Castle In Hawaii - Vacation Rentals in Ulupalakua

Ho'olei at Grand Wailea From US $1,808
         

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10.0 (5 Reviews)
Resort
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Fairmont Kea Lani Maui Villa Experience From US $3,796
         

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9.8 (7 Reviews)
Resort
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  • Pool
Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,397
         

10.0 (63 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
5 Star Ocean View, Beach House Chic, Click the Video tour below! From US $487
         

Luxury Places to Stay in Ulupalakua

Over 4423+ Luxury Places to Stay in or Near Ulupalakua
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New
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Wailea Elua Village Resort by KBM From US $9,199
         

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New
Condo
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ICONIC OCEANFRONT ESTATE IN WONDERFUL WAILEA, MAUI! From US $4,882
         

10.0 (7 Reviews)
House
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Polo Beach Club POL-109 by KBM From US $4,800
         

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8.0 (1 Review)
Condo
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Top-Rated Vacation Rentals with a Pool in Ulupalakua

Over 3840+ Top-Rated Vacation Rentals with a Pool in or Near Ulupalakua
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,139
         

10.0 (208 Reviews)
Cottage
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Romantic, Luxury, Sensual Retreat - Couples Only From US $686
         

10.0 (207 Reviews)
Condo
  • Air Conditioner
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  • Pool

Pet-Friendly Vacation Rentals in Ulupalakua

Over 26+ Pet-Friendly Vacation Rentals in or Near Ulupalakua
Luxury Condo at Kameole Beach T106 From US $236
         

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9.4 (34 Reviews)
House
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  • Pet Friendly
Bring the Dog to a Kihei Condo with Pool & Tennis From US $652
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • Pool
Relax on a Private Lanai in Sunny South Kihei From US $592
         

Wailea Ekolu #803 - Beautiful Ocean and Garden Views From US $333
         

10.0 (60 Reviews)
Condo
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  • Pet Friendly
Beautiful Home! Stunning Ocean Views! From US $943
         

10.0 (51 Reviews)
House
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  • Pet Friendly
Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis From US $410
         

Large Vacation Homes & Villas in Ulupalakua

Over 200+ Large Vacation Homes & Villas in or Near Ulupalakua
Hoolei 24-4 by Coldwell Banker Island Vacations From US $1,798
         

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10.0 (1 Review)
Villa
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A 5-Star Estate, Large Groups, Luxury Living From US $1,663
         

10.0 (80 Reviews)
Condo
  • Air Conditioner
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  • Pool
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area From US $1,666
         

Beachfront penthouse w/panoramic ocean views and pool access From US $1,800
         

Wheelchair Accessible Vacation Homes in Ulupalakua

Over 1302+ Wheelchair Accessible Vacation Homes in or Near Ulupalakua
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible
Grand Champions by KBM From US $2,387
         

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10.0 (4 Reviews)
Condo
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Ulupalakua Vacation Rentals and Airbnb Places to Stay Under $200

Over 72+ Ulupalakua Vacation Rentals and Airbnb Places to Stay Under $200
Deluxe Camper Van with Aloha From US $180
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Kamaole Sands 3-103 From US $199
         

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10.0 (1 Review)
House
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  • View
Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations From US $88
         

Instantly Bookable Vacation Homes in Ulupalakua

Over 2952+ Instantly Bookable Vacation Homes in or Near Ulupalakua
NEW KITCHEN REMODEL! Amazing View! From US $492
         

10.0 (159 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $695
         

Amazing view, Close to the beach, Wailea Ekahi Unit 20i From US $541
         

10.0 (138 Reviews)
Condo
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Beachfront Condo B303 From US $1,228
         

10.0 (101 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Maui Family Owned & Managed - Wailea Grand Champions Villa From US $529
         

About Ulupalakua Vacation Rentals

With more than 189 Ulupalakua vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Castleinhawaii and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Ulupalakua.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Ulupalakua, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Ulupalakua. Places to stay near Ulupalakua are 1757.44 ft² on average, with prices averaging US $1,565 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Ulupalakua with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Ulupalakua

Type Count
Villas 102
Holiday Apartments 33
Vacation Homes 29
Resorts 25

Use these Quick Filters to Find a Vacation Rental in Ulupalakua

Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Ulupalakua.

Weather in Ulupalakua

View the weather forecast for Ulupalakua before booking your Ulupalakua Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Ulupalakua Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Ulupalakua?
How many vacation rentals are available in Ulupalakua?

Currently, the total number of properties listed in 2026 is over 189 in the Ulupalakua area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Ulupalakua.