Lakes Resorts - Vacation Rentals in Haleakala Crater

Ho'olei at Grand Wailea From US $3,013
         

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10.0 (5 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Four Seasons Resort Maui at Wailea From US $908
         

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9.6 (1002 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
2 Bedroom Twin at WorldMark Kihei From US $384
         

New
Resort
  • Air Conditioner
  • Parking
  • Pool
Upscale & Luxurious Oceanview Resort Vistas From US $689
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Ho‘olei Villas at Grand Wailea From US $2,497
         

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9.6 (45 Reviews)
Resort
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Walking distance to the beach (just across the road). From US $356
         

New
Resort
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Fairmont Kea Lani Maui From US $1,229
         

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9.4 (1011 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Maui Resort Kihei 2 Bedroom Condo From US $1,386
         

New
Resort
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
2 Bedroom Twin at WorldMark Kihei From US $379
         

New
Resort
  • Air Conditioner
  • Parking
  • Pool
2 Bedroom Twin at WorldMark Kihei From US $311
         

New
Resort
  • Air Conditioner
  • Parking
  • Pool
2 Bedroom Twin at WorldMark Kihei From US $272
         

New
Resort
  • Air Conditioner
  • Parking
  • Pool
Ocean View Penthouse: Steps to Beach, Fast Wi-Fi From US $304
         

3.0 (2 Reviews)
Resort
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Pro Tip: Lakesresorts makes it easy to compare the best listings on Lakesresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Lakesresorts 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 Haleakala Crater.

Weather in Haleakala Crater

View the weather forecast for Haleakala Crater before booking your Haleakala Crater 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

Haleakala Crater Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Haleakala Crater?
How many vacation rentals are available in Haleakala Crater?

Currently, the total number of properties listed in 2026 is over 89 in the Haleakala Crater area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Haleakala Crater.