Vacation Rentals & Condos in Princeville

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Match: Jacuzzi or hot tub Private outdoor pool (heated) Horse riding

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Price per night from

$458

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MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$497

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$326

Kihei Garden Estates #C-208 Fully Renovated Loft-Style unit, Shared Hot Tub

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$475

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$374

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$519

“Great location at an affordable price!” This little condo was perfect for our needs. The location served as the perfect place for me to experience Waikiki for the first time. Just a short walk to Waikiki beach, Dukes, Island Vintage coffee, and shopping. We really only used the room for showers and sleeping (3 days 2 nights) so the size was just fine. If the stay was longer I would have preferred a more conventional kitchen with a range but we ended up eating out for the most part. Mark was great, very accessible by phone and took care of a little hiccup with the cleaner timely and professionally. I would absolutely stay here again for short trips to Waikiki!

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$152

OCEANFRONT ELEGANCE AT OCEAN DREAMS GRAND RESIDENCE 2203 MONTAGE KAPALUA

Kapalua villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Heavenly” Lovely amenities in this condo...perfect location for our family's activities. Relaxing and the staff is amazing!!! We had a couple issues with the appliances and the staff was there immediately. The entire experience was perfect. The Swimming pool and the private grottos, plantings not to mention the size of it, was awesome.

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$1,749

Beautiful Property, on Ka'anapali Beach, Maui!!

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Horse riding, Jacuzzi or hot tub

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Price per night from

$345

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$218

Luxury Maalaea Banyans- Perfect Honeymoon Spot! FABULOUS OCEAN VIEWS.

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“What a wonderfully relaxing get-a-way!” From the moment we arrived, we received such a warm welcome! Every detail thought of: a welcome basket of fruit, beautiful flowers in the room & all amenities you need in the condo. We loved this unit & thought it was really cozy. The balcony view was fantastic & we could not get enough of whale & turtle watching along with all the daily boat activities.

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$339

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$540

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$594

Maui Kamaole #G-101 Ocean View, Close to Beach, A/C, Hot Tub, Great Rates

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$532

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$654

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$319

Palms at Wailea #205 Fully Remodeled, Ground Floor Unit, Shared Hot Tub, A/C

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$955

Palms at Wailea #1902 Garden View, A/C Throughout, Fast Wifi, Shared Hot Tub

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A breath of fresh air” I have stayed at many different rentals never knowing if the pictures show what the condo really looks like. This rental was exactly what was shown and more! We were impressed with the updated features and location. The balcony was our favorite and the condo was very clean and accommodating for all our needs. Thank you for having a beautiful place that added to a wonderful vacation!

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$500

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$667

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$450

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$650

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$1,144

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$582

Palms at Wailea #1508 The Ultimate Condo at the Palms,Great Location on Maui

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Two weeks in Paradise…” This was our third time on Maui and second time staying at Palms at Wailea. We love the location and ambiance of this condo complex, but the Unit #1508 definitely exceeded our expectation. It is a very nice and well-appointed unit with beautiful views of West Maui Mountains and neighboring islands. We spent many morning and on the lanai enjoying breathtaking sunsets and beautiful colors reflecting of the mountains after sunrises. The grounds are impeccably maintained. The Rentals Maui staff as very attentive to all our needs, listened very well and made sure that we have top notch vacations experiences. We will definitely return to Maui - we hope to be able to rent the same unit through Rentals Maui in the future.

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,115

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$506

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$412

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$399

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$567

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$503

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$630

Wailea Elua 207 Ocean View, Ground Floor, Wailea Beach Path Close, A/C

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

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Price per night from

$675

“Great location, terrific view from the lanai!” We loved our stay at the Palms! The condo was very well equipped. A great view from the lanai and just minutes from the beach and shops. We would definitely rent this unit again!!

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$910

Grand Champions #48 Stunning 180 Degree Ocean Views. Top Floor Paradise Home

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best experience ever in USA. Loved every minute of our stay.” #51 @ #48 condos were by far even better than the reviews and pictures described. My family from Canada and myself were truly impressed by the attention to detail and how well the units were presented. From the moment we walked in til the moment we left, we felt right at home with absolutely everything we could have needed or wanted to make our vacation complete.

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,011

Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea!

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay for the price” We loved the location and views from our units. The pool was warm and quite nice despite having many restrictions. The units were clean and nice looking however many of the amenities promised (ie. beach equipment) were not in good enough shape to even be useful. If you are advertising these amenities, they should be in decent shape (both beach umbrellas were broken and the cooler bag was so beat up it leaked water all over the place). The property managers skimped on some of the simple things like providing more than a couple of garbage bags and rolls of toilet paper or making sure the light bulbs were new (3 went out during our 10day stay). The garbage disposal in one unit was broken altogether and the screen door in the other had no handle from the outside (a big problem if you go outside and close the door behind you). The rental agency was difficult to reach but did eventually come and replace the light bulbs. All in all we had a good stay but these little things would make a big difference.

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$600

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,004

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$774

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$669

Maui Sunset #A-508 Oceanfront Property, Ocean View, Full A/C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Horse riding, Jacuzzi or hot tub, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$676

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