Holiday rentals near Makamakaole Trail
We found 5,164 holiday rentals — enter your dates for availability
Select the perfect holiday rental that's near Makamakaole Trail. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a hot tub and garden. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Makamakaole 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 NZ$6,931
NZ$6,931
NZ$990 per night
includes taxes & fees
Image gallery for Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!
1010 out of 10 rating
Exceptional
(126 reviews)
Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!
Kihei, HI
7% off
Price is NZ$7,659
NZ$7,659
NZ$1,094 per night
includes taxes & fees
Image gallery for Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
Kihei, HI
8% off
Price is NZ$16,286
NZ$16,286
NZ$2,327 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 NZ$4,335
NZ$4,335
NZ$619 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 NZ$4,440
NZ$4,440
NZ$634 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 NZ$23,934
NZ$23,934
NZ$3,419 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 NZ$6,665
NZ$6,665
NZ$952 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 NZ$5,452
NZ$5,452
NZ$779 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 NZ$3,051
NZ$3,051
NZ$436 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 NZ$2,199
NZ$2,199
NZ$314 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 NZ$9,034
NZ$9,034
NZ$1,291 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 NZ$4,016
NZ$4,016
NZ$574 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
18% off
Price is NZ$3,724
NZ$3,724
NZ$532 per night
includes taxes & fees
Image gallery for Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
9.69.6 out of 10 rating
Exceptional
(84 reviews)
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
Kihei, HI
8% off
Price is NZ$11,317
NZ$11,317
NZ$1,617 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 NZ$4,070
NZ$4,070
NZ$581 per night
includes taxes & fees
Image gallery for Aloha! Close enough to the beach you can walk. Maui misses you!
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Aloha! Close enough to the beach you can walk. Maui misses you!
Kihei, HI
7% off
Price is NZ$3,754
NZ$3,754
NZ$536 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 NZ$4,418
NZ$4,418
NZ$631 per night
includes taxes & fees
Image gallery for Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
9.89.8 out of 10 rating
Exceptional
(156 reviews)
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
Kihei, HI
7% off
Price is NZ$8,695
NZ$8,695
NZ$1,242 per night
includes taxes & fees
Image gallery for Beachfront Platinum Condo, Makena Surf. 15% off till 7/31 due to construction.
1010 out of 10 rating
Exceptional
(50 reviews)
Beachfront Platinum Condo, Makena Surf. 15% off till 7/31 due to construction.
Kihei, HI
7% off
Price is NZ$12,555
NZ$12,555
NZ$1,794 per night
includes taxes & fees
Image gallery for Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
1010 out of 10 rating
Exceptional
(8 reviews)
Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
Kihei, HI
7% off
Price is NZ$5,142
NZ$5,142
NZ$735 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 NZ$2,483
NZ$2,483
NZ$355 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 NZ$8,111
NZ$8,111
NZ$1,159 per night
includes taxes & fees
Image gallery for Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
1010 out of 10 rating
Exceptional
(48 reviews)
Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
Kihei, Hawaii
7% off
Price is NZ$13,985
NZ$13,985
NZ$1,998 per night
includes taxes & fees
Image gallery for Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
9.69.6 out of 10 rating
Exceptional
(106 reviews)
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Kihei, HI
7% off
Price is NZ$8,918
NZ$8,918
NZ$1,274 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Makamakaole Trail
Showing deals for: 16 Sept - 19 Sept
Wailea Beach Villas
Sleeps 8 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
The current price is NZ$6,391
NZ$6,391
for 3 nights, 1 room
NZ$2,130 per night
includes taxes & fees
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
The current price is NZ$1,916
NZ$1,916
for 3 nights, 1 apartment
NZ$639 per night
includes taxes & fees
Gated 2-story beach house with big yard
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
The current price is NZ$4,360
NZ$4,360
for 3 nights, 1 villa
NZ$1,453 per night
includes taxes & fees
195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
The current price is NZ$1,955
NZ$1,955
for 3 nights, 1 apartment
NZ$652 per night
includes taxes & fees
180° Oceanfront View!! Completely Remodeled - Luxury Condo!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
181 reviews(181 reviews)
The current price is NZ$2,187
NZ$2,187
for 3 nights, 1 apartment
NZ$729 per night
includes taxes & fees
Deluxe 4-bedroom home across from Kalepolepo Beach! Steps to the Pool & full AC!
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$5,335
NZ$5,335
for 3 nights, 1 apartment
NZ$1,778 per night
includes taxes & fees
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
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