Wine Country Villas - Vacation Rentals in Maha'ulepu Beach

3BR I Fabulous Villa | Walk to Poipu Beach, A/C From US $928
         

10.0 (8 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Ground Floor Luxury Penthouse in Poipu Kai From US $1,266
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
The Villas At Poipu Kai From US $1,983
         

New
Villa
  • Pool
  • View
  • Ocean View
3BR I Poolside Ground-Floor Villa |Walk to Beach|Hot Tub From US $1,041
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Luxury Villa l Designer Furnishings, Central A/C From US $936
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
D211 Second Floor 3-bedroom Poolside Lanai From US $795
         

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9.5 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Luxury Poolside Villa | Stunning Ocean View, Lanai From US $888
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
F211 Second Floor 3-bedroom Poolside Lanai From US $794
         

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9.5 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
4BR I Elegant Poolside Penthouse l Private Elevator From US $1,350
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Spacious Poolside Villa | Gourmet Kitchen, Lanai From US $910
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
4BR I Ground Floor Luxury Penthouse at The Villas | F100 From US $1,038
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Marriott's Waiohai Beach Club 2BR Oceanview Villa From US $1,397
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Luxury in Paradise l Beaches, Golf, Shopping From US $942
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
4BR I Exclusive Ocean View Penthouse l Grand Lanai, A/C From US $1,488
         

Kai Lani Ocean View Villa Pool, Tiki Bar & AC From US $2,201
         

9.6 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR I Poolside Lanai Villa l Parking, Sunset View From US $906
         

9.6 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Marriott Waiohai Resort, Stunning two bedroom on Poipu Beach! From US $815
         

Christmas Week - Marriott Waiohai Hawaii! From US $932
         

Waiohai Beach Club - Island View From US $712
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Marriott's Waiohai Beach Club 2BR Islandview Villa From US $1,748
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Spacious Villa -3 Min Walk to Beach, Private Lanai From US $1,382
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Winecountryvillas makes it easy to compare the best listings on Winecountryvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winecountryvillas 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 Maha'ulepu Beach.

Weather in Maha'ulepu Beach

View the weather forecast for Maha'ulepu Beach before booking your Maha'ulepu Beach 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

Other Places to Stay Near Maha'ulepu Beach, HI


Maha'ulepu Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Maha'ulepu Beach?
How many vacation rentals are available in Maha'ulepu Beach?

Currently, the total number of properties listed in 2026 is over 68 in the Maha'ulepu Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Maha'ulepu Beach.