1592+ Hotel & Resort Deals in Wailea |
  1. USA
  2. Hawaii
  3. Kihei
  4. Wailea

Wailea Hotels, Resorts, and Rentals

About Wailea Vacation Rentals

There are more than 1592 places to stay in Wailea that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Wailea.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Wailea, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Wailea. Places to stay near Wailea are 1240.67 ft² on average, with prices averaging ZA R15,845 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Wailea with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Show more
Show less

Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Wailea

Type Count
Holiday Apartments 199
Vacation Homes 185
Villas 109
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Wailea

★ Pro Tip: Hotala.co.za has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Wailea.

Weather in Wailea, HI

View the weather forecast for Wailea before booking your Wailea 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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


South Maui 6,176 Properties
Keawakapu Beach 5,468 Properties
Mokapu Beach 5,461 Properties
Ulua Beach 5,457 Properties
Ulua Beach Park 5,452 Properties
Wailea Shopping Village Shopping Center 5,451 Properties
Shops at Wailea 5,439 Properties
Wailea Beach 5,293 Properties
Polo Beach 4,632 Properties
Wailea Blue Golf Course 4,422 Properties
Palauea Beach 3,644 Properties
Makena 1,387 Properties

Frequently Asked Questions About Wailea?

What are the top hotels or resorts in Wailea?

You have a lot of choices in or near Wailea. If you need a hotel in the Wailea area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Wailea:

How many vacation rentals have private pools in Wailea?

There are 84 accommodation options with private pools in or near Wailea. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Wailea is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Wailea, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Wailea:

How many hotels, resorts, or rentals are available in Wailea?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 1592 in the Wailea area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Wailea.


People Also Ask

There are 22 hotels in Wailea 18 resorts, and 493 rentals

Recently Booked Hotels, Resorts, or Rentals in Wailea