Spend Some Time in Lahaina

It’s a simple fact that most people who visit Maui end up in Lahaina at one point or another, and this isn’t an accidental phenomenon. This town is historic, picturesque and packed with fascinating sights, so don’t feel bad for following the crowd this time around.


Lahaina’s heritage reflects elements of the whaling industry as well as the Hawaiian royalty who once considered this the capital of their kingdom. Museums and well-preserved buildings will give you an idea of the impressive culture; just take a stroll down Front Street for an up close and personal look at both modern shops and nineteenth century architecture. Stop off in Banyan Tree Square to check out the giant tree that has spread its way over most of an acre and keep your eyes open for the live entertainment and special events that define this lively area.


Western Maui, which also includes Kaanapali and Kahana, is a fine place to get in touch with nature, as well. Hills, valleys, rainforests and water falls will add an element of lush beauty to your trip, and if you’re here during the winter season you’ll not want to miss the chance to watch a few breaching humpbacks from a scenic overlook or from the decks of a whale watching boat.


Days spent hiking, strolling, sailing and napping in the sun will acquaint you with all that Lahaina and its surroundings have to offer, and staying in a condo or beach house will further enhance the experience. Just beyond the subdued bustle of downtown is a world best viewed from the comforts of a private lanai, so pick out a sweet spot to spend your hard-earned vacation.


More than just a place to haphazardly stumble across, Lahaina is one of Hawaii’s brightest gems.

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Vacation Rentals in Lahaina

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Papakea - Remodeled 2BR/2BA - Rent Owner Direct – Property 218776

  • Lahaina rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, River, Communal Pool
  • Calendar Last Updated On: May 24, 2013
Unit J-104 at Papakea is a great ground-floor condo with two bedrooms and two full bathrooms. It's completely updated with new carpeting, comfortable furnishings,...

Ocean View 2BR/2BA, Premium Location! – Property 325725

  • Lahaina rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: May 23, 2013
Unit 305 in the Hokulani Tower is on the inner courtyard of the resort with a direct Ocean View. In fact, the units ending in 05 are some of the closest 2-bedroom...

'Pulelehua House' ***Stop!!!***You May Have Found It!!!** – Property 3248601

  • Lahaina rental - villa, 4 bedrooms, sleeps 10, 4 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: May 23, 2013
Endless views of the ocean and the islands of Molokai and Lanai can be enjoyed from almost every room in this newly built luxury home atop Pineapple Hill, in...

"Hale Kamaka" ****STOP!!!!!***YOU MAY HAVE FOUND IT!!!**** – Property 3246785

  • Lahaina rental - villa, 3 bedrooms, sleeps 8, 2 bathrooms, accept credit card, Waterfront
  • Calendar Last Updated On: May 23, 2013
This secluded seafront property sets the scene for your Hawaiian experience. Offering panoramic sea and island views, Hale Kamaka comfortably accommodates up to...

'Hale Kalani' ***Beautiful Napili Bay!!!*** – Property 3245488

  • Lahaina rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms,
  • Calendar Last Updated On: May 23, 2013
'E komo mai, nou ka hale' is a traditional Hawaiian greeting meaning 'Welcome, this home is yours' Welcome to Hale Kalani, a gorgeous 3 story town home located...

'Lahaina Dream 4' ***STOP!!!***YOU MAY HAVE FOUND IT!!!!!*** – Property 3225512

  • Lahaina rental - house, 4 bedrooms, sleeps 8, 4 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
Outrageous, unobstructed, best tri-island views! This spectacular 11 acre estate was built for privacy. This exotic estate is nestled in the foothills of the West...

''Lahaina Dream 6'' ***Truly A Dream! In Lahaina!!!***Must See!!** – Property 3225511

  • Lahaina rental - house, 6 bedrooms, sleeps 12, 6 bathrooms,
  • Calendar Last Updated On: May 23, 2013
Outrageous, unobstructed, best, tri-island views! This spectacular 11 acre estate was built for privacy. This exotic estate is nestled in the foothills of the West...

''Lahaina Dream 5'' ***STOP!!!***YOU MAY HAVE FOUND IT!!!**** – Property 3224445

  • Lahaina rental - house, 5 bedrooms, sleeps 10, 6 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
Outrageous, unobstructed, best tri-island views! This spectacular 11 acre estate was built for privacy. This exotic estate is nestled in the foothills of the West...

'Makena Aloha Estate' **Abundance of Love** – Property 3215559

  • Lahaina rental - villa, 6 bedrooms, sleeps 14, 5 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
The moment you walk through the front door you will feel as though you have found a bit of paradise! The Makena Aloha Estate offers a post card perfect 180 degree...

''MAKENA ALOHA'' **Gorgeous Ocean Views!** – Property 3215494

  • Lahaina rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
The moment you walk through the front door you will feel as though you have found a bit of paradise! Makena Aloha offers a post card perfect 180 degree unobstructed...

'Hale Makoa Kai'***Impressions to Last a Lifetime!!!**** – Property 3214873

  • Lahaina rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
Video: http://www.youtube.com/watch?v=rcX5Jg4IsXk Virtual Tour: http://www.panaviz.com/customers/exoticestates/halemakoakai/ This elegant ocean view estate...

''Endless Sunset'' *Amazing Ocean Views!* – Property 3213089

  • Lahaina rental - house, 3 bedrooms, sleeps 9, 2 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
Endless Sunset features a beautiful ranch style 3 bedroom, 2 bathroom custom built 2,100 sq ft home with spectacular ocean and mountain views.

''Bali Hale Cottage'' ***The Perfect Romantic Getaway!**** – Property 3212963

  • Lahaina rental - cottage, 1 bedroom, sleeps 2, 1 bathroom, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
This elegant, one bedroom, cottage has spectacular views of the islands of Molokai, Lanai, and Koolawe, making it a perfect site for intimate Weddings and...

''Turtle Cove'' ***Imagine Sea Turtles in Your Own Maui Cove!!!**** – Property 3212960

  • Lahaina rental - villa, 4 bedrooms, sleeps 8, 4 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: May 23, 2013
This very private villa is located in one of the most rare and breathtaking locations in all of West Maui.This grande dame of luxury homes features splendid...

'A Plantation Estate' **Hawaiian Luxury in The Plantation Estates!!** – Property 3212164

  • Lahaina rental - house, 4 bedrooms, sleeps 8, 4 bathrooms, accept credit card, Near The Ocean, Resort, Rural, Town
  • Calendar Last Updated On: May 23, 2013
This ultra luxurious 6200 sq.ft, 4 bedroom gated property is surrounded by tropical plants and trees to create a private oasis in paradise.

''Lahaina Oceanfront Estate'' ***STOP!!!***YOU MAY HAVE FOUND IT!**** – Property 3209114

  • Lahaina rental - villa, 6 bedrooms, sleeps 12, 5 bathrooms, accept credit card, Beach, Near The Ocean
  • Calendar Last Updated On: May 23, 2013
For a virtual tour of Lahaina Oceanfront Estate:...

New Lahaina listing near saltwater pool ----Available: 06/16-06/20---- – Property 3504957

  • Lahaina rental - condo, 1 bedroom, sleeps 4, 1 bathroom, wheelchair accessible, Resort
  • $770/week
  • Calendar Last Updated On: May 23, 2013
• Our condo is in a great location in the resort-ground floor condo that overlooks the garden surrounding the saltwater pool.

Beautiful condo in the Heart of Historic Lahaina -----Available 06/15-06/19----- – Property 981148

  • Lahaina rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach, Town
  • Calendar Last Updated On: May 23, 2013
We now own 2 units at Aina Nalu. If your dates are not available check out our other listing at: http://www.homeaway.com/vacation-rental/p3504957 • Beautiful and...

Ka'anapali Beach Club - Click “Book Now” to securely book online – Property 3493327

  • Lahaina rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, accept credit card, Beach
  • Calendar Last Updated On: May 23, 2013
****Click the “BOOK NOW” button for live rates and availability…book securely online**** The Ka'anapali Beach Club is the perfect place for sunrise and sunset...

Ka'anapali Beach Club - Click “Book Now” to securely book online – Property 3493318

  • Lahaina rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach
  • Calendar Last Updated On: May 23, 2013
****Click the “BOOK NOW” button for live rates and availability…book securely online**** Room has either one king sized bed and a sleeper sofa or two double beds.
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