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1,615 condos

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“Restful Vacation in Paradise” We were fortunate to have almost two weeks to enjoy this lovely home located just a few minutes walk from beautiful Po'ipu Beach. We enjoyed hours on the lanai over coffee in the AM, and cocktails in the evening. Our long flight from the east coast meant our bodies were ready for the day at 5AM so we took advantage by observing the amazing stars giving way to the sunrise on both Shipwreck and Po'ipu beaches. The helpful hints inside the house binder gave us directions to some "off the grid" activities like waterfall hikes and rope swings - which our teenagers loved. (Bear in mind that the directions assume you're coming from Lihue, not the house - so plan your route accordingly!) The layout of the house is perfect for privacy whether you are traveling with teens or other couples. The house was stocked with the essentials and then some, which made our trip relaxed and fun. We didn't need to contact the caretakers during our trip, as everything we could have needed had been anticipated and provided for -the house was spotless upon arrival and easy to maintain while we were there. We can't wait to return.

Responds fast! avg. 3 hours 49 minutes

Match: Shared outdoor pool (unheated) Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$1,204

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Sweeping Ocean Views; Private High End Condo!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$259

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$281

Responds fast! avg. 31 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$351

Pohailani #201

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$283

Hale Mahina #B102

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$319

Royal Kahana #319

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$150

RENOVATED 1BR/1BA CONDO IN CENTRAL WAIKIKI RESORT

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“EXCEPTIONNEL” HI Our stay was great on a beautiful island paradise, people of a free kindness and in regards to housing we didn't lack nothing all was at the location height, downtown with many nice shops I recommend it. Thanks again Nin

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$121

Maui Kaanapali Villas #C255

Ka'anapali studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$300

Ko Olina Beach Villa BT1003 - Ocean Views 10th Floor Sunset and Ocean Views

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“First rate all the way” This location goes beyond all expectations. Everyone visiting Hawaii has preconceived ideas and expectations, this condo goes well beyond what you are expecting. I highly suggest this triple a location and enjoy the area! Fabulous

2 of 3 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$680

1BR Suite at HGVC Bay Club

Waikoloa villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$264

Kiahuna 223-2BR,2BA-FREE WIFI, Tennis, Fitness Ctr

Poipu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 56 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$413

Great Special!! 2bdrm/2BA Ocean View

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 28 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$423

The Shores at Waikoloa, Big Island Hawaii

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

Kahala Beach Condo

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 58 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$210

RELAX in paradise at The Salty Mermaid!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$315

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$350

Ko Olina Beach Villas, Beach Tower, Corner Unit B-402, Private Ocean Views

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$739

Luxury Ko Olina Beach Rental Panoramic Ocean View

Kapolei villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$973

Lokelani Villa - 403

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$745

Great Location! Incredible View!

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$287

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$849

Responds fast! avg. 3 hours 49 minutes

2 of 3 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,044

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$395

Renovated; Clean Ground Floor Unit; Walk to Top Rated Kihei Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$400

Wailea Ekolu 2/2 - Elegant, Spacious, Modern, Ocean View!

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$445

STUNNING PENTHOUSE NEW ON THE MARKET WITH ISLAND LIVING HOMES

Ko Olina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$859

Magnificent ocean view ~ Beach Villas at Ko Olina ~ Beachfront Suite O802

Ko Olina condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$796

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$315

Healani Villa - 705

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$779

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

2 of 3 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$423

Kolea 16A

Waikoloa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$591

Ocean Front Condo "Beach Villas" in Ko Olina Resort OT312

Ko Olina condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$860

Kahaluu Bay Across from Snorkel Beach - Ocean View

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$287

Ocean Front Beach Villas at Ko Olina ~ Golf course & Ocean views O421

Ko Olina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$687

Responds fast! avg. 1 hour 35 minutes

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$281

MS1210 - 7MIN FROM THE BEACH *~FREE PARKING~* PERFECT LOCATION & FAST WIFI

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$281

Viewing 38 of 1,615
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