
Holiday rentals near Maalaea Harbor
We found 10,335 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:1 Aug - 8 Aug
Image gallery for Private gated home with 300 Foot private beach front, beach toys and much more!

1010 out of 10 rating
Exceptional
(62 reviews)
Private gated home with 300 Foot private beach front, beach toys and much more!
Kahana, HI
7% off
Price is NZ$28,523
NZ$28,523
NZ$4,075 per night
includes taxes & fees
Image gallery for Kula Luxury Retreat With Stunning Ocean & Mountain Views!

1010 out of 10 rating
Exceptional
(72 reviews)
Kula Luxury Retreat With Stunning Ocean & Mountain Views!
Kihei, HI
8% off
Price is NZ$18,726
NZ$18,726
NZ$2,675 per night
includes taxes & fees
Image gallery for LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY

9.49.4 out of 10 rating
Exceptional
(91 reviews)
LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY
Kaanapali, HI
7% off
Price is NZ$5,550
NZ$5,550
NZ$793 per night
includes taxes & fees
Image gallery for Wonderful Oceanfront Condo - 1 BR/1Ba 2nd Floor

9.89.8 out of 10 rating
Exceptional
(97 reviews)
Wonderful Oceanfront Condo - 1 BR/1Ba 2nd Floor
Honokowai, HI
7% off
Price is NZ$4,484
NZ$4,484
NZ$641 per night
includes taxes & fees
Image gallery for Steps To The Beach ~ Amazing Ocean And Beach Views

9.69.6 out of 10 rating
Exceptional
(106 reviews)
Steps To The Beach ~ Amazing Ocean And Beach Views
Kaanapali, HI
8% off
Price is NZ$10,690
NZ$10,690
NZ$1,527 per night
includes taxes & fees
Image gallery for Oceanfront 1BR Condo with Spectacular views + Pool.

1010 out of 10 rating
Exceptional
(51 reviews)
Oceanfront 1BR Condo with Spectacular views + Pool.
Kaanapali, HI
11% off
Price is NZ$4,369
NZ$4,369
NZ$624 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 NZ$6,613
NZ$6,613
NZ$945 per night
includes taxes & fees
Image gallery for South Kihei Ocean View & easy walk to the beach.

1010 out of 10 rating
Exceptional
(85 reviews)
South Kihei Ocean View & easy walk to the beach.
Kihei, HI
7% off
Price is NZ$3,421
NZ$3,421
NZ$489 per night
includes taxes & fees
Image gallery for Honua Kai- Konea- Whale Watching Partial Ocean View- Grand One Bedroom Suite!

9.89.8 out of 10 rating
Exceptional
(29 reviews)
Honua Kai- Konea- Whale Watching Partial Ocean View- Grand One Bedroom Suite!
Kaanapali, HI
7% off
Price is NZ$7,404
NZ$7,404
NZ$1,058 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
15% off
Price is NZ$7,817
NZ$7,817
NZ$1,117 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 NZ$5,409
NZ$5,409
NZ$773 per night
includes taxes & fees
Image gallery for Ocean Front Studio , perfect for a romantic getaway ....

1010 out of 10 rating
Exceptional
(144 reviews)
Ocean Front Studio , perfect for a romantic getaway ....
Kaanapali, HI
7% off
Price is NZ$4,321
NZ$4,321
NZ$617 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$8,263
NZ$8,263
NZ$1,180 per night
includes taxes & fees
Image gallery for Condo With Stunning Views!

9.69.6 out of 10 rating
Exceptional
(60 reviews)
Condo With Stunning Views!
Honokowai, HI
7% off
Price is NZ$4,400
NZ$4,400
NZ$629 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 NZ$3,717
NZ$3,717
NZ$531 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 NZ$6,156
NZ$6,156
NZ$879 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 NZ$4,438
NZ$4,438
NZ$634 per night
includes taxes & fees
Image gallery for April DEALS. Remodeled Modern Studio. Private Cabana. 5-Star Reviews.

9.89.8 out of 10 rating
Exceptional
(140 reviews)
April DEALS. Remodeled Modern Studio. Private Cabana. 5-Star Reviews.
Kaanapali, HI
7% off
Price is NZ$4,037
NZ$4,037
NZ$577 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 NZ$2,413
NZ$2,413
NZ$345 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 NZ$5,655
NZ$5,655
NZ$808 per night
includes taxes & fees
Image gallery for Weneki's Island Paradise; Oceanfront complex, Updated, Wi-Fi, Unit 103

9.69.6 out of 10 rating
Exceptional
(172 reviews)
Weneki's Island Paradise; Oceanfront complex, Updated, Wi-Fi, Unit 103
Honokowai, HI
7% off
Price is NZ$2,276
NZ$2,276
NZ$325 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$4,343
NZ$4,343
NZ$620 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
(86 reviews)
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Kihei, HI
7% off
Price is NZ$9,581
NZ$9,581
NZ$1,369 per night
includes taxes & fees
Image gallery for Beautiful Maui Home Away from Home

9.89.8 out of 10 rating
Exceptional
(129 reviews)
Beautiful Maui Home Away from Home
Kihei, HI
7% off
Price is NZ$2,686
NZ$2,686
NZ$384 per night
includes taxes & fees
Find spaces that suit your style
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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)
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
170 reviews(170 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)
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
230 reviews(230 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 - 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
to be done again
1010 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
Great condo
1010 out of 10
Exceptionalexceptional
40 reviews(40 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