Holiday rentals near MauiWine
We found holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near MauiWine that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, including Wi-Fi and parking. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - MauiWine
Showing deals for:25 Jul - 1 Aug
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$13,119
NZ$13,119
NZ$1,874 per night
includes taxes & fees
Image gallery for Kula Luxury Retreat With Stunning Ocean & Mountain Views!

1010 out of 10 rating
Exceptional
(71 reviews)
Kula Luxury Retreat With Stunning Ocean & Mountain Views!
Kihei, HI
8% off
Price is NZ$18,764
NZ$18,764
NZ$2,681 per night
includes taxes & fees
Image gallery for Beautiful beaches for swimming and sunsets! Kamaole Sands 3-207

9.69.6 out of 10 rating
Exceptional
(19 reviews)
Beautiful beaches for swimming and sunsets! Kamaole Sands 3-207
Kihei, HI
7% off
Price is NZ$3,194
NZ$3,194
NZ$456 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$4,989
NZ$4,989
NZ$713 per night
includes taxes & fees
Image gallery for Just another day in Paradise!

9.89.8 out of 10 rating
Exceptional
(110 reviews)
Just another day in Paradise!
Kihei, HI
7% off
Price is NZ$6,626
NZ$6,626
NZ$947 per night
includes taxes & fees
Image gallery for Just Steps to Kamaole III Beach!!!

1010 out of 10 rating
Exceptional
(127 reviews)
Just Steps to Kamaole III Beach!!!
Kihei, HI
7% off
Price is NZ$4,551
NZ$4,551
NZ$650 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
(90 reviews)
Spectacular ocean and beach view 2 BR condo, steps from the ocean!
Kihei, HI
7% off
Price is NZ$4,835
NZ$4,835
NZ$691 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$4,463
NZ$4,463
NZ$638 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$8,280
NZ$8,280
NZ$1,183 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$4,208
NZ$4,208
NZ$601 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$6,169
NZ$6,169
NZ$881 per night
includes taxes & fees
Image gallery for Spectacular Ocean View Front Row 2 Bedroom Condo! H-209

1010 out of 10 rating
Exceptional
(123 reviews)
Spectacular Ocean View Front Row 2 Bedroom Condo! H-209
Kihei, HI
7% off
Price is NZ$5,616
NZ$5,616
NZ$802 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$2,691
NZ$2,691
NZ$384 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$4,244
NZ$4,244
NZ$606 per night
includes taxes & fees
Image gallery for Watch the whales from your own personal lanai!!!!

9.89.8 out of 10 rating
Exceptional
(85 reviews)
Watch the whales from your own personal lanai!!!!
Kihei, HI
7% off
Price is NZ$5,921
NZ$5,921
NZ$846 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$9,637
NZ$9,637
NZ$1,377 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 NZ$4,165
NZ$4,165
NZ$595 per night
includes taxes & fees
Image gallery for Resort condo situated in spectacular oceanfront grounds with pools.

1010 out of 10 rating
Exceptional
(31 reviews)
Resort condo situated in spectacular oceanfront grounds with pools.
Kihei, HI
8% off
Price is NZ$4,808
NZ$4,808
NZ$687 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
(155 reviews)
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
Kihei, HI
7% off
Price is NZ$8,781
NZ$8,781
NZ$1,254 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$6,771
NZ$6,771
NZ$967 per night
includes taxes & fees
Image gallery for Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.

1010 out of 10 rating
Exceptional
(50 reviews)
Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.
Kihei, HI
7% off
Price is NZ$13,228
NZ$13,228
NZ$1,890 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
(128 reviews)
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Maalaea, HI
7% off
Price is NZ$4,111
NZ$4,111
NZ$587 per night
includes taxes & fees
Image gallery for Maalaea Maui Oceanfront Condo -Mountain Views & Whale Watching

9.49.4 out of 10 rating
Exceptional
(97 reviews)
Maalaea Maui Oceanfront Condo -Mountain Views & Whale Watching
Maalaea, HI
5% off
Price is NZ$3,743
NZ$3,743
NZ$535 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$4,063
NZ$4,063
NZ$580 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - MauiWine
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
174 reviews(174 reviews)
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
425 reviews(425 reviews)
Wailea Beach Villas
Sleeps 8 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
The Maui Moon Oceanfront Condo- Perfect for couples!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
106 reviews(106 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)
- 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