Photo by Martina Tamaro

Holiday rentals near Kaanapali Golf Courses

We found 7,421 holiday rentals — enter your dates for availability

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October 2025

November 2025

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:30 Jan - 6 Feb

Exceptional

(72 reviews)

Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach

Paia, HI

8% off

for 7 nights, 1 home

AU$3,241 per night

includes taxes & fees

Exceptional

(67 reviews)

MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools

Kapalua, HI

7% off

for 7 nights, 1 villa

AU$1,903 per night

includes taxes & fees

Lanai View - enjoy your morning coffee or afternoon wine on the sunny lanai.

Exceptional

(260 reviews)

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$494 per night

includes taxes & fees

Exceptional

(110 reviews)

Last minute discounts available, please ask.

Kahana, HI

8% off

for 7 nights, 1 home

AU$5,990 per night

includes taxes & fees

Exceptional

(38 reviews)

PU 153-4 Spacious Puamana Unit & Walk To The Beach

Lahaina, HI

7% off

for 7 nights, 1 home

AU$1,100 per night

includes taxes & fees

Exceptional

(125 reviews)

Honua Kai Desired ground floor suite. Steps to the beach and pools. Suite H116

Kaanapali, HI

7% off

for 7 nights, 1 apartment

AU$1,001 per night

includes taxes & fees

Exceptional

(56 reviews)

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Maalaea, HI

7% off

for 7 nights, 1 apartment

AU$1,094 per night

includes taxes & fees

Exceptional

(150 reviews)

Fall Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C, Wifi, Parking, Pool!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$741 per night

includes taxes & fees

Exceptional

(130 reviews)

Fall Special. Amazing Ocean View, Quiet Complex Two Bedroom, King Bed, Private.

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$582 per night

includes taxes & fees

The views from inside our condo are just as good as outside.

Exceptional

(187 reviews)

Oceanfront, Million-Dollar-View, Newly renovated! B421

Kihei, HI

8% off

for 7 nights, 1 apartment

AU$1,670 per night

includes taxes & fees

Private lanai features coffee table and chairs

Exceptional

(36 reviews)

EL E104 Spacious 1BD wPool at Kaanapali

Kaanapali, HI

7% off

for 7 nights, 1 apartment

AU$739 per night

includes taxes & fees

Wonderful

(77 reviews)

Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C

Napili, HI

7% off

for 7 nights, 1 apartment

AU$1,129 per night

includes taxes & fees

Exceptional

(36 reviews)

Beautifully Remodeled 3bedrooms/2bathrooms

Kaanapali, HI

7% off

for 7 nights, 1 home

AU$934 per night

includes taxes & fees

Private lanai with breathtaking views of the Resort grounds and Pacific Ocean

Exceptional

(69 reviews)

KS 613 Spacious 2BD Condo wAC Ocean Views Pool

Kaanapali, HI

7% off

for 7 nights, 1 apartment

AU$1,113 per night

includes taxes & fees

That amazing ocean view from every seat in the house!

Exceptional

(48 reviews)

Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$868 per night

includes taxes & fees

Exceptional

(84 reviews)

HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub

Kaanapali, HI

7% off

for 7 nights, 1 home

AU$4,688 per night

includes taxes & fees

Exceptional

(295 reviews)

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$487 per night

includes taxes & fees

Exceptional

(57 reviews)

EL J218 Updated Studio w Ocean Views Pool

Kaanapali, HI

7% off

for 7 nights, 1 apartment

AU$800 per night

includes taxes & fees

Exceptional

(146 reviews)

Beachfront Bliss at Honua Kai Resort – Romantic Penthouse Floor Condo, Sleeps 4

Kaanapali, HI

7% off

for 7 nights, 1 apartment

AU$876 per night

includes taxes & fees

Exceptional

(92 reviews)

LOVE DA, WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO - Xmas and New Year Avail

Kaanapali, HI

6% off

for 7 nights, 1 apartment

AU$743 per night

includes taxes & fees

Kapalua Ridge Villas 1612 ocean view lanai 1

Wonderful

(9 reviews)

KRV 1612 Remodeled Kapalua Villa w Ocean Views

Kapalua, HI

7% off

for 7 nights, 1 apartment

AU$1,198 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Kaanapali Golf Courses

Kaanapali Golf Courses

Find the best place to stay - Kaanapali Golf Courses

Premier Host

Beautiful, additional new updates, golf course views! Huge 2/2 K. Royal #A301

Sleeps 7 · 2 bedrooms · 2 bathrooms

dining room seats 9 - 6 at the dining table + 3 at the counter!! plus outdoor!

Premier Host

WOW! "BEST IN CLASS" POSH NEW REMODEL! 2 BR/2 BA-SLEEPS 9 - 6 BEDS-Great Views!

Sleeps 9 · 2 bedrooms · 2 bathrooms

Top rated rentals - Kaanapali Golf Courses

Private pool with in pool sunbathing shelf and slide.

Premier Host

Brilliant Holiday House for a large family

Had a great holiday. Brilliant house for a large family group. Close to a super swimming and snorkeling beach. Lots of restaurants and takeaway places nearby.

Andrew R.

Stayed Oct 2023

Best views on the Island from every room!

Premier Host

Favourite short rental that I have ever stayed in

I honestly can't say enough amazing things about this property. Everything about it is incredible. Super clean, amazing location, super private and quiet and the best part....every night at the front of the property the turtles come up to sleep on the beach. One night we counted 21 turtles. It was honestly magical.

Casey N.

Stayed May 2022

Premier Host

Beautiful relaxing stay

We had a lovely stay at Napili Shores. The apartment exceeded our expectations. It was well equiped with everything you needed to Cook for yourself and was right near a beautiful beach.

Monica P.

Stayed Apr 2022

Ocean front condo on North Kaanapali Beach
Call 925-381-6207. Private owner

Premier Host

Great vacation

Thanks Stan and family, I really enjoyed staying at Maui Kai. The location is excellent with shops, beach and all the amenities I needed nearby. And the unit was great too: exactly as in the photos, neat and clean, and an awesome new bed! The process with both the staff onsite and Stan was easy, and there were no surprise fees. I will definitely recommend this to my family and friends. Thanks, Peter

Peter G.

Stayed Oct 2019

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Holiday rentals near Kaanapali Golf Courses

Holiday rentals with weekly discounts - Kaanapali Golf Courses

Image gallery for Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach

Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach

Find spaces that suit your style

Find properties near top attractions in Kaanapali Golf Courses

Map Attractions

Kaanapali Golf Courses

Find the best place to stay - Kaanapali Golf Courses

Beautiful, additional new updates, golf course views! Huge 2/2 K. Royal #A301

Top rated rentals - Kaanapali Golf Courses

Brilliant Holiday House for a large family

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near Kaanapali Golf Courses

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