $1,430 - $1,800 /nt
    $10,010 - $12,600 /wk
 
 
 
 
 

2 reviews write a review

The LIght House Estate
Kailua House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths 5
  • rates (USD) $545 - $750 /nt
    $3,815 - $5,250 /wk
    $15,260 - $21,000 /mth
 
 
 
 
 

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Hawaiian-Adventure-Get-A-Way
Kailua House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $185 - $185 /nt
    $1,100 - $1,100 /wk
    $2,700 - $2,700 /mth
 
 
 
 
 

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Rest, Relax and Enjoy the Beautiful Waters of Lanikai
Kailua Studio Rental Picture
  • bedrooms 1
  • community
  • rental type Studio
  • sleeps 6
  • baths 1
  • rates (USD) $95 - $125 /nt
    $600 - $800 /wk
 
 
 
 
 

2 reviews write a review

Peter's Place
Kailua Apartment Rental Picture
  • bedrooms 2
  • community Kailua
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $1,600 - $1,950 /wk
 
 
 
 
 

5 reviews write a review

Villa Kainoa
Kailua Villa Rental Picture
  • bedrooms 5
  • community
  • rental type Villa
  • sleeps 15
  • baths 4
  • rates (USD) $7,700 - $8,400 /wk
    $20,000 - $30,000 /mth
 
 
 
 
 

1 reviews write a review

Cozy Studio Suite
Kailua Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • sleeps 2
  • baths 1
  • rates (USD) $70 - $80 /nt
    $475 - $550 /wk
    $1,750 - $2,050 /mth
 
 
 
 
 

1 reviews write a review

Pikake Hale
Kailua House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $3,500 - $5,950 /wk
 
 
 
 
 

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Luxurious Hawaii Island Paradise
Kailua House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD) $875 - $1,100 /nt
    $6,100 - $8,000 /wk
    $12,000 - $15,000 /mth
 
 
 
 
 

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Hale Kai Vacation Rental
Kailua House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $1,750 - $1,750 /wk
 
 
 
 
 

2 reviews write a review

Absolutely Oceanfront -60 ft Nat Salt Pool/Waterfalls-$185
Kailua House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $185 - $185 /nt
    $1,295 - $1,295 /wk
 
 
 
 
 

3 reviews write a review

Coral Estates on the best beach
Kailua Villa Rental Picture
  • bedrooms 5
  • community Kailua
  • rental type Villa
  • sleeps 10
  • baths 5
  • rates (USD) $125 - $845 /nt
 
 
 
 
 

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Hawaii's Hidden Hideaway B&B
Kailua Hotel Rental Picture
  • bedrooms 3
  • community Kailua
  • rental type Hotel
  • sleeps 7
  • baths 3
  • rates (USD) $1,100 - $1,300 /wk
 
 
 
 
 

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Kakela Kai
Kailua House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 9
  • baths 3
  • rates (USD) $750 - $850 /nt
    $5,250 - $5,950 /wk
 
 
 
 
 

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Place in Paradise, Kailua
Kailua House Rental Picture
  • bedrooms 5
  • community Hale Kai Surf and Ra
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $1,050 - $1,300 /nt
    $7,350 - $9,100 /wk
 
 
 
 
 

1 reviews write a review

Kailua Beach House
Kailua House Rental Picture
  • bedrooms 7
  • community
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $1,400 - $1,575 /nt
 
 
 
 
 

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