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1,879 condos

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Responds fast! avg. 3 hours 10 minutes

Match: Linen provided Private outdoor pool (unheated) Staffed property

All filters match

Price per night from

$286

Match: Linen provided Private outdoor pool (unheated) Staffed property

All filters match

Price per night from

$262

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2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$75

Leilani Magikal Gardens Bed & Breakfast

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$154

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$685

Waikiki Beach Resort

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 7 minutes

2 of 3 match: Linen provided, Private outdoor pool (unheated), Staffed property

2 of 3 filters match

Price per night from

$3,422

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$172

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$295

Private Nine-Bedroom Luxury Estate with Pool and 20-Acre Arboretum

Haiku house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$7,529

Beautiful Cottage Home in the Sunbelt, Located on the Big Island

Keaau b&b

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 28 minutes

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$343

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$227

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$742

Kona Islander Inn in the middle of ocean front Kona town.

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$182

Hilo HAWAII~PRIVATE COTTAGE in GATED BOTANICAL GARDEN with KOI POND

Hilo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$178

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$143

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

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,814

Kona Alii 707 Stunning Top Floor Penthouse w/ Roof Top Deck, AC, & Elevators

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Staffed property, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$399

Bungalow-Beach House

Kailua-Kona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$378

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$497

Hale Kukui spectacular ocean cliff cottage with ex

Kukuihaele cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$284

Luxury With a View!!! Designer Furnished and All New (Wavecrest Resort)

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$200

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$178

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$685

Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$799

Hilo Private Luxury Suite

Hilo studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$206

Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$251

Heavenly Hana Paradise - Ho`okipa Surf Suite

Hana apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$400

Last minute flash sale! 103 Darling 1 bed 1 bath ground floor condo

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$349

Last minute flash sale! 108 Beautiful ground floor 1 bed, 1 bath condo

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$349

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$349

Last minute flash sale! 111 The Turtle House, ground floor, 1 bed 1 bath

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$349

Last minute flash sale! 101 Gorgeous corner, extra wide condo

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$399

Last minute flash sale! 305 Beautiful oceanfront 2 bed, 2 bath 3rd floor

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$523

Nalani Villa - 202

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$799

Hale Pikake O-406

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$799

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$228

Beautiful, Quiet, Grand Ocean View in the cool Mountain above Kona

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$258

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

2 of 3 match: Private outdoor pool (unheated), Linen provided, Staffed property

2 of 3 filters match

Price per night from

$304

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