Holiday rentals near Lahaina Pali Trail
We found 10,328 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:19 Sept - 26 Sept
Image gallery for Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
1010 out of 10 rating
Exceptional
(84 reviews)
Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
Kihei, HI
11% off
Price is AU$6,417
AU$6,417
AU$917 per night
includes taxes & fees
Image gallery for "ALOHA" Ocean View Maui Kamaole Condo in South Maui
1010 out of 10 rating
Exceptional
(78 reviews)
"ALOHA" Ocean View Maui Kamaole Condo in South Maui
Kihei, HI
11% off
Price is AU$3,998
AU$3,998
AU$571 per night
includes taxes & fees
Image gallery for Newly Remodeled 1BR-just steps to the beach!
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Newly Remodeled 1BR-just steps to the beach!
Kaanapali, HI
7% off
Price is AU$4,940
AU$4,940
AU$706 per night
includes taxes & fees
Image gallery for Escape to Paradise – Your Dream Wailea Getaway Awaits!
9.89.8 out of 10 rating
Exceptional
(94 reviews)
Escape to Paradise – Your Dream Wailea Getaway Awaits!
Kihei, HI
7% off
Price is AU$4,093
AU$4,093
AU$585 per night
includes taxes & fees
Image gallery for Wailea Ekahi 54C: Best View & New Kitchen
1010 out of 10 rating
Exceptional
(36 reviews)
Wailea Ekahi 54C: Best View & New Kitchen
Kihei, HI
14% off
Price is AU$6,166
AU$6,166
AU$881 per night
includes taxes & fees
Image gallery for DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
1010 out of 10 rating
Exceptional
(112 reviews)
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
Kihei, HI
8% off
Price is AU$21,221
AU$21,221
AU$3,032 per night
includes taxes & fees
Image gallery for BEST VALUE! Partial Ocean View-Prime location-Steps to Kam II Beach-Redecorated
9.49.4 out of 10 rating
Exceptional
(127 reviews)
BEST VALUE! Partial Ocean View-Prime location-Steps to Kam II Beach-Redecorated
Kihei, HI
7% off
Price is AU$2,813
AU$2,813
AU$402 per night
includes taxes & fees
Image gallery for Beautiful OCEAN View! Across from the BEACH! From 140 a night!
9.09.0 out of 10 rating
Wonderful
(136 reviews)
Beautiful OCEAN View! Across from the BEACH! From 140 a night!
Kihei, HI
13% off
Price is AU$2,064
AU$2,064
AU$295 per night
includes taxes & fees
Image gallery for Experience Paradise Summer Special: Updated Kapalua Golf Villa 5-Star Ocean View
1010 out of 10 rating
Exceptional
(54 reviews)
Experience Paradise Summer Special: Updated Kapalua Golf Villa 5-Star Ocean View
Kapalua, HI
7% off
Price is AU$3,795
AU$3,795
AU$542 per night
includes taxes & fees
Image gallery for Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
1010 out of 10 rating
Exceptional
(24 reviews)
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei, HI
7% off
Price is AU$5,038
AU$5,038
AU$720 per night
includes taxes & fees
Image gallery for Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.
1010 out of 10 rating
Exceptional
(49 reviews)
Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.
Kaanapali, HI
16% off
Price is AU$7,032
AU$7,032
AU$1,005 per night
includes taxes & fees
Image gallery for Westin Kaanapali Oceanfront Resort, Great Studio, Sleeps Four....$400/N
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Westin Kaanapali Oceanfront Resort, Great Studio, Sleeps Four....$400/N
Kaanapali, HI
8% off
Price is AU$4,957
AU$4,957
AU$708 per night
includes taxes & fees
Image gallery for 3 minute walk to beach in South Maui!
9.89.8 out of 10 rating
Exceptional
(113 reviews)
3 minute walk to beach in South Maui!
Kihei, HI
7% off
Price is AU$4,632
AU$4,632
AU$662 per night
includes taxes & fees
Image gallery for New 11% discount for 7 plus night stays. Remodeled & beautiful ocean views.
1010 out of 10 rating
Exceptional
(105 reviews)
New 11% discount for 7 plus night stays. Remodeled & beautiful ocean views.
Kaanapali, HI
8% off
Price is AU$3,937
AU$3,937
AU$562 per night
includes taxes & fees
Image gallery for 20%off 7days! Ocean View Top Floor, Steps from Beach, AC all rooms, Pool, Tennis
9.89.8 out of 10 rating
Exceptional
(141 reviews)
20%off 7days! Ocean View Top Floor, Steps from Beach, AC all rooms, Pool, Tennis
Kihei, HI
19% off
Price is AU$3,443
AU$3,443
AU$492 per night
includes taxes & fees
Image gallery for Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
1010 out of 10 rating
Exceptional
(87 reviews)
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Kihei, HI
7% off
Price is AU$8,197
AU$8,197
AU$1,171 per night
includes taxes & fees
Image gallery for Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
9.89.8 out of 10 rating
Exceptional
(129 reviews)
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Maalaea, HI
7% off
Price is AU$3,752
AU$3,752
AU$536 per night
includes taxes & fees
Image gallery for Private gated home with 300 Foot private beach front, beach toys and much more!
1010 out of 10 rating
Exceptional
(64 reviews)
Private gated home with 300 Foot private beach front, beach toys and much more!
Kahana, HI
7% off
Price is AU$20,353
AU$20,353
AU$2,908 per night
includes taxes & fees
Image gallery for Luxury Meets Affordability! Permit Number: BBKM20150003
9.49.4 out of 10 rating
Exceptional
(114 reviews)
Luxury Meets Affordability! Permit Number: BBKM20150003
Kihei, HI
7% off
Price is AU$2,319
AU$2,319
AU$331 per night
includes taxes & fees
Image gallery for Book Summer '25 NOW! Ocean-view, top-floor condo for 2.
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Book Summer '25 NOW! Ocean-view, top-floor condo for 2.
Kihei, HI
5% off
Price is AU$4,072
AU$4,072
AU$582 per night
includes taxes & fees
Image gallery for Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
9.89.8 out of 10 rating
Exceptional
(75 reviews)
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Kihei, HI
7% off
Price is AU$3,574
AU$3,574
AU$511 per night
includes taxes & fees
Image gallery for Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
9.89.8 out of 10 rating
Exceptional
(179 reviews)
Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
Kihei, HI
14% off
Price is AU$7,355
AU$7,355
AU$1,051 per night
includes taxes & fees
Image gallery for Best Kapalua Location w/ 3 bedrooms, hot tub, lanai w/ 2 car garage @ Napili Bay
9.49.4 out of 10 rating
Exceptional
(105 reviews)
Best Kapalua Location w/ 3 bedrooms, hot tub, lanai w/ 2 car garage @ Napili Bay
Kapalua, HI
7% off
Price is AU$8,375
AU$8,375
AU$1,196 per night
includes taxes & fees
Image gallery for Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
1010 out of 10 rating
Exceptional
(172 reviews)
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
Maalaea, HI
7% off
Price is AU$4,954
AU$4,954
AU$708 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Lahaina Pali Trail
Showing deals for: 13 Sept - 16 Sept
Honua Kai Konea Resort by KBM
Sleeps 6 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
The current price is AU$2,638
AU$2,638
for 3 nights, 1 apartment
AU$879 per night
includes taxes & fees
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
258 reviews(258 reviews)
The current price is AU$3,400
AU$3,400
for 3 nights, 1 apartment
AU$1,133 per night
includes taxes & fees
Remarkable Oceanfront Living Awesome Location
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
The current price is AU$4,852
AU$4,852
for 3 nights, 1 home
AU$1,617 per night
includes taxes & fees
Kaanapali Alii
Sleeps 6 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
906 reviews(906 reviews)
The current price is AU$3,559
AU$3,559
for 3 nights, 1 room
AU$1,186 per night
includes taxes & fees
Location, Location.... Just Steps Away from the Ocean!
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
The current price is AU$3,544
AU$3,544
for 3 nights, 1 home
AU$1,181 per night
includes taxes & fees
Aston Maui Kaanapali Villas
Sleeps 4
8.68.6 out of 10
Excellentexcellent
2,410 reviews(2,410 reviews)
The current price is AU$1,638
AU$1,638
for 3 nights, 1 room
AU$546 per night
includes taxes & fees
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