
Kaanapali vacation rentals
We found 6,569 vacation rentals — enter your dates for availability
Welcome to the breathtaking shores of Kaanapali, where golden beaches meet crystal-clear waters and the majestic Kaanapali Coast beckons adventurers. This idyllic destination is a haven for families and groups, offering a wealth of outdoor activities, from snorkeling at Black Rock to golfing at the scenic Royal Kaanapali Golf Course. With diverse vacation rentals ranging from cozy condos to luxurious homes, you’ll relish the comfort and convenience of a home-like experience while creating unforgettable memories in paradise.
Holiday rentals with weekly discounts - Kaanapali
Showing deals for:Sep 25 - Oct 2
Image gallery for Stunning Views from 5th-Floor Oceanfront Retreat

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Stunning Views from 5th-Floor Oceanfront Retreat
Lahaina
8% off
Price is $248
$248
$1,733 for 7 nights
$1,733 for 7 nights
All fees included
Image gallery for Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach

9.69.6 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)
Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach
Lahaina
8% off
Price is $401
$401
$2,810 for 7 nights
$2,810 for 7 nights
All fees included
Image gallery for The Key to the Hawaiian Vacation You Dream About.

9.69.6 out of 10, Exceptional, (206 reviews)
Exceptional
(206 reviews)
The Key to the Hawaiian Vacation You Dream About.
Lahaina
8% off
Price is $280
$280
$1,957 for 7 nights
$1,957 for 7 nights
All fees included
Image gallery for Beautiful Napili Bay 200 Steps to the Beach!

9.89.8 out of 10, Exceptional, (230 reviews)
Exceptional
(230 reviews)
Beautiful Napili Bay 200 Steps to the Beach!
Lahaina
8% off
Price is $838
$838
$5,869 for 7 nights
$5,869 for 7 nights
All fees included
Image gallery for Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12

9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12
Kaanapali
5% off
Price is $1,530
$1,530
$10,707 for 7 nights
$10,707 for 7 nights
All fees included
Image gallery for Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors

9.69.6 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors
Kaanapali
5% off
Price is $396
$396
$2,770 for 7 nights
$2,770 for 7 nights
All fees included
Image gallery for LIGHT & BREEZY Unit #115 Napili Bay! First floor corner unit w/open lanai!

9.49.4 out of 10, Exceptional, (97 reviews)
Exceptional
(97 reviews)
LIGHT & BREEZY Unit #115 Napili Bay! First floor corner unit w/open lanai!
Lahaina
8% off
Price is $235
$235
$1,646 for 7 nights
$1,646 for 7 nights
All fees included
Image gallery for DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!

9.89.8 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)
DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!
Lahaina
8% off
Price is $831
$831
$5,819 for 7 nights
$5,819 for 7 nights
All fees included
Image gallery for LOVE DA, THE WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO!!

9.69.6 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)
LOVE DA, THE WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO!!
Lahaina
6% off
Price is $404
$404
$2,825 for 7 nights
$2,825 for 7 nights
All fees included
Image gallery for Panoramic sea view

9.89.8 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Panoramic sea view
Lahaina
8% off
Price is $526
$526
$3,679 for 7 nights
$3,679 for 7 nights
All fees included
Image gallery for Kaanapali Alii Beachfront Resort,2B/2B No Resort Fees, Sleeps 4-6, max 4 adults.

9.69.6 out of 10, Exceptional, (114 reviews)
Exceptional
(114 reviews)
Kaanapali Alii Beachfront Resort,2B/2B No Resort Fees, Sleeps 4-6, max 4 adults.
Lahaina
8% off
Price is $553
$553
$3,872 for 7 nights
$3,872 for 7 nights
All fees included
Image gallery for K1019: Rare Honua Kai Penthouse~ Panoramic Ocean Views, Private BBQ

1010 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
K1019: Rare Honua Kai Penthouse~ Panoramic Ocean Views, Private BBQ
Kaanapali
5% off
Price is $1,178
$1,178
$8,247 for 7 nights
$8,247 for 7 nights
All fees included
Image gallery for Luana 14D: 3 Bed Villa with Private BBQ & Garage + Resort Access

9.69.6 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Luana 14D: 3 Bed Villa with Private BBQ & Garage + Resort Access
Kaanapali
5% off
Price is $969
$969
$6,786 for 7 nights
$6,786 for 7 nights
All fees included
Image gallery for Embark on an extraordinary escape to this remodeled condo at Ka'anapali Royal.

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Embark on an extraordinary escape to this remodeled condo at Ka'anapali Royal.
Lahaina
8% off
Price is $433
$433
$3,028 for 7 nights
$3,028 for 7 nights
All fees included
Image gallery for Luxury Mahana Oceanfront Condo -1bd/2ba - Premium 10th Floor- Fully Upgraded

1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Luxury Mahana Oceanfront Condo -1bd/2ba - Premium 10th Floor- Fully Upgraded
Lahaina
8% off
Price is $483
$483
$3,383 for 7 nights
$3,383 for 7 nights
All fees included
Image gallery for Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C

9.29.2 out of 10, Wonderful, (88 reviews)
Wonderful
(88 reviews)
Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C
Lahaina
9% off
Price is $504
$504
$3,529 for 7 nights
$3,529 for 7 nights
All fees included
Image gallery for Kaanapali Villas, Oceanfront Luxury Maui Condo #180

9.89.8 out of 10, Exceptional, (137 reviews)
Exceptional
(137 reviews)
Kaanapali Villas, Oceanfront Luxury Maui Condo #180
Lahaina
9% off
Price is $626
$626
$4,385 for 7 nights
$4,385 for 7 nights
All fees included
Image gallery for #564-Black Rock & Pool View-Family Friendly-Beach Items Prov..

1010 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)
#564-Black Rock & Pool View-Family Friendly-Beach Items Prov..
Lahaina
8% off
Price is $654
$654
$4,580 for 7 nights
$4,580 for 7 nights
All fees included
Image gallery for Ocean front Beach Resort Hale Nalu ~ ~

9.89.8 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Ocean front Beach Resort Hale Nalu ~ ~
Lahaina
6% off
Price is $342
$342
$2,396 for 7 nights
$2,396 for 7 nights
All fees included
Image gallery for #557-Amazing Ocean View & Sunsets-Walk 2 Restaurants-Beach Items Provided

1010 out of 10, Exceptional, (115 reviews)
Exceptional
(115 reviews)
#557-Amazing Ocean View & Sunsets-Walk 2 Restaurants-Beach Items Provided
Lahaina
9% off
Price is $647
$647
$4,531 for 7 nights
$4,531 for 7 nights
All fees included
Image gallery for #156 Kaanapali Beach Paradise Condo

9.69.6 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
#156 Kaanapali Beach Paradise Condo
lahania
12% off
Price is $408
$408
$2,857 for 7 nights
$2,857 for 7 nights
All fees included
Image gallery for Maui Westside Presents: Mahana 1003 - Beautiful Premium Studio Unit at Mahana

1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Maui Westside Presents: Mahana 1003 - Beautiful Premium Studio Unit at Mahana
Kaanapali
5% off
Price is $321
$321
$2,248 for 7 nights
$2,248 for 7 nights
All fees included
Image gallery for Maui Paradise

9.89.8 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Maui Paradise
Lahaina
8% off
Price is $308
$308
$2,157 for 7 nights
$2,157 for 7 nights
All fees included
Image gallery for The Whaler On Ka'anapali Beach, Partial Ocean View, 3 beds, sleeps 6, has AC

9.89.8 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
The Whaler On Ka'anapali Beach, Partial Ocean View, 3 beds, sleeps 6, has AC
Lahaina
8% off
Price is $568
$568
$3,977 for 7 nights
$3,977 for 7 nights
All fees included
Find spaces that suit your style
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Chalet
Find the best place to stay - Kaanapali
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Sleeps 26 · 11 bedrooms · 9 bathrooms
1010 out of 10
Exceptional
exceptional
24 reviews
(24 reviews)
Kaanapali Alii-2 Bedroom Garden/Mountain Views
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptional
exceptional
8 reviews
(8 reviews)
Aston Maui Kaanapali Villas
Sleeps 2
8.88.8 out of 10
Excellent
excellent
2,582 reviews
(2,582 reviews)
Honua Kai Konea Resort by KBM
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptional
exceptional
91 reviews
(91 reviews)
Aston Kaanapali Shores
Sleeps 3 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellent
excellent
4,150 reviews
(4,150 reviews)
The Whaler Resort Kaanapali Beach
Sleeps 2
9.49.4 out of 10
Exceptional
exceptional
423 reviews
(423 reviews)
Top rated rentals - Kaanapali
Kaanapali delight
1010 out of 10
Exceptional
exceptional
119 reviews
(119 reviews)
Great location! Wonderful set up in the condo. Will definitely recommend to family and friends. We would stay again at this property
Joseph D.
Stayed May 2025
Amazing stay in Maui!
1010 out of 10
Exceptional
exceptional
184 reviews
(184 reviews)
We had the absolute best time at Thomas’ place! He was so responsive and the condo was exactly how it was portrayed online. We traveled all over the island during our stay but agreed that Kaanapali was perfect to call home base. Only wish we could have stayed for another week! Highly recommend this Vrbo!
Chloe H.
Stayed Mar 2025
Amazing view
1010 out of 10
Exceptional
exceptional
166 reviews
(166 reviews)
Whale watching and amazing sunsets from the comfort of our lanai. The property had everything we needed and the host was highly responsive. Great stay!
Andrea N.
Stayed Mar 2025








