
Photo by Martina Tamaro
Holiday rentals near Kaanapali Golf Courses
We found 7,291 holiday rentals — enter your dates for availability
Select the perfect holiday rental within close proximity to Kaanapali Golf Courses. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as a hot tub and garden. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Kaanapali Golf Courses
Showing deals for:3 Oct - 10 Oct
Image gallery for Charming, Beautifully Remodeled, Historic Plantation Home

9.89.8 out of 10 rating
Exceptional
(77 reviews)
Charming, Beautifully Remodeled, Historic Plantation Home
Lanai City, HI
15% off
Price is AU$4,110
AU$4,110
AU$587 per night
includes taxes & fees
Image gallery for Now with optional car add-on

1010 out of 10 rating
Exceptional
(143 reviews)
Now with optional car add-on
Wailuku, HI
8% off
Price is AU$4,703
AU$4,703
AU$672 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 AU$4,813
AU$4,813
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$6,260
AU$6,260
AU$894 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 AU$10,341
AU$10,341
AU$1,477 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$13,084
AU$13,084
AU$1,869 per night
includes taxes & fees
Image gallery for 2 Bedroom Paradise Getaway

9.89.8 out of 10 rating
Exceptional
(97 reviews)
2 Bedroom Paradise Getaway
Kaunakakai, HI
11% off
Price is AU$2,577
AU$2,577
AU$368 per night
includes taxes & fees
Image gallery for Beachfront Remodeled Oasis, Steps to Sugar Beach

1010 out of 10 rating
Exceptional
(13 reviews)
Beachfront Remodeled Oasis, Steps to Sugar Beach
Maalaea, HI
7% off
Price is AU$6,151
AU$6,151
AU$879 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 AU$2,223
AU$2,223
AU$318 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$10,315
AU$10,315
AU$1,474 per night
includes taxes & fees
Image gallery for One bedroom Paradise Getaway

9.89.8 out of 10 rating
Exceptional
(43 reviews)
One bedroom Paradise Getaway
Kaunakakai, HI
11% off
Price is AU$2,079
AU$2,079
AU$297 per night
includes taxes & fees
Image gallery for Puamana Ocean Front Tropical Paradise 226-1

9.09.0 out of 10 rating
Wonderful
(118 reviews)
Puamana Ocean Front Tropical Paradise 226-1
Lahaina, HI
7% off
Price is AU$11,783
AU$11,783
AU$1,683 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$3,166
AU$3,166
AU$452 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$24,625
AU$24,625
AU$3,518 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 AU$1,890
AU$1,890
AU$270 per night
includes taxes & fees
Image gallery for MODERN HAWAII ⛳️ Luxe Remodel, closest 3BR Kapalua Golf Villa, Beach & 4th Tee!

1010 out of 10 rating
Exceptional
(63 reviews)
MODERN HAWAII ⛳️ Luxe Remodel, closest 3BR Kapalua Golf Villa, Beach & 4th Tee!
Kapalua, HI
7% off
Price is AU$13,291
AU$13,291
AU$1,899 per night
includes taxes & fees
Image gallery for 'Island Casual' Oceanfront 'Elegantly Comfortable'

1010 out of 10 rating
Exceptional
(57 reviews)
'Island Casual' Oceanfront 'Elegantly Comfortable'
Maalaea, HI
7% off
Price is AU$6,575
AU$6,575
AU$939 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 AU$3,766
AU$3,766
AU$538 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 Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

9.49.4 out of 10 rating
Exceptional
(51 reviews)
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Maalaea, HI
7% off
Price is AU$4,801
AU$4,801
AU$686 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$4,673
AU$4,673
AU$668 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Condo - Big Nightly Discounts!!!

9.29.2 out of 10 rating
Wonderful
(48 reviews)
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Maalaea, HI
13% off
Price is AU$3,291
AU$3,291
AU$470 per night
includes taxes & fees
Image gallery for PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION

9.69.6 out of 10 rating
Exceptional
(56 reviews)
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION
Napili, HI
8% off
Price is AU$36,947
AU$36,947
AU$5,278 per night
includes taxes & fees
Image gallery for Beautiful Luxury Oceanfront Condo-Grnd Floor, Great View, A/C, Wi-Fi, BDRM View

1010 out of 10 rating
Exceptional
(109 reviews)
Beautiful Luxury Oceanfront Condo-Grnd Floor, Great View, A/C, Wi-Fi, BDRM View
Maalaea, HI
7% off
Price is AU$3,333
AU$3,333
AU$476 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Kaanapali Golf Courses
Map Attractions
Find the best place to stay - Kaanapali Golf Courses
Kaanapali Home Amazing Deals!Gorgeous Remodel~4B,4Ba Pool,AC,BBQ, Outdr Shw~View
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
179 reviews(179 reviews)
Molokai Island Retreat w/ Ocean View & Pool!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Oceanfront 1 bedroom + loft with Beach BBQ & Pool
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Aston Kaanapali Shores - Oceanfront Treasure
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
On top of the Ocean Hideaway - Mermaid's Palace on Maui
Sleeps 3 · 1 bathroom
1010 out of 10
Exceptionalexceptional
365 reviews(365 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