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We found 4,041 holiday rentals — enter your dates for availability
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 £ 122 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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Find the best place to stay — Wailea
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.
Can I find a vacation rental around Wailea?
Yes, our 2021 property listings offer a large selection of 4,041 vacation rentals near Wailea. From 3,665 flats & apartments to 108 villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Wailea for a holiday or a weekend are on Vrbo.
Can I rent Flats in Wailea?
Yes, of course. Vrbo UK has 3,665 Flats in Wailea. Our other popular types of vacation rentals in Wailea include:
- Villas: 108 rentals available
- Cottages: 19 rentals available
- Resorts: 16 rentals available
But you can also enjoy a great stay in one of our other vacation rentals including Houses and more.
Can I find a vacation rental with pool in Wailea?
Yes, you can select your preferred vacation rental with pool among our 3,659 vacation rentals with pool available in Wailea. Please use our search bar to access the selection of vacation rentals available.