
Holiday rentals near Maalaea Harbor
We found 10,573 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Maalaea Harbor that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include a hot tub and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Maalaea Harbor
Showing deals for:3 Oct - 10 Oct
Image gallery for Luxury Upcountry Villa with breathtaking views

1010 out of 10 rating
Exceptional
(41 reviews)
Luxury Upcountry Villa with breathtaking views
Makawao, HI
8% off
Price is AU$9,778
AU$9,778
AU$1,397 per night
includes taxes & fees
Image gallery for Mountain to Ocean Views Pole House @ Maui Adventure Villa

1010 out of 10 rating
Exceptional
(223 reviews)
Mountain to Ocean Views Pole House @ Maui Adventure Villa
Haiku, HI
8% off
Price is AU$4,456
AU$4,456
AU$637 per night
includes taxes & fees
Image gallery for Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views

1010 out of 10 rating
Exceptional
(171 reviews)
Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views
Kula, HI
7% off
Price is AU$8,376
AU$8,376
AU$1,197 per night
includes taxes & fees
Image gallery for HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.89.8 out of 10 rating
Exceptional
(84 reviews)
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Haiku, HI
14% off
Price is AU$4,871
AU$4,871
AU$696 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$6,540
AU$6,540
AU$934 per night
includes taxes & fees
Image gallery for Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006

1010 out of 10 rating
Exceptional
(31 reviews)
Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006
Haiku, HI
14% off
Price is AU$4,054
AU$4,054
AU$579 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 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 Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

9.09.0 out of 10 rating
Wonderful
(23 reviews)
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao, HI
7% off
Price is AU$2,526
AU$2,526
AU$361 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 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 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 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 Makena Surf C-107: Premier Luxury Condo • Largest 2-Bed • Oceanviews • Local Art

1010 out of 10 rating
Exceptional
(89 reviews)
Makena Surf C-107: Premier Luxury Condo • Largest 2-Bed • Oceanviews • Local Art
Kihei, HI
6% off
Price is AU$12,993
AU$12,993
AU$1,856 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 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 Oceanfront Corner Unit | Stunning Views & Comfort

9.89.8 out of 10 rating
Exceptional
(35 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 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 Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.

1010 out of 10 rating
Exceptional
(50 reviews)
Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.
Kihei, HI
8% off
Price is AU$11,075
AU$11,075
AU$1,582 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 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 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 ENJOY OUR LUXURIOUS AIR CONDITIONED HOME 150 FT. FROM THE BEACH.

9.89.8 out of 10 rating
Exceptional
(100 reviews)
ENJOY OUR LUXURIOUS AIR CONDITIONED HOME 150 FT. FROM THE BEACH.
Kahana, HI
7% off
Price is AU$5,043
AU$5,043
AU$720 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Maalaea Harbor
Showing deals for: 30 Sept - 3 OctKanai 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 AU$1,742
AU$1,742
for 3 nights, 1 apartment
AU$581 per night
includes taxes & fees
Beautiful 3-bedroom townhome in Kihei
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is AU$1,454
AU$1,454
for 3 nights, 1 home
AU$485 per night
includes taxes & fees
New Listing! Beautiful ocean view 2bed/2ba Condo on Kaanapali Beach Resort-style
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The current price is AU$2,529
AU$2,529
for 3 nights, 1 apartment
AU$843 per night
includes taxes & fees
Island Sands by Coldwell Banker Island Vacations
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
The current price is AU$2,936
AU$2,936
for 3 nights, 1 apartment
AU$979 per night
includes taxes & fees
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
177 reviews(177 reviews)
The current price is AU$1,522
AU$1,522
for 3 nights, 1 apartment
AU$507 per night
includes taxes & fees
Spectacular Ocean Maui Sunset View
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
The current price is AU$1,509
AU$1,509
for 3 nights, 1 apartment
AU$503 per night
includes taxes & fees
Top rated rentals - Maalaea Harbor
Great Location
1010 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
Enjoyed the Condo, views fantastic
John Q.
Stayed Sept 2022
- 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