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Holiday rentals near Kaanapali Golf Courses
We found 7,288 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:14 Nov - 21 Nov
Image gallery for Lower Nightly Rates Aug-Oct!! Oceanview in Napili - 5 Bedroom w/spa, Sleeps 14
1010 out of 10 rating
Exceptional
(63 reviews)
Lower Nightly Rates Aug-Oct!! Oceanview in Napili - 5 Bedroom w/spa, Sleeps 14
Napili, HI
7% off
Price is S$28,087
S$28,087
S$4,012 per night
includes taxes & fees
Image gallery for Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
1010 out of 10 rating
Exceptional
(84 reviews)
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Kihei, HI
7% off
Price is S$4,555
S$4,555
S$651 per night
includes taxes & fees
Image gallery for 50 steps to the Ocean! Newly remodeled!
9.29.2 out of 10 rating
Wonderful
(33 reviews)
50 steps to the Ocean! Newly remodeled!
Maalaea, HI
6% off
Price is S$1,960
S$1,960
S$280 per night
includes taxes & fees
Image gallery for Best view in Maui. Condo fully remodeled. August special 10% weekly discount.
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Best view in Maui. Condo fully remodeled. August special 10% weekly discount.
Maalaea, HI
7% off
Price is S$5,642
S$5,642
S$806 per night
includes taxes & fees
Image gallery for Ocean Front with Spectacular View
9.49.4 out of 10 rating
Exceptional
(63 reviews)
Ocean Front with Spectacular View
Maalaea, HI
8% off
Price is S$2,304
S$2,304
S$329 per night
includes taxes & fees
Image gallery for OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
9.89.8 out of 10 rating
Exceptional
(146 reviews)
OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
Maalaea, HI
7% off
Price is S$4,017
S$4,017
S$574 per night
includes taxes & fees
Image gallery for Endless Waves, Incredible Direct Oceanfront Views!
9.89.8 out of 10 rating
Exceptional
(73 reviews)
Endless Waves, Incredible Direct Oceanfront Views!
Maalaea, HI
7% off
Price is S$3,005
S$3,005
S$429 per night
includes taxes & fees
Image gallery for OCEANFRONT STUDIO CONDO
9.69.6 out of 10 rating
Exceptional
(98 reviews)
OCEANFRONT STUDIO CONDO
Kahana, HI
7% off
Price is S$2,591
S$2,591
S$370 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
(53 reviews)
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Maalaea, HI
7% off
Price is S$3,446
S$3,446
S$492 per night
includes taxes & fees
Image gallery for Huge Ocean Views! Direct Ocean Front Condo Sugar Beach Resort #527
9.69.6 out of 10 rating
Exceptional
(133 reviews)
Huge Ocean Views! Direct Ocean Front Condo Sugar Beach Resort #527
Kihei, HI
7% off
Price is S$3,961
S$3,961
S$566 per night
includes taxes & fees
Image gallery for The Most Gorgeous OV Villa in Kapalua Sleeps 6
1010 out of 10 rating
Exceptional
(127 reviews)
The Most Gorgeous OV Villa in Kapalua Sleeps 6
Kapalua, HI
7% off
Price is S$5,938
S$5,938
S$848 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
(131 reviews)
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Maalaea, HI
7% off
Price is S$3,649
S$3,649
S$521 per night
includes taxes & fees
Image gallery for Kapalua Golf Villa 26T8: Oversized Ocean View Lanai
1010 out of 10 rating
Exceptional
(57 reviews)
Kapalua Golf Villa 26T8: Oversized Ocean View Lanai
Kapalua, HI
7% off
Price is S$2,976
S$2,976
S$425 per night
includes taxes & fees
Image gallery for Maui Sunset Retreat: King Bed, Steps to the Beach, Pool, Gym, Sleeps 7!
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Maui Sunset Retreat: King Bed, Steps to the Beach, Pool, Gym, Sleeps 7!
Kihei, HI
7% off
Price is S$6,709
S$6,709
S$958 per night
includes taxes & fees
Image gallery for Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C
9.29.2 out of 10 rating
Wonderful
(73 reviews)
Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C
Napili, HI
7% off
Price is S$5,056
S$5,056
S$722 per night
includes taxes & fees
Image gallery for Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
1010 out of 10 rating
Exceptional
(82 reviews)
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
Kihei, HI
7% off
Price is S$5,866
S$5,866
S$838 per night
includes taxes & fees
Image gallery for Maui is calling....it's a great time to take a trip!
9.89.8 out of 10 rating
Exceptional
(159 reviews)
Maui is calling....it's a great time to take a trip!
Kahana, HI
14% off
Price is S$2,316
S$2,316
S$331 per night
includes taxes & fees
Image gallery for Best Kapalua Location w/ 3 bedrooms, hot tub, lanai w/ 2 car garage @ Napili Bay
9.49.4 out of 10 rating
Exceptional
(107 reviews)
Best Kapalua Location w/ 3 bedrooms, hot tub, lanai w/ 2 car garage @ Napili Bay
Kapalua, HI
7% off
Price is S$9,297
S$9,297
S$1,328 per night
includes taxes & fees
Image gallery for REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.69.6 out of 10 rating
Exceptional
(109 reviews)
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Maalaea, HI
8% off
Price is S$3,653
S$3,653
S$522 per night
includes taxes & fees
Image gallery for Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
9.89.8 out of 10 rating
Exceptional
(71 reviews)
Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
Kihei, HI
7% off
Price is S$2,393
S$2,393
S$342 per night
includes taxes & fees
Image gallery for DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!
9.89.8 out of 10 rating
Exceptional
(91 reviews)
DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!
Kahana, HI
7% off
Price is S$7,454
S$7,454
S$1,065 per night
includes taxes & fees
Image gallery for Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
9.89.8 out of 10 rating
Exceptional
(51 reviews)
Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
Kihei, HI
7% off
Price is S$2,916
S$2,916
S$417 per night
includes taxes & fees
Image gallery for Can't get any closer to the Ocean#2
9.89.8 out of 10 rating
Exceptional
(65 reviews)
Can't get any closer to the Ocean#2
Kihei, HI
8% off
Price is S$4,386
S$4,386
S$627 per night
includes taxes & fees
Image gallery for Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
1010 out of 10 rating
Exceptional
(67 reviews)
Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
Kihei, HI
13% off
Price is S$2,468
S$2,468
S$353 per night
includes taxes & fees
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Find properties near top attractions in Kaanapali Golf Courses
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Find the best place to stay - Kaanapali Golf Courses
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)
KRL B303 Relaxing 2BD on Golf Course w Pool AC
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
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
151 reviews(151 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)
EL A107 Remodeled Studio on the Golf Course at Maui Eldorado Kaanapali Beach!
Sleeps 4 · 1 bathroom
New Listing! Luxury condo, Kāʻanapali breezes
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 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