Holiday rentals near Lahaina Pali Trail
We found 10,369 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to Lahaina Pali Trail that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Lahaina Pali Trail
Showing deals for:3 Oct - 10 Oct
Image gallery for Charming, Beautifully Remodeled, Historic Plantation Home
9.89.8 out of 10 rating
Exceptional
(78 reviews)
Charming, Beautifully Remodeled, Historic Plantation Home
Lanai City, HI
15% off
Price is AU$4,110
AU$4,110
AU$587 per night
includes taxes & fees
Image gallery for Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
1010 out of 10 rating
Exceptional
(178 reviews)
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Kihei, HI
7% off
Price is AU$4,814
AU$4,814
AU$688 per night
includes taxes & fees
Image gallery for New! The Aloha Cottage in Puamana, Maui Hawaii
9.69.6 out of 10 rating
Exceptional
(85 reviews)
New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina, HI
7% off
Price is AU$6,261
AU$6,261
AU$894 per night
includes taxes & fees
Image gallery for PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
1010 out of 10 rating
Exceptional
(92 reviews)
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Kihei, HI
7% off
Price is AU$10,526
AU$10,526
AU$1,504 per night
includes taxes & fees
Image gallery for Oceanfront Corner Unit | Stunning Views & Comfort
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Oceanfront Corner Unit | Stunning Views & Comfort
Maalaea, HI
7% off
Price is AU$8,933
AU$8,933
AU$1,276 per night
includes taxes & fees
Image gallery for WHITE LOTUS🏝️ New Bespoke Euro Luxury Golf Villa, Ground Level, Steps to Beach
1010 out of 10 rating
Exceptional
(27 reviews)
WHITE LOTUS🏝️ New Bespoke Euro Luxury Golf Villa, Ground Level, Steps to Beach
Kapalua, HI
7% off
Price is AU$13,085
AU$13,085
AU$1,869 per night
includes taxes & fees
Image gallery for 2 Bedroom Paradise Getaway
9.89.8 out of 10 rating
Exceptional
(97 reviews)
2 Bedroom Paradise Getaway
Kaunakakai, HI
11% off
Price is AU$2,577
AU$2,577
AU$368 per night
includes taxes & fees
Image gallery for Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
Kihei, HI
7% off
Price is AU$2,159
AU$2,159
AU$308 per night
includes taxes & fees
Image gallery for Remodeled Oceanfront Condo with Stunning Views
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Remodeled Oceanfront Condo with Stunning Views
Maalaea, HI
7% off
Price is AU$10,357
AU$10,357
AU$1,480 per night
includes taxes & fees
Image gallery for New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
9.29.2 out of 10 rating
Wonderful
(13 reviews)
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Kihei, HI
6% off
Price is AU$3,230
AU$3,230
AU$461 per night
includes taxes & fees
Image gallery for Puamana Ocean Front Tropical Paradise 226-1
9.09.0 out of 10 rating
Wonderful
(118 reviews)
Puamana Ocean Front Tropical Paradise 226-1
Lahaina, HI
7% off
Price is AU$11,785
AU$11,785
AU$1,684 per night
includes taxes & fees
Image gallery for Corner Unit with Panoramic Ocean Views Next to Pool at Napili Point
9.29.2 out of 10 rating
Wonderful
(57 reviews)
Corner Unit with Panoramic Ocean Views Next to Pool at Napili Point
Napili, HI
7% off
Price is AU$3,167
AU$3,167
AU$452 per night
includes taxes & fees
Image gallery for Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
Maalaea, HI
7% off
Price is AU$3,766
AU$3,766
AU$538 per night
includes taxes & fees
Image gallery for Secluded Ocean View Sleeps 14 - Fall Pricing book 10 nights for the price of 7.
1010 out of 10 rating
Exceptional
(61 reviews)
Secluded Ocean View Sleeps 14 - Fall Pricing book 10 nights for the price of 7.
Napili, HI
15% off
Price is AU$24,628
AU$24,628
AU$3,518 per night
includes taxes & fees
Image gallery for Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
1010 out of 10 rating
Exceptional
(168 reviews)
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia, HI
7% off
Price is AU$5,796
AU$5,796
AU$828 per night
includes taxes & fees
Image gallery for Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
Kihei, HI
6% off
Price is AU$3,353
AU$3,353
AU$479 per night
includes taxes & fees
Image gallery for Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
9.49.4 out of 10 rating
Exceptional
(51 reviews)
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Maalaea, HI
7% off
Price is AU$4,802
AU$4,802
AU$686 per night
includes taxes & fees
Image gallery for Ekahi 27A: Priceless Ocean View from a Private Lanai
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Ekahi 27A: Priceless Ocean View from a Private Lanai
Kihei, HI
7% off
Price is AU$6,295
AU$6,295
AU$899 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Condo - Big Nightly Discounts!!!
9.29.2 out of 10 rating
Wonderful
(48 reviews)
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Maalaea, HI
13% off
Price is AU$3,292
AU$3,292
AU$470 per night
includes taxes & fees
Image gallery for Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
1010 out of 10 rating
Exceptional
(71 reviews)
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Kihei, HI
7% off
Price is AU$4,674
AU$4,674
AU$668 per night
includes taxes & fees
Image gallery for Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
9.89.8 out of 10 rating
Exceptional
(155 reviews)
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
Kihei, HI
7% off
Price is AU$3,040
AU$3,040
AU$434 per night
includes taxes & fees
Image gallery for Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf
Kihei, HI
6% off
Price is AU$2,599
AU$2,599
AU$371 per night
includes taxes & fees
Image gallery for Summer specials of 20-30% off for stays of a week or more!
9.69.6 out of 10 rating
Exceptional
(123 reviews)
Summer specials of 20-30% off for stays of a week or more!
Kihei, HI
11% off
Price is AU$2,774
AU$2,774
AU$396 per night
includes taxes & fees
Image gallery for REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.69.6 out of 10 rating
Exceptional
(108 reviews)
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Maalaea, HI
7% off
Price is AU$3,895
AU$3,895
AU$556 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Lahaina Pali Trail
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Sleeps 26 · 11 bedrooms · 9 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
259 reviews(259 reviews)
Oceanfront 3 BR / 3 BA
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
165 reviews(165 reviews)
Honua Kai Konea Resort by KBM
Sleeps 6 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Sleeps 3 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
Privacy In Paradise - Top Rated Vacation Home in West Maui
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
Top rated rentals - Lahaina Pali Trail
Perfect Stay.
1010 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value