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Vacation Rentals in Kailua, Hawaii

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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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DEAL!! Rest, Relax, Reconnect - Great Amenities - Close to Beach
Kailua House Rental Picture
  • House Rental Deals and Discounts $50 off = $429 per night
  • bedrooms 3
  • sleeps 8
  • community
  • baths 2
  • rental type House
  • rates (USD) $379 - $479 /nt
    $2,653 - $3,350 /wk
 
 
 
 
 
DEAL!! Ohana House - Walk to Kailua Beach
Kailua Cottage Rental Picture
  • Cottage Rental Deals and Discounts 10% off = $112 per night
  • bedrooms 1
  • sleeps 2
  • community
  • baths 1
  • rental type Cottage
  • rates (USD) $125 - $125 /nt
    $2,000 - $2,500 /mth
 
 
 
 
 
Cozy Studio Suite
Kailua Studio Rental Picture
  • bedrooms 0
  • sleeps 2
  • community
  • baths 1
  • rental type Studio
  • rates (USD) $70 - $80 /nt
    $475 - $550 /wk
    $1,750 - $2,050 /mth
 
 
 
 
 
Secluded tropical cottage/pool/steps to Kailua Beach
Kailua House Rental Picture
  • bedrooms 1
  • sleeps 2
  • community
  • baths 1
  • rental type House
  • rates (USD) $100 - $125 /nt
    $700 - $700 /wk
 
 
 
 
 
Absolutely Oceanfront -60 ft Natural Salt Pool/Waterfalls
Kailua House Rental Picture
  • bedrooms 1
  • sleeps 2
  • community
  • baths 1
  • rental type House
  • rates (USD) $175 - $175 /nt
    $1,225 - $1,225 /wk
 
 
 
 
 
An Aloha Experience
Kailua Cottage Rental Picture
  • bedrooms 1
  • sleeps 4
  • community
  • baths 1
  • rental type Cottage
  • rates (USD) $900 - $1,400 /wk
 
 
 
 
 
Hale Hali'a Aloha
Kailua Duplex Rental Picture
  • bedrooms 1
  • sleeps 3
  • community
  • baths 1
  • rental type Duplex
  • rates (USD) $150 - $175 /nt
    $1,050 - $1,225 /wk
 
 
 
 
 
Forget Your Daily Routines, and Embark on a Journey
Kailua Cottage Rental Picture
  • bedrooms 1
  • sleeps 5
  • community Kailua
  • baths 1
  • rental type Cottage
  • rates (USD) $800 - $900 /wk
 
 
 
 
 
Bali Hawaii Home 2,000 Sq feet with Pool
Kailua House Rental Picture
  • bedrooms 1
  • sleeps 6
  • community
  • baths
  • rental type House
  • rates (USD) $2,100 - $2,450 /wk
 
 
 
 
 
Peter's Place
Kailua House Rental Picture
  • bedrooms 2
  • sleeps 4
  • community Kailua
  • baths 1
  • rental type House
  • rates (USD) $1,600 - $1,950 /wk
 
 
 
 
 
Judy's Beachside Corner
Kailua Townhome Rental Picture
  • bedrooms 2
  • sleeps 5
  • community
  • baths 1
  • rental type Townhome
  • rates (USD) $1,400 - $1,600 /wk
 
 
 
 
 
As close to the ocean as you can get in Kailua!
Kailua House Rental Picture
  • bedrooms 2
  • sleeps 6
  • community
  • baths 2
  • rental type House
  • rates (USD) $199 - $299 /nt
    $1,800 - $1,800 /wk
 
 
 
 
 
Hale Kai at beautiful Kailua Beach
Kailua Duplex Rental Picture
  • bedrooms 2
  • sleeps 6
  • community
  • baths 2
  • rental type Duplex
  • rates (USD) $1,750 - $1,750 /wk
 
 
 
 
 
Hawaiian Oasis 3BR/2BA with Solar-Heated Pool
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 6
  • community
  • baths 2
  • rental type House
  • rates (USD) $2,650 - $3,150 /wk
 
 
 
 
 
Luna's House, Saltwater pool, 1 block to beach
Kailua Duplex Rental Picture
  • bedrooms 3
  • sleeps 6
  • community
  • baths 2
  • rental type Duplex
  • rates (USD) $2,100 - $2,550 /wk
 
 
 
 
 
Best Beach in Hawaii, Vacation Rental!
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 8
  • community
  • baths 2
  • rental type House
  • rates (USD) $350 - $550 /nt
    $2,450 - $3,850 /wk
 
 
 
 
 
3br Near Kailua Beach Park, Wifi, Premium Kitchen
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 6
  • community
  • baths 2
  • rental type House
  • rates (USD) $2,200 - $2,450 /wk
 
 
 
 
 
Happy Kailua Beach House
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 6
  • community Kalama
  • baths
  • rental type House
  • rates (USD) $300 - $375 /nt
    $2,100 - $2,625 /wk
 
 
 
 
 
Charming Beachside Estate with Gorgeous Swimming Pool
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 7
  • community
  • baths 3
  • rental type House
  • rates (USD) $175 - $595 /nt
    $1,195 - $3,995 /wk
    $3,500 - $15,000 /mth
 
 
 
 
 
Decked Out! 100yds to the beach
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 7
  • community
  • baths 3
  • rental type House
  • rates (USD) $2,100 - $2,250 /wk
 
 
 
 
 
Hawaii's Hidden Hideaway B&B
Kailua Bed & Breakfast Rental Picture
  • bedrooms 3
  • sleeps 7
  • community Kailua
  • baths 3
  • rental type Bed & Breakfast
  • rates (USD) $1,100 - $1,300 /wk
 
 
 
 
 
Tropical Private Yard with Pool, Across from Beach Path
Kailua House Rental Picture
  • bedrooms 3
  • sleeps 8
  • community
  • baths 3
  • rental type House
  • rates (USD) $250 - $600 /nt
 
 
 
 
 
Kailua Hale Alii
Kailua House Rental Picture
  • bedrooms 4
  • sleeps 10
  • community
  • baths 2
  • rental type House
  • rates (USD) $295 - $449 /nt
    $2,065 - $3,143 /wk
    $5,500 - $8,500 /mth
 
 
 
 
 
"Hale Nalu Palekaiko" Surf Paradise Hale
Kailua House Rental Picture
  • bedrooms 4
  • sleeps 10
  • community
  • baths 3
  • rental type House
  • rates (USD) $700 - $3,350 /wk
 
 
 
 
 
Place in Paradise II
Kailua House Rental Picture
  • bedrooms 4
  • sleeps 12
  • community
  • baths 3
  • rental type House
  • rates (USD) $1 - $1 /nt
    $1 - $1 /wk
    $25,200 - $32,000 /mth
 
 
 
 
 
Pikake Hale
Kailua House Rental Picture
  • bedrooms 5
  • sleeps 12
  • community
  • baths 4
  • rental type House
  • rates (USD) $3,500 - $5,950 /wk
 
 
 
 
 
Luxurious Hawaii Island Paradise - Spring Specials!
Kailua House Rental Picture
  • bedrooms 5
  • sleeps 10
  • community
  • baths 4
  • rental type House
  • rates (USD) $6,100 - $8,000 /wk
 
 
 
 
 
Villa Kainoa
Kailua Villa Rental Picture
  • bedrooms 5
  • sleeps 15
  • community
  • baths 4
  • rental type Villa
  • rates (USD) $5,000 - $8,000 /wk
 
 
 
 
 
Coral Estates on the best beach
Kailua Villa Rental Picture
  • bedrooms 5
  • sleeps 10
  • community Kailua
  • baths 5
  • rental type Villa
  • rates (USD) $650 - $5,900 /wk
 
 
 
 
 
Escape to Kailua
Kailua Villa Rental Picture
  • bedrooms 5
  • sleeps 10
  • community
  • baths 5
  • rental type Villa
  • rates (USD) $30,000 - $40,000 /mth
 
 
 
 
 
6 Bedrooms 3 Baths with Pool-Close to Kailua Beach
Kailua House Rental Picture
  • bedrooms 6
  • sleeps 13
  • community
  • baths 3
  • rental type House
  • rates (USD) $3,150 - $4,800 /wk