Discover a selection of 4,000 holiday rentals in Wailea, HI, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 152 per night, and flats & apartments and villas are popular options for a stay in Wailea. Either way, you'll find a rental 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 features

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 rentals are available around Wailea?

Our 2022 accommodation listings offer a large selection of 4,223 holiday lettings around Wailea. From 3,852 flats & apartments to 106 villas, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

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

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

  • Wailea Gold Golf Course: 4,383 holiday lettings
  • Wailea Emerald Golf Course: 4,398 holiday lettings
  • Wailea Blue Golf Course: 4,417 holiday lettings
  • Ulua Beach Park: 4,498 holiday lettings
  • Shops at Wailea: 4,542 holiday lettings

But there are many other points of interest around Wailea listed on Vrbo UK 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 Flats in Wailea?

Yes, of course. Vrbo UK offers 3,852 Flats in Wailea. Our other popular types of Wailea holiday rentals include:

  • Villas: 106 self catering accommodations
  • Cottages: 20 self catering accommodations
  • Resorts: 16 self catering accommodations

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

Can I find a holiday accommodation with pool in Wailea?

Yes, you can select your preferred holiday accommodation with pool among our 3,928 holiday homes with pool available in Wailea. Please use our search bar to access the selection of holiday rentals available.