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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Mahina Surf Unit 102

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$205

Cozy Beachtown Getaway

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$92

Kona Islander Inn 336

Kailua-Kona studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 36 minutes

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$155

New Chic Pineapple Condo

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$343

Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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$171

Perfect Beachtown Retreat

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$130

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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$172

Pikake #A6

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$375

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$344

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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$122

Middle of Paradise

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$172

Sunset Suite w/ Ocean View - Big Island Farmstay

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$177

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$687

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

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

Responds fast! avg. 1 hour 31 minutes

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$220

Responds fast! avg. 1 hour 31 minutes

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$202

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$300

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$228

Breezy Beachfront Getaway w/Amazing 180 Degree Oceanview

Hauula condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$350

Oceanfront 27-Foot Panoramic Ocean Views w/ Double Ensuite & Luxurious Upgrades!

Napili-Honokowai condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$889

Responds fast! avg. 1 hour 47 minutes

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$745

Alii Cove U2 Beautiful Ground Floor Spacious 2 Bedroom With Ac

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$169

5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, GORGEOUS Unit#10-301!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$526

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$601

KKSR#6201 OCEAN VIEW, 2ND FLOOR, CORNER UNIT, INCREDIBLE UNIT!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$375

White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$401

Kona Reef A-34 Absolute Oceanfront, Top Floor, Private

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$449

KKSR#183 DIRECT OCEANFRONT REMODELED TOWNHOME. RIGHT ON WATER!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$451

ALII COVE#S-1: BEAUTIFUL 2 LEVEL SPACIOUS 3 BEDROOM WITH AC!

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$194

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$451

Kona Makai 4-306: Top Floor 3 Bedroom Unit with Wrap Around Lanai &OceanViews

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$401

KKSR#3103 DIRECT OCEANFRONT, INCREDIBLE OCEAN VIEWS & REMODELED!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$451

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

$315

Hale Kiana: Quiet mountain-side retreat. Great Views

Kula house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$315

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$584

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rentals in Kailua

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