
Photo by Stacey Sporrer
Holiday rentals near Waipuilani Park
We found 4,844 holiday rentals — enter your dates for availability
If you'd like to stay close to Waipuilani Park, scroll through and discover private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, including Wi-Fi and parking. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Waipuilani Park
Showing deals for:3 Oct - 10 Oct
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 NZ$9,015
NZ$9,015
NZ$1,288 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
(177 reviews)
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Kihei, HI
7% off
Price is NZ$5,214
NZ$5,214
NZ$745 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
(91 reviews)
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Kihei, HI
7% off
Price is NZ$11,289
NZ$11,289
NZ$1,613 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 NZ$2,707
NZ$2,707
NZ$387 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 NZ$11,068
NZ$11,068
NZ$1,581 per night
includes taxes & fees
Image gallery for Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Summer Deals! Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
Kihei, HI
7% off
Price is NZ$2,383
NZ$2,383
NZ$340 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
5% off
Price is NZ$14,392
NZ$14,392
NZ$2,056 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 NZ$6,803
NZ$6,803
NZ$972 per night
includes taxes & fees
Image gallery for Oceanfront Corner Unit | Stunning Views & Comfort

9.89.8 out of 10 rating
Exceptional
(33 reviews)
Oceanfront Corner Unit | Stunning Views & Comfort
Maalaea, HI
7% off
Price is NZ$11,096
NZ$11,096
NZ$1,585 per night
includes taxes & fees
Image gallery for New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area

9.49.4 out of 10 rating
Exceptional
(12 reviews)
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Kihei, HI
6% off
Price is NZ$3,500
NZ$3,500
NZ$500 per night
includes taxes & fees
Image gallery for Epic Maui Camping - Affordable Adventure in Paradise SUV + gear

1010 out of 10 rating
Exceptional
(8 reviews)
Epic Maui Camping - Affordable Adventure in Paradise SUV + gear
Kahului, HI
9% off
Price is NZ$2,014
NZ$2,014
NZ$288 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 NZ$3,632
NZ$3,632
NZ$519 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
7% off
Price is NZ$12,379
NZ$12,379
NZ$1,768 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 NZ$5,065
NZ$5,065
NZ$724 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$4,093
NZ$4,093
NZ$585 per night
includes taxes & fees
Image gallery for SALE! Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Split AC

9.69.6 out of 10 rating
Exceptional
(82 reviews)
SALE! Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Split AC
Maalaea, HI
7% off
Price is NZ$5,788
NZ$5,788
NZ$827 per night
includes taxes & fees
Image gallery for 2015 DODGE RAM PRO MASTER 2500 Diesel HIGH TOP CAL KING TEMPURPEDIC MATTRESS!!!!

9.29.2 out of 10 rating
Wonderful
(29 reviews)
2015 DODGE RAM PRO MASTER 2500 Diesel HIGH TOP CAL KING TEMPURPEDIC MATTRESS!!!!
Kahului, HI
15% off
Price is NZ$2,605
NZ$2,605
NZ$372 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 NZ$3,295
NZ$3,295
NZ$471 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 NZ$3,008
NZ$3,008
NZ$430 per night
includes taxes & fees
Image gallery for Amazing Ocean Views, AC in every room, remodeled, #504

9.69.6 out of 10 rating
Exceptional
(92 reviews)
Amazing Ocean Views, AC in every room, remodeled, #504
Kihei, HI
8% off
Price is NZ$4,630
NZ$4,630
NZ$661 per night
includes taxes & fees
Image gallery for Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC

9.89.8 out of 10 rating
Exceptional
(51 reviews)
Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
Kihei, HI
7% off
Price is NZ$6,116
NZ$6,116
NZ$874 per night
includes taxes & fees
Image gallery for 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI

9.29.2 out of 10 rating
Wonderful
(20 reviews)
200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI
Kihei, HI
7% off
Price is NZ$4,253
NZ$4,253
NZ$608 per night
includes taxes & fees
Image gallery for Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
Maalaea, HI
7% off
Price is NZ$4,087
NZ$4,087
NZ$584 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
(129 reviews)
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Maalaea, HI
7% off
Price is NZ$4,013
NZ$4,013
NZ$573 per night
includes taxes & fees
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Find properties near top attractions in Waipuilani Park
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Find the best place to stay - Waipuilani Park
Menehune Shores #623 – Top-Floor Penthouse with Stunning Ocean Views
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
New Listing! Heart of Kīhei, hints of the Ocean
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
Oceanfront Oasis - Beachfront Condo in paradise at Sugar Beach Resort
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Shores of Maui #223 Great Ocean View! Near Cove Beach a Fun place to Surf!
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
47 reviews(47 reviews)
Ohana Paradise w/ Ocean View, Longest beach on Maui, Sugar Beach, Sleeps 4
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
114 reviews(114 reviews)
Top Floor! Maui Banyan Upscale Remodeled Studio, King Bed, Steps To Beach/Shops
Sleeps 2 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
109 reviews(109 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