Vacation Rentals in Wailea Hawaii

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

WAILEA

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

SOUTH MAUI DESTINATIONS

Map of Wailea

Why Vacation in Wailea?

Wailea is a 1,500 acre Resort Community on the beautiful southwest coast of Maui. Known for its crescent-shaped beaches and incedbile layered ocean views. Wailea Beach was named one of the best beaches in the country and many of the beaches in and around Wailea are excellent for bathing, swimming, and snorkeling. Wailea is also home to the Maui Film Festival. 

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know Wailea.


Wailea Hawaii Vacation Rentals

2 KAMAOLE NALU, #604
$349/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 4
Ali'i Resorts

Wailea Elua 1702
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Hawaii Vacation Condos

Lavish living room
$585/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 4
AA Oceanfront Rentals and Sales

2 KIHEI SURFSIDE, #205
$239/night
Condo in Wailea Hawaii
1 Bed • 2 Full Baths • Sleeps 4
Ali'i Resorts

Wailea Elua 1305
Condo in Wailea Hawaii
3 Beds • 3 Full Baths • Sleeps 8
Hawaii Vacation Condos

Wailea Ekolu 1602
$300/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Maui Paradise Properties

Wailea Ekahi 40E
$280/night
Condo in Wailea Hawaii
1 Bed • 2 Full Baths • Sleeps 4
Maui Paradise Properties

Kihei Surfside #311
$239/night
Condo in Wailea Hawaii
1 Bed • 1 Full Bath • Sleeps 4
Ali'i Resorts

Naturally lit, spacious living area
$190/night
Condo in Wailea Hawaii
1 Bed • 1 Full Bath • Sleeps 4
AA Oceanfront Rentals and Sales

Grand Champions #86
$220/night
Condo in Wailea Hawaii
1 Bed • 2 Full Baths • Sleeps 2
Hawaii Vacation Condos

Naturally lit living room
$230/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
AA Oceanfront Rentals and Sales

Beautiful natural lit living area
$560/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 4
AA Oceanfront Rentals and Sales

Lush garden view from lanai
$115/night
Condo in Wailea Hawaii
1 Bed • 1 Full Bath • Sleeps 4
Maui Vision Properties

Amazing open layout with loft
$230/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
AA Oceanfront Rentals and Sales

Incredible oceanfront condo
$425/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
AA Oceanfront Rentals and Sales

Great living room with tropical view
$185/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 4
AA Oceanfront Rentals and Sales

Wailea Ekahi, #30B
$609/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 7
Ali'i Resorts

2 WAILEA ELUA, #2010
$449/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Ali'i Resorts

 2 SUGAR BEACH RESORT, 535
$459/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Ali'i Resorts

Living room opens to kitchen with washer/dryer
$140/night
Condo in Wailea Hawaii
1 Bed • 1 Full Bath • Sleeps 4
AA Oceanfront Rentals and Sales

Bright and open living area
$280/night
Condo in Wailea Hawaii
1 Bed • 2 Full Baths • Sleeps 4
AA Oceanfront Rentals and Sales

Bright and open layout
$230/night
Condo in Wailea Hawaii
2 Beds • 2 Full Baths • Sleeps 4
AA Oceanfront Rentals and Sales

Wailea Grand Champion #142
$229/night
Condo in Wailea Hawaii
1 Bed • 2 Full Baths • Sleeps 4
Ali'i Resorts

Kihei Akahi Resort Unit C505
$165/night
Condo in Wailea Hawaii
1 Bed • 1 Full Bath • Sleeps 2
Maui Vision Properties

TRENDING IN WAILEA


IDEA DRIVEN VACATIONS

Where to stay around Wailea Hawaii

Our March 2023 property listings offer a selection of 219 vacation rentals near Wailea. 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 Find Rentals.


Where are the best places to stay in Wailea?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Wailea:

  • Maui: 996 vacation rentals
  • Big Island Hawaii: 279 vacation rentals
  • Kauai: 26 vacation rentals

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Wailea.


What are some fun things to do in Wailea?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Wailea. Some of the most popular places to visit while you're traveling in Wailea while on vacation are Kolekole Gulch Park, Botanical World Adventures, Kolekole Beach Park, Hakalau Point Public Shoreline Access, Hakalau Veterans Park and a few more.

There are many other points of interest around Wailea listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Wailea Hawaii?

  • Hawaii Vacation Condos: 354 vacation rental properties
  • Maui Paradise Properties: 289 vacation rental properties
  • Ali'i Resorts: 182 vacation rental properties
  • AA Oceanfront Rentals and Sales: 109 vacation rental properties
  • Maui Vision Properties: 48 vacation rental properties

Can I rent condos in Wailea?

Yes. Find Rentals has 71 condos available for rent in Wailea.


Can I rent fishing rentals in Wailea?

Absolutely, Find Rentals has 70 fishing rentals in Wailea. You have also many other possibilities in Wailea area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Wailea?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.





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