Vacation Rentals & Apartments in Kailua

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2,006 apartments

“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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Jungle Canopy

Kealakekua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$163

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

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

Lele Penthouse

Kihei villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$1,014

Lele Hideaway

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$354

*Marbella Lane - Blissful Studio in Makaha

Makaha house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 10 minutes

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Price per night from

$144

Alii Lani J-203

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$161

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

Red Ginger, just steps from the beach!

Honolulu apartment

  • 1 bathroom
  • sleeps 2

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Price per night from

$150

A great oceanview !! Quite and Peacefull with pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$114

Garden Cottage

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$206

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

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$230

Direct Ocean Front...Deluxe Sandy Beachfront

Waianae condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$114

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,195

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Price per night from

$689

Waterfall House

Kailua-Kona condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$938

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Price per night from

$183

The Mystery Machine

Kapaa camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

URBAN OASIS in the HEART OF WAIKIKI!

Kahala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

Royal Kahana Resort #912

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$392

Royal Kahana Resort #706

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$362

Modern Luxury in Waikoloa Fairways!

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$310

Waikiki Renovated Modern Studio

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$127

Heavenly Hale Moi Near Hideaways Beach Side A

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 41 minutes

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Price per night from

$241

Newly Built Home Away From Home

Kapolei apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 11 minutes

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Price per night from

$236

Kona Coast Captivating 1BR Condo w Basketball Hoop and Pool

Kahaluu-Keauhou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

Lively 3BR Condo w Sauna and Hot Tub

Kahaluu-Keauhou apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$295

Pure blue water front condo- the west of world oahu-the old Hawaii life

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$96

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$296

Makaha Oceanfront Condo with Pool & Free Parking

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$132

KBM Resorts Montage-Paia Elegant 2,900 sq ft 3BR/3B with ocean & garden views!

Kapalua apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$2,066

Kamaole One

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$1,422

Modern condo with pool, <1mile from the ocean

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$230

PALE KE KUA , SPECTACULAR OCEAN AND HANALEI BAY VIEWS

Princeville apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

Viewing 38 of 2,006
rentals in Kailua

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