Vacation Rentals & Condos in Waikoloa

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594 condos

“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!

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

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Price per night from

$424

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Sweeping Ocean Views; Private High End Condo!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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

1 of 2 filters match

Price per night from

$260

Hale Hahalua - Serenity and Ocean Views in Kona (now with AC)

Kahaluu-Keauhou condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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

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Price per night from

$286

Kaanapali Beach Studio- Maui El Dorado

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$259

Fairway Terrace

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$127

Responds fast! avg. 31 minutes

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

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Price per night from

$351

K B M Resorts: Kaanapalii Plantation Villa KPL-46, Remodeled in 2023, 3 bedrm

Ka'anapali apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

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

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Price per night from

$1,260

K B M Resorts: Kaanapalii Plantation Villa KPL-28, 3 bedroom Walk to Beach

Ka'anapali apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

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

1 of 2 filters match

Price per night from

$1,260

Responds fast! avg. 1 hour 20 minutes

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

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Price per night from

$454

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

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

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Price per night from

$497

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

1 of 2 filters match

Price per night from

$351

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

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$381

The Whaler · The Whaler, Kaanapali Beach-Oceanview Luxury Condo

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$895

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

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Price per night from

$689

Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$803

K B M Resorts: Kaanapalii Royal KRO-A201, 2 Bedrooms, Ocean Views, Across from

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

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

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Price per night from

$629

The Mahana #1104

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$361

Paki Maui #103

Napili-Honokowai condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$375

Great Special!! 2bdrm/2BA Ocean View

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 28 minutes

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

1 of 2 filters match

Price per night from

$423

1BR Suite at HGVC Bay Club

Waikoloa villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$264

Renovated Kona Mansion infinity pool & ocean views

Kailua-Kona villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 13

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

1 of 2 filters match

Price per night from

$3,433

Hale Mahina #B102

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$319

Maui Kaanapali Villas #C255

Ka'anapali studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$300

The Mahana #1017

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$370

Beach Front Bliss Awaits You!-Kealia Resort #102

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$189

Beautiful Condo Steps Away From the Water - Sugar Beach #129

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$249

Beach Front -Steps Away From the Ocean ! - Sugar Beach #227

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$199

Beach Front -Steps Away From the Ocean ! - Sugar Beach #319

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$229

Beautiful Beach Front Condo - Great Views - Sugar Beach #326

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$219

Beach Front With Sweeping Ocean Views - Sugar Beach #414

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Sugar Beach Best” This is an awesome condo. I just wish there was more availability! Other owners at Sugar Beach should take notice of the remodel. If you haven't updated, you really should! The bathrooms at Sugar Beach are so small and if they aren't renovated, the experience is not great. Love the lightness of the paned doors for the bedroom. Many of the Sugar Beach bedrooms feel like caves. This one is light and bright. Plus, a TV in the bedroom. Bonus!!

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

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Price per night from

$229

Stunning Beach Front Views!! - Sugar Beach #418

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$239

Stunning Beach Front Views - Sugar Beach #430

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“All about the view” This place is a bit away from the action and requires one to get into the car for anything from restaurants to nicer public beaches. BUT the views are absolutely fantastic! Sitting down for dinner on our lanai was very special. The sunset was beautiful. The complex was nice with all that you really need: BBQs, Pool, small beach, etc... The unit is well located on the 4th floor to maximise the view. Although the Kitchen has been renovated some other aspects of the unit probably needs renovations. Everything is functional, but aesthetics are just OK. I would still highly recommend.

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

1 of 2 filters match

Price per night from

$209

Stunning Beach Front Views!! - Sugar Beach #PH23

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$249

Stunning Beach Front Views!! - Sugar Beach #PH27

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$249

Stunning Beach Front 2 Bdrm Condo - Kihei Beach #102

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$299

Beachfront Ground Floor 1 Bedroom Condo with AC- Kihei Beach #103

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$209

Prime Beach Front Location - Kihei Beach #203

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$239

Remodeled Beach Front Condo - Great Views - Kihei Beach #306

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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

1 of 2 filters match

Price per night from

$239

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