We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes near Sail Maui

Lahaina, Maui, Hawaii 96761
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $378 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travellers to Lahaina are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    All 9 Rentals in Lahaina
    Kula Jasmine Studio1 / 50
    (2)Excellent
    3.6 kilometres from Sail Maui
    Studio, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Hale Kiana: Quiet mountain-side retreat.  Great Views1 / 15
    (2)Excellent
    4.5 kilometres from Sail Maui
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    4.0 kilometres from Sail Maui
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Nestled on the slopes of Haleakala with a view from coast to coast1 / 29
    (1)Very good
    4.9 kilometres from Sail Maui
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2018
    The property was absolutely amazing. Quite, quaint, and serene, perfect for morning meditation and self reflection. We were a group of travel agents looking for places our...
    See all reviews
    About this property
    Haleakala Princess Estate is a very unique vacation rental in Upcountry Maui. This home was designed for Abigail Kapiolani Kawananakoa and has been lovingly restored by the current owner. Careful attention has been paid to every detail, from the gardens to the interior and exterior of both the...
    View all property information
    Location Information
    Kula, Maui
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Shaloha B&B1 / 12
    (4)Excellent
    4.8 kilometres from Sail Maui
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Terrace
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2018
    We loved every minute of our stay at this cottage in Kula, Maui. The place is exactly as advertised. It is extremely clean, the kitchen is great, and the view from the deck is...
    Reviewed 13 April 2016
    This detached Ohana house has beautiful view and is a lovely getaway in the upcountry of Maui. It is peaceful and relaxing. Clean, with a comfortable bed, comfortable...
    See all reviews
    About this property
    Experience a stay in upcountry maui. Our Ohana home has beautiful views of the ocean and mountains. We are located in a terrific walking neighborhood. Our home is kept nice and clean, with a comfortable bed and has a full kitchen. If you are keeping Kosher, we are walking distance to Chabad of...
    View all property information
    Location Information
    Kula, Maui
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    3.4 kilometres from Sail Maui
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Washer
    • Wi-Fi
    • Ocean Views
    • Grill
    • Balcony
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached private home has 2 bedrooms, 1 California King and 1 Queen bed, with luxury linens, comforters, and pillows. The cottage has a great room feel, with the kitchen, dining, and living room all open, looking onto the West Maui Mountains, Lanai, and Molokai. The kitchen is fully...
    View all property information
    Location Information
    Kula, Maui
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Private Home w/ Pool; Fruit Trees & Coastal Views, Near Haleakala National Park!1 / 37
    (2)Very good
    3.2 kilometres from Sail Maui
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Mountain Views
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    The house is very well located with an amazing view, great kitchen, dinning room, and leaving room. Pamela is a wonderful host, ready to answer any of your question. Kula is a...
    Reviewed 31 August 2017
    Great place and the view was amazing. It was great at night because it cooled down and was so comfortable. We enjoyed the pool, but beware of tiny mosquitos that pack a big bite!
    See all reviews
    About this property
    Unit: Kula Jewel | Maui Guidebook Summary For those seeking a family friendly home with private heated pool away from the crowds, while conveniently located near Haleakala National Park, look no further. This stand alone two bedroom two bathroom house is situated on an acre of manicured land with...
    View all property information
    Location Information
    Kula, Maui
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    2BR Suite with Hot Tub & Fruit Trees, Upcountry!1 / 39
    (12)Excellent
    3.4 kilometres from Sail Maui
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Shared Garden
    • Cable/satellite TV
    • Secure Parking
    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    We stayed at Pamela's place for our last night on Maui. It was a wonderful experience. The house was exactly as advertised, if not better. The views were magnificent, at night...
    Reviewed 18 April 2017
    The lodging suited us well and Pamela was a delightful host. We had everything we needed to prepare simple meals and plenty of space to relax. The hot tub was a great bonus...
    See all reviews
    About this property
    Unit: Kula Treat | Maui Guidebook BBMP 2015/0003 Summary This ground-level, two bedroom suite is in a private Upcountry home, tucked away in a quaint residential neighborhood close to the Kula Lodge Restaurant, local farmers market and small grocery store. (see below for more details about Kula.)...
    View all property information
    Location Information
    Kula, Maui
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    3.7 kilometres from Sail Maui
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    you won't miss one of the most amazing thing in this world, the sunrise at Haleakala. No permit needed, only pay the entrance fee and take our camping equipment to enjoy this wonderful and magical sunrise! you will fell comfortable, sleeping in our tent.. the camping ground its only 35min away to...
    View all property information
    Location Information
    Haleakala National Park, Maui
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Save time - get the best Lahaina rentals sent straight to your email!
    Get the List
    List your property
    Owner log in