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10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$429

Maalaea Kai · Incredible Ocean Views, Maalaea Harbor

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,072

THE WHALER ON KAANAPALI BEACH LUXURIOUS OCEAN VIEW CORNER UNIT

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$794

New Owner 2020 Specials / Newly Remodeled Ocean Front Hale Ono Loa Resort

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$262

Gorgeous Ocean front view from your balcony! - Kihei Surfside #608

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 5 match: Private fishing lake or river, Cot available, Smoking allowed, City breaks, Safe

2 of 5 filters match

Price per night from

$379

Responds fast! avg. 1 hour 1 minutes

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$559

Mahana Resort #1103

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$320

Gorgeous 2 br/2ba condo in 5-star resort

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$743

Quiet, secluded 1-bd cottage retreat plus sleeping loft & work space

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$257

2BR Westin Nanea Maui

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,061

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

Haiku house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$7,536

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,305

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,305

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,305

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,305

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,305

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,305

Enjoy Your Oceanside Dream at Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$440

Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$800

Kaanapali Oceanfront

Lahaina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$600

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$685

Beautiful 3 Bedroom Oceanfront Condo With Balcony: Kahana Outrigger 3B1

Napili-Honokowai condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$860

2 of 5 match: Private fishing lake or river, Cot available, Smoking allowed, City breaks, Safe

2 of 5 filters match

Price per night from

$523

North Shore of Maui - 2bd-2bath

Paia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 5 match: City breaks, Private fishing lake or river, Safe, Smoking allowed, Cot available

1 of 5 filters match

Price per night from

$516

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$565

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$443

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$521

Nani Uhane (Beautiful Spirit)

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,089

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$351

Last minute flash sale! 202 Quaint 2nd floor with private lanai

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$351

Marriott's Maui Lahaina & Napili Towers - Luxurious One Bedroom Condo

Ka'anapali condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,048

Bright and Luxurious 1BR at Honua Kai Resort K722

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$625

Luxury Condo Sleeps 5 in Magnificent Honua Kai

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$918

1 BR Luxury Condo in Prestigious Honua Kai K430

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$689

Ground Floor Largest 1BR w/yard at Honua Kai #K146

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$935

Large 1BR Luxury Condo at Honua Kai w/Huge Lanai #K224

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$797

Ocean View Getaway at Aston Ka'anapali Shores 428

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$430

Ground Floor Garden Getaway at Ka'anapali Shores 141

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Cot available, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$430

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