Holiday rentals near Makamakaole Trail
We found 5,112 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:18 Jul - 25 Jul
Image gallery for Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

1010 out of 10 rating
Exceptional
(191 reviews)
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Kihei, HI
7% off
Price is NZ$13,523
NZ$13,523
NZ$1,932 per night
includes taxes & fees
Image gallery for Beautiful beaches for swimming and sunsets! Kamaole Sands 3-207

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Beautiful beaches for swimming and sunsets! Kamaole Sands 3-207
Kihei, HI
7% off
Price is NZ$3,640
NZ$3,640
NZ$520 per night
includes taxes & fees
Image gallery for PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!

1010 out of 10 rating
Exceptional
(182 reviews)
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
Kihei, HI
7% off
Price is NZ$11,606
NZ$11,606
NZ$1,658 per night
includes taxes & fees
Image gallery for Maui Paradise: Steps to Sand & Sun. Blg#1-Ocean View, AC's, Fast Wifi, 1st Floor

1010 out of 10 rating
Exceptional
(30 reviews)
Maui Paradise: Steps to Sand & Sun. Blg#1-Ocean View, AC's, Fast Wifi, 1st Floor
Kihei, HI
7% off
Price is NZ$4,601
NZ$4,601
NZ$657 per night
includes taxes & fees
Image gallery for Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!

1010 out of 10 rating
Exceptional
(52 reviews)
Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!
Kihei, HI
7% off
Price is NZ$5,096
NZ$5,096
NZ$728 per night
includes taxes & fees
Image gallery for Nice Large Floor Plan / Pool View Unit B-201

1010 out of 10 rating
Exceptional
(153 reviews)
Nice Large Floor Plan / Pool View Unit B-201
Kihei, HI
7% off
Price is NZ$4,340
NZ$4,340
NZ$620 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
7% off
Price is NZ$8,537
NZ$8,537
NZ$1,220 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
(22 reviews)
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei, HI
7% off
Price is NZ$6,360
NZ$6,360
NZ$909 per night
includes taxes & fees
Image gallery for Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split AC

9.89.8 out of 10 rating
Exceptional
(148 reviews)
Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split AC
Kihei, HI
7% off
Price is NZ$4,340
NZ$4,340
NZ$620 per night
includes taxes & fees
Image gallery for Fantastically Remodeled Condo with Huge Ocean Views

1010 out of 10 rating
Exceptional
(94 reviews)
Fantastically Remodeled Condo with Huge Ocean Views
Kihei, HI
7% off
Price is NZ$5,027
NZ$5,027
NZ$718 per night
includes taxes & fees
Image gallery for Watch the whales from your own personal lanai!!!!

9.89.8 out of 10 rating
Exceptional
(84 reviews)
Watch the whales from your own personal lanai!!!!
Kihei, HI
7% off
Price is NZ$6,946
NZ$6,946
NZ$992 per night
includes taxes & fees
Image gallery for NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA

1010 out of 10 rating
Exceptional
(102 reviews)
NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA
Kihei, HI
7% off
Price is NZ$8,155
NZ$8,155
NZ$1,165 per night
includes taxes & fees
Image gallery for Wailea Ekahi 51F Oceanview - Walk to Beach

9.89.8 out of 10 rating
Exceptional
(94 reviews)
Wailea Ekahi 51F Oceanview - Walk to Beach
Kihei, HI
8% off
Price is NZ$4,408
NZ$4,408
NZ$630 per night
includes taxes & fees
Image gallery for 5 Star Ocean View, Beach House Chic, Click the Video tour below!

1010 out of 10 rating
Exceptional
(86 reviews)
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Kihei, HI
7% off
Price is NZ$4,985
NZ$4,985
NZ$712 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$9,448
NZ$9,448
NZ$1,350 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
(154 reviews)
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
Kihei, HI
7% off
Price is NZ$9,053
NZ$9,053
NZ$1,293 per night
includes taxes & fees
Image gallery for Amazing Oceanfront Views!

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Amazing Oceanfront Views!
Kihei, HI
7% off
Price is NZ$6,983
NZ$6,983
NZ$998 per night
includes taxes & fees
Image gallery for Beachfront South Kihei Road ~ Royal Mauian

1010 out of 10 rating
Exceptional
(6 reviews)
Beachfront South Kihei Road ~ Royal Mauian
Kihei, HI
7% off
Price is NZ$5,195
NZ$5,195
NZ$742 per night
includes taxes & fees
Image gallery for Private Ocean View Cottage Overlooking Wailea

1010 out of 10 rating
Exceptional
(13 reviews)
Private Ocean View Cottage Overlooking Wailea
Kihei, HI
5% off
Price is NZ$4,324
NZ$4,324
NZ$618 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
7% off
Price is NZ$4,188
NZ$4,188
NZ$598 per night
includes taxes & fees
Image gallery for **Elegant Condo, Ocean Front ! Top floor 2bed&2bath.. NO ELEVATOR

9.69.6 out of 10 rating
Exceptional
(72 reviews)
**Elegant Condo, Ocean Front ! Top floor 2bed&2bath.. NO ELEVATOR
Kihei, HI
7% off
Price is NZ$3,973
NZ$3,973
NZ$568 per night
includes taxes & fees
Image gallery for 🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

9.89.8 out of 10 rating
Exceptional
(138 reviews)
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Kihei, HI
7% off
Price is NZ$4,546
NZ$4,546
NZ$649 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$5,768
NZ$5,768
NZ$824 per night
includes taxes & fees
Image gallery for Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool

9.89.8 out of 10 rating
Exceptional
(76 reviews)
Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool
Kihei, HI
7% off
Price is NZ$6,242
NZ$6,242
NZ$892 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Makamakaole Trail
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Maui Sunset
Sleeps 5 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
422 reviews(422 reviews)
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
Wailea Beach Villas
Sleeps 8 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
Hotel Zoned, Legal STV Rental in Beautiful So Kihei. Just Steps to the Beach!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
229 reviews(229 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