Wailea holiday rentals

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Best Wailea vacation rentals

Most recommended vacation rentals in Wailea

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Wailea Grand Champions Villas - Coraltree Residence Collection - Wailea - Balcony
Parking
Free Wi-Fi
Pool
Maui Banyan
7.9 Good
$567+
$567+
Free Wi-Fi
Pool
$4,474+
Free Wi-Fi
Pool
Pet-friendly
126 Hale Kamaole
8.9 Very Good
$1,296+
$1,296+
Parking
Free Wi-Fi
Pool
Wailea Grand Champions
8.4 Very Good
$1,063+
$1,063+
Free Wi-Fi
Pool
Mana Kai 311A
10 Wonderful
$828+
$828+
Parking
Free Wi-Fi
Pool

When to book a holiday rental in Wailea

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Wailea vacation rental deals

  • For family-friendly Wailea vacation rentals, consider booking Ekahi 32A, a spectacular 2-bedroom condo with 2 bathrooms that can accommodate up to 7 people. Located in the peaceful Ekahi Village, this condo unit features spacious, air-conditioned rooms, an outdoor pool, laundry facilities, a well-fitted kitchen, and beach toys for kids. The property also has spacious lanais, where you can enjoy great views of the ocean and the surrounding gardens.
  • If you're looking for the best beachfront vacation rentals in Wailea, you can check into Wailea Beach Villa L409, a 4-bedroom villa with 3 bathrooms, that accommodates up to 9 people. The property features spacious rooms with flat-screen TVs, PlayStation, and iPod docks in bedrooms. It also includes a gourmet kitchen, a wine cooler, an outdoor grill, and a fitness center.
  • Those traveling with pets can check into The Villas at Fairmont Kea Lani. The vacation home welcomes pets of all sizes upon request at a fee. You can also check into Ekahi 13C, a 1-bedroom vacation rental that welcomes only one dog under 50 lbs at a fee. Cats aren’t allowed into the property. These vacation homes have a spacious playing area and a potty area for your pet.
  • Car owners or those visiting the destination with rented vehicles can find multiple hotels with free parking. For Wailea vacation rentals with free parking, consider booking Wailea Ekolu #607. The vacation home also features a private pool, an outdoor pool, and spacious rooms with a balcony. You can also book Maui Banyan, a 1-bedroom property with free parking, a private bathroom, and a well-fitted kitchen with an outdoor dining area.
  • For Wailea house rentals with a pool, consider booking Mana Kai 314C, a 2-bedroom apartment with a pool and fitness center. The property features spacious rooms with a private bathroom, a gourmet kitchen, laundry facilities, and free parking. You can also check into Makena Surf, which has an outdoor pool, a jacuzzi, and a private beach.
  • Beachfront is the most popular holiday rental property amenity in Wailea
  • Holiday rentals in Wailea are around 17% more expensive than hotels on average. Search here to compare prices for all accommodation types in Wailea.
  • The best holiday rental properties in Wailea are Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4) (9.9, 53 reviews), Romantic 1 BR Condo with King Tempurpedic (9.8, 20), and Summer Specials! Cozy Condo Across the Street from the Ocean! (9.6, 28), based on ratings and reviews from real travellers.
  • Book your Wailea holiday rental at least 47 days before your stay begins to get the best price.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Wailea for 6 days.

FAQs when booking a holiday home in Wailea

  • How much is a holiday rental for a week in Wailea?

    The average price for a weekly Wailea holiday rental found by KAYAK users in the last 2 weeks is $15,076.

  • How much is a holiday rental for a month in Wailea?

    The average price for a monthly Wailea holiday rental found by KAYAK users in the last 2 weeks is $64,612.

  • What types of holiday rentals are available in Wailea?

    There are loads of different property types that you can make your holiday home in Wailea. You’ll find condos, houses and apartments.

  • What are some of the most-loved holiday rentals available in Wailea?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Wailea Grand Champions Villas - Coraltree Residence Collection.

  • Are there any pet-friendly holiday rentals in Wailea?

    There are a number of dog and pet-friendly Wailea holiday rentals, with around 3% allowing you to bring your pet along with you.

  • How much is a holiday rental in Wailea?

    KAYAK users have found holiday rentals in Wailea for as cheap as $550 in the last 3 days. The average price is $2,154.

  • How much is a holiday rental in Wailea for tonight?

    In the last 72 hours, users have found Wailea holiday rentals for tonight for as low as $1,033. Search here for similar prices

  • How much is a holiday rental in Wailea for this weekend?

    In the last 72 hours, users have found Wailea holiday rentals for this weekend for as low as $556 per night. Search here for similar prices

  • How can I find holiday rentals near me in Wailea?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • What are the best vacation rentals for couples in Wailea?

    For a quality romantic break with your partner, you can check into Grand Champions 2A Studio, a studio that can accommodate 2 people. The vacation home is air-conditioned, has a separate kitchen, and includes a hot tub. It also has an outdoor seating area where you can enjoy the best ocean views. Grand Champions 2A Studio is a short walk from Ulua and Mokapu beaches.

  • What vacation rentals in Wailea have barbecue facilities?

    If you want to grill something while on vacation in Wailea, you can check into Maui Kamaole, which has a terrace with an outdoor grill. The vacation home also includes a heated pool and a kitchen with an outdoor dining area. You can also check into Kihei Akai, which has a patio with an outdoor grill. You can relax at the property’s outdoor furniture or enjoy ocean views from the balcony.

  • What vacation rentals in Wailea are close to Wailea Blue Golf Course?

    For Wailea vacation rentals close to the golf course, you can check into Aston Maui Hill, which is just 2.5 miles away. The vacation home features spacious suites with furnished private balconies, 2 bathrooms, and a seating area. You can also check into Polo Beach Club Rentals, less than a mile from the golf course.

  • What vacation rentals in Wailea are close to Kahului Airport?

    Castle Kamaole Sands offers an ideal option for visitors looking for vacation rentals close to Kahului Airport. The vacation home is just 15 miles from the airport and features an outdoor pool, a garden, a well-equipped kitchen, and a fitness center.

Where to stay in Wailea?

Our map will help you find the perfect place to stay in Wailea by showing you the exact location of each holiday rental.

Wailea holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Wailea. Find cheap holiday homes to rent in Wailea. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Wailea that suits you best.

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