Vacation Rentals & Apartments in Kailua

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2,083 apartments

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Match: Private indoor pool Towels provided

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Price per night from

$542

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Hawaii 2 minutes to the Beach

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$517

Cozy Beachtown Getaway

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$92

$Price Drop$ True Oceanview Waikiki Studio B

Honolulu studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$98

$Price Drop$ True Oceanview Waikiki Studio A

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$126

Golfer's Dream

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$459

New Chic Pineapple Condo

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$343

Palm Cottage

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$545

Perfect Beachtown Retreat

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$130

Kauai Beach Resort 1bedroom unit

Lihue condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$517

Jungle Canopy

Kealakekua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

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

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$172

Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$171

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$225

16TH FLOOR CONDO -1.5 BLOCK FROM WAIKIKI BEACH

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$213

Kailani Suite ,Corner Ocean View Suite at Hana Kai

Hana condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$488

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

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$122

Middle of Paradise

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$172

Ilikai Marina*Waikiki Harbor Ocean One Bedroom!

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$355

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$689

Royal Kahana Resort #514

Napili-Honokowai studio

  • Studio
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$362

2BR oceanfront paradise

Poipu house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 22 minutes

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$574

Sunset Suite w/ Ocean View - Big Island Farmstay

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$177

North Shore Studio Farm View

Waialua studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$138

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

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$218

ROMANTIC WAIKOLOA COLONY VILLAS - WAIKOLOA BEACH

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$316

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$585

Just what your looking for, in Mauna Lani Resort!

Waimea townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$339

Seaside Studio with A/C & Oceanview

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$316

Convenient affordable house close to Waikiki

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$104

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

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$1,824

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$230

Red Ginger, just steps from the beach!

Honolulu apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$150

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

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!

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$173

Responds fast! avg. 1 hour 35 minutes

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

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

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$155

URBAN OASIS in the HEART OF WAIKIKI!

Kahala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Towels provided

1 of 2 filters match

Price per night from

$148

Viewing 38 of 2,083
rentals in Kailua

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