Most of our Maui vacation rentals are located in striking West Maui and stunning South Maui, with a few select Maui condo rentals available in the bucolic Upcountry. Each of these Maui communities has its own particular character, charm and appeal. Find the best location to suit your heart's desires.

West Maui: Lahaina and Kaanapali

West Maui is situated on the smaller and more ancient of the island's two volcanoes. The West Maui mountains provide the dramatic backdrop for this Maui community and throw their long silhouettes onto old sugarcane fields. A rugged northern coastline, white sand beaches and breathtaking bays ring the outer edge and make West Maui one of the most popular destinations in the world. Our West Maui condo rentals are primarily located in the Maui communities of Lahaina and Kaanapali.

Maui City of Lahaina:

It doesn't take long to understand why Lahaina was chosen as the setting of the royal court by Hawaiian kings. Its coastal setting, gentle trade winds, and mountain backdrop bestow a timeless quality that has attracted visitors from the moment it was first discovered. Modern Lahaina is one of most exciting Maui communities and is centered around a bustling small boat harbor surrounded by charming shops, restaurants, art galleries, museums and historical buildings. The best nightlife on Maui is found on Front Street.

Not to miss:

  • Banyan Tree Square, across from the harbor, which boasts the largest banyan tree in the world, shading almost 2/3 of an acre of land.
  • Front Street for restaurants, shops, art galleries, historical buildings and Maui's most exciting nightlife.
  • Pioneer Inn, a landmark dating back whaling-era, where Jack London once slept.
  • Lahaina Lighthouse, perhaps the oldest lighthouse in the Pacific.
  • Wo Hing Temple, a Taoist shrine, with a little theater that shows films shot by Thomas Edison. (Yes, that Thomas Edison, who visited the island in 1906.)
  • The Old Lahaina Luau, voted the most authentic Hawaiian luau.

Maui City of Kaanapali:

In addition to Kaanapali's three miles of sandy beaches, two championship golf courses, exciting shopping and fine restaurants, there are also quiet niches, lush palm groves and plumeria-scented gardens to be discovered. Kaanapali is a slightly more low key than Lahaina but still offers a little of everything that is Maui.

Not to miss:

  • Snorkeling in Black Rock, where you'll find immaculate coral and abundant tropical fish.
  • Kaanapali Beach Walk, a mile long stroll through precious garden artwork, eye-catching landscaping and seaside entertainment.
  • Whalers Village where there's always something happening, including sand sculpture, lei making, live Hawaiian music and Polynesian dances.
  • Two 18-hole golf courses, designed by Robert Trent Jones and Jack Snyder respectively.

South Maui: Kihei and Wailea

Nestled against Haleakala's leeward slopes and the Pacific Ocean, South Maui's weather is dry, dependable and often cited as the best in the Hawaii Islands -- stiff competition to be sure. Miles of soft sandy beaches, warm aquamarine water, and almost continuous sunshine make picturesque South Maui the ultimate destination for beach or water activities. Our South Maui vacation condo rentals are primarily located in Kihei and Wailea.

Maui City of Kihei:

If you like beaches and watersports, you'll love Kihei with soft sandy beaches running its entire length and a sun that always wants to shine. If you can tear yourself away from the dreamy beaches, which isn't easy, you'll find many delightful shops and restaurants as well as lively nightlife. Kihei is centrally located and provides easy access to many other Maui attractions.

Not to miss:

  • The beaches, for swimming, snorkeling, windsurfing, kayaking, and sunbathing or just to put some sand between your toes.
  • Hawaiian Islands Humpback National Marine Sanctuary, which features information about whales, turtles and other endangered marine life.
  • Captain Vancouver Monument where a totem pole commemorates the landing of this former member of Captain Cook's crew who became an advisor to Kamehameha the Great.
  • The abundance of restaurants, shops, museums and historical sites.

Maui City of Wailea:

Manicured lawns and exquisite tropical gardens give way to a gorgeous lava rock coastline beset with lovely, golden sand beaches. First class shopping, three championship golf courses, and a tennis club named 'Wimbledon West', give you a taste of what this upscale Maui community is all about. In addition, Wailea is impressively green for the dry side of the island and, while 100% Maui, feels like a world onto itself.

Not to miss:

  • Wailea Beach Walk, winding along the oceanfront and connecting all the beaches and resort hotels.
  • Polo Beach, named America's Best Beach in 1999.
  • The golf courses, sprawling through tropical gardens and volcanic landscapes.
  • The Kincha restaurant, built with 800 tons of stone from Mt Fuji.
  • The Humuhumunukunukuapuaa restaurant, which is encircled by a 70,000 gallon salt water lagoon. And who wouldn't want to eat in a restaurant called Humuhumunukunukuapuaa?

Upcountry: Kula

The cool, lush highlands of Maui where cascading greens hills of pine and eucalyptus trees overlook pineapple plantations and plains of sugarcane. Resting on the fertile slopes of Haleakala, Upcountry is farm and ranch territory, the breadbasket of the island, and life here proceeds at a more leisurely pace. By day you can find art galleries, tropical gardens and protea shops and at night you look up and feel as if you could touch the stars.

Not to miss:

  • Polipoli Spring State Agricultural Area, an unspoiled, almost untouched part of the Kula Forest Reserve.
  • Haleakala National Park, a magnificent protectorate of preserves, deserts, hiking, biking and horse trails set in and around the largest dormant volcano in the world.
  • Proteas. These startling flowers are literally bursting with color. Upcountry produces no less than 85 species that are sought all over the world.

Vacation rentals on Maui owns, manages and books all the houses and cottages on this site. You get a better travel experience because we control every aspect of the service: location, design, décor, maintenance, landscape, cleaning, booking. We guarantee your complete satisfaction with every stay.