Holiday rentals near Maalaea Harbor
We found 10,363 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:15 Aug - 22 Aug
Image gallery for Last minute discounts available, please ask.
9.89.8 out of 10 rating
Exceptional
(105 reviews)
Last minute discounts available, please ask.
Kahana, HI
8% off
Price is AU$36,533
AU$36,533
AU$5,219 per night
includes taxes & fees
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
8% off
Price is AU$11,786
AU$11,786
AU$1,684 per night
includes taxes & fees
Image gallery for Newly Remodeled 1BR-just steps to the beach!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Newly Remodeled 1BR-just steps to the beach!
Kaanapali, HI
7% off
Price is AU$4,997
AU$4,997
AU$714 per night
includes taxes & fees
Image gallery for OCEAN VIEW STUNNER, SNORKEL w/ TURTLES, PRIVATE COVE
9.89.8 out of 10 rating
Exceptional
(7 reviews)
OCEAN VIEW STUNNER, SNORKEL w/ TURTLES, PRIVATE COVE
Napili, HI
7% off
Price is AU$4,921
AU$4,921
AU$703 per night
includes taxes & fees
Image gallery for LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - Memorial Weekend Avail
9.49.4 out of 10 rating
Exceptional
(91 reviews)
LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - Memorial Weekend Avail
Kaanapali, HI
7% off
Price is AU$4,834
AU$4,834
AU$691 per night
includes taxes & fees
Image gallery for Beachfront luxury w/ California king beds, A/C and spectacular ocean sunset view
1010 out of 10 rating
Exceptional
(55 reviews)
Beachfront luxury w/ California king beds, A/C and spectacular ocean sunset view
Kihei, HI
8% off
Price is AU$5,895
AU$5,895
AU$842 per night
includes taxes & fees
Image gallery for Just another day in Paradise!
9.89.8 out of 10 rating
Exceptional
(111 reviews)
Just another day in Paradise!
Kihei, HI
7% off
Price is AU$6,137
AU$6,137
AU$877 per night
includes taxes & fees
Image gallery for Spectacular ocean and beach view 2 BR condo, steps from the ocean!
1010 out of 10 rating
Exceptional
(92 reviews)
Spectacular ocean and beach view 2 BR condo, steps from the ocean!
Kihei, HI
7% off
Price is AU$4,472
AU$4,472
AU$639 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
(31 reviews)
Maui Paradise: Steps to Sand & Sun. Blg#1-Ocean View, AC's, Fast Wifi, 1st Floor
Kihei, HI
7% off
Price is AU$3,782
AU$3,782
AU$540 per night
includes taxes & fees
Image gallery for Oceanfront 1BR Condo with Spectacular views + Pool.
1010 out of 10 rating
Exceptional
(52 reviews)
Oceanfront 1BR Condo with Spectacular views + Pool.
Kaanapali, HI
11% off
Price is AU$3,864
AU$3,864
AU$552 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$5,014
AU$5,014
AU$716 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
(110 reviews)
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
Kihei, HI
8% off
Price is AU$26,234
AU$26,234
AU$3,748 per night
includes taxes & fees
Image gallery for Ultimate Family Luxury! Breathtaking Oceanfront 3 Bed/3 Bath
1010 out of 10 rating
Exceptional
(189 reviews)
Ultimate Family Luxury! Breathtaking Oceanfront 3 Bed/3 Bath
Kaanapali, HI
7% off
Price is AU$16,456
AU$16,456
AU$2,351 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
(23 reviews)
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei, HI
7% off
Price is AU$5,705
AU$5,705
AU$815 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$4,105
AU$4,105
AU$586 per night
includes taxes & fees
Image gallery for Hula On In to Beach House Chic Style, Click the Video tour below!
1010 out of 10 rating
Exceptional
(130 reviews)
Hula On In to Beach House Chic Style, Click the Video tour below!
Kihei, HI
7% off
Price is AU$5,127
AU$5,127
AU$732 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
(124 reviews)
BEST VALUE! Partial Ocean View-Prime location-Steps to Kam II Beach-Redecorated
Kihei, HI
7% off
Price is AU$2,845
AU$2,845
AU$406 per night
includes taxes & fees
Image gallery for Cant get any closer to the OCEAN!
1010 out of 10 rating
Exceptional
(68 reviews)
Cant get any closer to the OCEAN!
Kihei, HI
7% off
Price is AU$8,832
AU$8,832
AU$1,262 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
7% off
Price is AU$2,263
AU$2,263
AU$323 per night
includes taxes & fees
Image gallery for Gated 2-story beach house with big yard
1010 out of 10 rating
Exceptional
(54 reviews)
Gated 2-story beach house with big yard
Kihei, HI
7% off
Price is AU$7,657
AU$7,657
AU$1,094 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
(53 reviews)
Experience Paradise Summer Special: Updated Kapalua Golf Villa 5-Star Ocean View
Kapalua, HI
7% off
Price is AU$4,090
AU$4,090
AU$584 per night
includes taxes & fees
Image gallery for Ocean view! 3 Bedrooms! Great Location!
9.69.6 out of 10 rating
Exceptional
(121 reviews)
Ocean view! 3 Bedrooms! Great Location!
Kihei, HI
8% off
Price is AU$6,664
AU$6,664
AU$952 per night
includes taxes & fees
Image gallery for Relaxing Wailea Ekahi Garden Hideaway.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Relaxing Wailea Ekahi Garden Hideaway.
Kihei, HI
7% off
Price is AU$3,846
AU$3,846
AU$549 per night
includes taxes & fees
Image gallery for Oceanfront Corner Condo w/ Full Kitchen – Spring & Summer Deals! Amazing views!
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Oceanfront Corner Condo w/ Full Kitchen – Spring & Summer Deals! Amazing views!
Honokowai, HI
7% off
Price is AU$5,246
AU$5,246
AU$749 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Maalaea Harbor
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
91 reviews(91 reviews)
Maui- Truly OceanFront at Kanai a Nalu
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
171 reviews(171 reviews)
Oceanfront Condo with Gorgeous Views near Harbor with Pool, AC, WIFI
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Summer Special Retreat
Sleeps 4 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
97 reviews(97 reviews)
🏝️SUMMER Special - Your Maui Getaway-Walk to the Beach, Pool, Hot Tub🏝️
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Maalaea Harbor
Fantastic location
1010 out of 10
Exceptionalexceptional
124 reviews(124 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