Vacation Rentals & Apartments in Kailua

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“Another fabulous vacation on Kauai!” Once again we enjoyed Poipu Shores courtesy of Patricia Bien and her incredible condo! We have stayed in 206a in the past and love it too. 303a seems larger with incredible upgrades and views of the ocean. There is no other place to stay in Kauai, particularly with so many turtles just a stone throw away from patio and pool area. Another benefit is location to beaches and other properties like the Grand Hyatt and restaurants--all walkable! We love this place and will return in the future!!!

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$453

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Cozy Beachtown Getaway

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$92

$Price Drop$ True Oceanview Waikiki Studio A

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$126

$Price Drop$ True Oceanview Waikiki Studio B

Honolulu studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$98

New Chic Pineapple Condo

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$343

Palm Cottage

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$545

Perfect Beachtown Retreat

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$130

Jungle Canopy

Kealakekua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$163

Heavenly Hale Moi by Hideaways Beach Side B

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 41 minutes

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Price per night from

$172

HOLUALOA BAY VILLAS#103: REMODELED, SPACIOUS, OCEAN VIEWS, AIR CONDITIONING!

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$600

Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$171

16TH FLOOR CONDO -1.5 BLOCK FROM WAIKIKI BEACH

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$213

Last minute cancelation STUDIO tucked away w own Deck

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$122

Middle of Paradise

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$172

Ilikai Marina*Waikiki Harbor Ocean One Bedroom!

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$355

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Price per night from

$689

2BR oceanfront paradise

Poipu house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 22 minutes

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Price per night from

$574

Sunset Suite w/ Ocean View - Big Island Farmstay

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$177

5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, Unit#2-201!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$350

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$300

North Shore Studio Farm View

Waialua studio

  • Studio
  • 1 bathroom
  • sleeps 2

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$138

Kailani Suite ,Corner Ocean View Suite at Hana Kai

Hana condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$487

Surf & Racquet Club Lovely open and airy 2bd/2bth 2nd floor unit.

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$249

KKSR3102 Direct Oceanfront Ground Floor Remodeled Unit, Incredible Views W/AC

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$500

Hale Kale:Direct Oceanfront Masterpiece,Modern Spectacular One of a Kind Home

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$2,000

* Marbella Lane - Marina Studio | near the beach

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 10 minutes

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Price per night from

$144

Come to paradise! Enjoy the calmness & birds singing in the morning!

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$218

ROMANTIC WAIKOLOA COLONY VILLAS - WAIKOLOA BEACH

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$316

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$585

Just what your looking for, in Mauna Lani Resort!

Waimea townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$339

Seaside Studio with A/C & Oceanview

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$316

Convenient affordable house close to Waikiki

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

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Price per night from

$104

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,824

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$230

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

Princeville, Kauai Hawaii Budget Studio Cottage

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazing” My wife and I used the cottage for our honeymoon. Our stay was perfect, the cottage was well located on the best side of the island with shopping, food, gas and beaches nearby. The cottage had all the appliances and amenities we needed for our week stay. There are many places to stay on the island but this cottage is amazing it is your own little place away from the bustling overcrowded homogenized resorts. Our favorite town, Hanalei, was just down the road where the views, bay, beach, shopping and eats were all top notch. Reserving and booking the cottage was a breeze with Val and Bruce, ensuring a worry free trip. I would highly recommend the cottage to any couple wanting to get away, but not be trapped in a resort! My wife and I certainly plan on visiting again. Mahalo Val and Bruce for the amazing getaway!

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Price per night from

$173

Responds fast! avg. 1 hour 35 minutes

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Price per night from

$345

Kailua Kona Oceanview - Keauhou Akahi

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$155

Viewing 38 of 2,060
rentals in Kailua

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