9+ Vacation Rentals Near Wailea Beach |
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Pirate Cove Cottages - Vacation Rentals in Wailea Beach

Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,012
         

10.0 (200 Reviews)
Cottage
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
  • Air Conditioner
  • Parking
  • Pool

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Nahenahe Cottage From US $448
         

8.1 (9 Reviews)
House
Nahenahe Cottage
  • Air Conditioner
  • View
  • Ocean View

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Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $546
         

10.0 (152 Reviews)
Cottage
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
  • Air Conditioner
  • Parking
  • Pool

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Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004 From US $607
         

10.0 (184 Reviews)
Cottage
Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
  • Air Conditioner
  • Parking
  • Pool

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Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining From US $363
         

9.2 (35 Reviews)
Cottage
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
  • Air Conditioner
  • Parking
  • TV

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Romantic Private Garden Cottage B&B Within Walking Distance to the Beach! From US $212
         

10.0 (275 Reviews)
Cottage
Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
  • Air Conditioner
  • Parking
  • TV

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Private Ocean View Cottage Overlooking Wailea From US $330
         

10.0 (13 Reviews)
Cottage
Private Ocean View Cottage Overlooking Wailea
  • Air Conditioner
  • Parking
  • TV

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Cozy Cottage in Beautiful Wailea From US $265
         

New
Cottage
Cozy Cottage in Beautiful Wailea
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

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Oceanfront, beautiful, private property you have all to yourselves. From US $1,128
         

10.0 (43 Reviews)
Cottage
Oceanfront, beautiful, private property you have all to yourselves.
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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 Wailea Beach.

Weather in Wailea Beach

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

December - February
High 82°F       Low 63°F
March - May
High 86°F       Low 66°F
June - August
High 90°F       Low 71°F
September - November
High 90°F       Low 66°F

Top Attractions Around Wailea Beach, HI

Piratecovecottages offers a large selection of top attractions around Wailea Beach. Research things to do on your vacation before you visit Wailea Beach.


Haleakala National Park Maui Ocean Center Molokini Maalaea Harbor Kamaole Beach Park 3 Makena State Park Beach Keawakapu Beach Maui Tropical Plantation Kihei Town Center Shopping Center Kamaole Beach Park Kihei Regional Park Kamaole Beach Park 2 Maluaka Beach Kalama Beach Park Little Beach Hawaiian Islands Humpback Whale Sanctuary Visitor Center Maui Nui Golf Club Polo Beach Maalaea Beach Maui Fish Pipe