Discover a selection of 4,000 holiday home rentals in Wailea, HI, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and air conditioning. Prices start at AU$ 242 per night, and flats & apartments and holiday houses are popular options for a stay in Wailea. Either way, you'll find holiday accommodation for everyone's needs.
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Top rated rentals — Wailea
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Destination guide

Explore the beachside setting in Wailea

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Wailea. Travellers especially like the snorkelling, golfing and diving in this romantic and relaxing city. Haleakala National Park and Wailea Beach are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities

Activities and attractions in and around Wailea

Are you hoping to find things to do in the city? Travellers enjoy Wailea for its snorkelling, golfing and swimming. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Wailea a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Maui Ocean Center (11 mi / 17.7 km)
  • Wailea Gold Golf Course (0.9 mi / 1.5 km)
  • Wailea Emerald Golf Course (0.9 mi / 1.5 km)
  • Makena Golf Course (1 mi / 1.7 km)
  • Wailea Blue Golf Course (1.5 mi / 2.5 km)
  • Maui Nui Golf Club (6.6 mi / 10.7 km)
Weather

Seasonal weather averages in Wailea

Travellers speak highly of Wailea for its snorkelling. If you're planning a holiday around the weather, August, July, September and October are the hottest months to visit, when temperatures average 31°F.

Natural highlights

Exploring the beaches and other natural features in Wailea

Wailea is famous for its beautiful ocean views, breathtaking sunsets and spectacular coral reefs. Whether you're an adventurous traveller or just want to take in the scenery, Wailea is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Haleakala National Park (17.9 mi / 28.7 km)
  • Wailea Beach (2.2 mi / 3.5 km)
  • Maui Nui Botanical Gardens (16.8 mi / 27 km)
  • Iao Valley State Park (17.4 mi / 27.9 km)
  • Maluaka Beach (1 mi / 1.6 km)
  • Po'olenalena Beach (1 mi / 1.7 km)
How to get there

How to get to and around Wailea

The nearest airport is in Kahului, HI (OGG), located 16.6 mi (26.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Kapalua, HI (JHM-West Maui), which is 26.6 mi (42.7 km) away.

How many holiday accommodation are available around Wailea?

Our 2021 accommodation listings offer a large selection of 4,066 holiday rentals around Wailea. From 3,698 flats & apartments to 341 holiday houses, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Wailea is on Stayz.

What are the most popular points of interest and landmarks to stay near when travelling to Wailea?

Stayz offers a large selection of holiday homes near great places in Wailea. From Stayz travellers, the most popular points of interest to stay near are:

  • Wailea Emerald Golf Course: 4,246 holiday rentals
  • Wailea Gold Golf Course: 4,246 holiday rentals
  • Wailea Blue Golf Course: 4,268 holiday rentals
  • Shops at Wailea: 4,372 holiday rentals
  • Wailea Shopping Village Shopping Center: 4,377 holiday rentals

But there are many other points of interest around Wailea listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Wailea?

Yes, of course. Stayz offers 3,698 Condos/Apartments in Wailea. Our other popular types of Wailea holiday rentals include:

  • Houses: 341 holiday houses
  • Villas: 110 holiday houses
  • Resorts: 18 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Cottages and more.

Can I find a holiday accommodation with pool in Wailea?

Yes, you can select your preferred holiday accommodation with pool among our 3,649 holiday homes with pool available in Wailea. Please use our search bar to access the selection of holiday rentals available.