Vacation Rentals & Condos in Waikoloa

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461 condos

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

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$895

KBM Resorts KRO-Q301: 2Bedroom Ocean Views with Free Rental Car

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$449

KBM Resorts KRO-K302: Stunning Remodeled 2B Villa at Kaanapali Royal with Ocean

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$470

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

Match: Shared indoor pool 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-46, Remodeled in 2023, 3 bedrm

Ka'anapali apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$1,260

K B M Resorts: Wailea Elua Village WEV-2103, Spacious 2 Bedrooms with Ocean

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$567

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$454

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$492

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

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$629

K B M Resorts: Kaanapali Royal KRO-Q102, 2 Bedrooms, Large Floorplan, Quick

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

Match: Shared indoor pool Golf course on site or within 15 min walk

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Price per night from

$399

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

Kahaluu-Keauhou condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Shared indoor pool, 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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$258

Sweeping Ocean Views; Private High End Condo!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 2 match: Shared indoor pool, 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: Shared indoor pool, 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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$351

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$381

1 of 2 match: Shared indoor pool, 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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$803

Paki Maui #103

Napili-Honokowai condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, 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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$423

Maui Kaanapali Villas #C255

Ka'anapali studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$300

The Mahana #1017

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$370

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

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$249

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

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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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: Shared indoor pool, 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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$229

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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$209

Stunning Beach Front Views!! - Sugar Beach #PH27

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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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: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$299

Prime Beach Front Location - Kihei Beach #203

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$239

Lavish Beach Front Condo- Kihei Beach #307

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Property Management company and resident Manager.” Property management company was supportive and provided very helpful concierge information. Was responsive to simple issue that arose and very professional and pleasant. The resident manager at the building was friendly and very informative. A great experience all around.

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$249

Hula Happiness - Ocean Front 2BD/2BA - Kihei Beach #409

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing” This condo is great -- location is great, condo was perfect for our vacation. Everything you need for your vacation is in the condo. Highly recommend and would absolutely stay here again.

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$299

Remodeled Corner Unit w/ Amazing Views - Kihei Beach #510

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kihei Beach Condo” What a beautiful condo with amazing views! From our booking to our greeting by Ali'i Resort's representative, we were given excellent recommendations and introduced to our accommodations. The area is easily accessible to Kihei and north to Lahania. The outrigger canoes added extra enjoyment throughout our stay. It's a perfect place to stay.

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$339

Fantastic Ocean View 2 BDRM Condo - Maalaea Surf #C7

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$399

Gorgeous Ocean Views & Interior - Menehune Shores #209

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$269

Perfect Ocean Front Location - Menehune Shores #210

Kihei condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$469

Gorgeous Ocean Views & Interior - Menehune Shores #220

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$289

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