
Photo by Stephanie Krueger
Holiday rentals near Kapalua Coastal Trail
We found 5,836 holiday rentals — enter your dates for availability
If you are looking to stay near Kapalua Coastal Trail, take a look at private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Kapalua Coastal Trail
Showing deals for:8 Aug - 15 Aug
Image gallery for Last minute discounts available, please ask.

9.89.8 out of 10 rating
Exceptional
(105 reviews)
Last minute discounts available, please ask.
Kahana, HI
8% off
Price is NZ$42,316
NZ$42,316
NZ$6,045 per night
includes taxes & fees
Image gallery for LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY

9.49.4 out of 10 rating
Exceptional
(91 reviews)
LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY
Kaanapali, HI
7% off
Price is NZ$5,218
NZ$5,218
NZ$745 per night
includes taxes & fees
Image gallery for MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!

1010 out of 10 rating
Exceptional
(63 reviews)
MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!
Kapalua, HI
7% off
Price is NZ$13,781
NZ$13,781
NZ$1,969 per night
includes taxes & fees
Image gallery for #564-Black Rock & Pool View-Family Friendly-Beach Items Prov..

1010 out of 10 rating
Exceptional
(89 reviews)
#564-Black Rock & Pool View-Family Friendly-Beach Items Prov..
Kaanapali, HI
7% off
Price is NZ$7,277
NZ$7,277
NZ$1,040 per night
includes taxes & fees
Image gallery for Honu House; Unit 209, Amazing views!! Watch the turtles & whales from lanai!

1010 out of 10 rating
Exceptional
(71 reviews)
Honu House; Unit 209, Amazing views!! Watch the turtles & whales from lanai!
Honokowai, HI
7% off
Price is NZ$5,626
NZ$5,626
NZ$804 per night
includes taxes & fees
Image gallery for West Maui Ocean front Condo, Lahaina

1010 out of 10 rating
Exceptional
(53 reviews)
West Maui Ocean front Condo, Lahaina
Honokowai, HI
7% off
Price is NZ$3,227
NZ$3,227
NZ$461 per night
includes taxes & fees
Image gallery for Now This Truly is Maui!! Oceanfront & Pool views from lanai

9.29.2 out of 10 rating
Wonderful
(126 reviews)
Now This Truly is Maui!! Oceanfront & Pool views from lanai
Honokowai, HI
7% off
Price is NZ$2,255
NZ$2,255
NZ$322 per night
includes taxes & fees
Image gallery for Steps To The Beach ~ Amazing Ocean And Beach Views

9.69.6 out of 10 rating
Exceptional
(108 reviews)
Steps To The Beach ~ Amazing Ocean And Beach Views
Kaanapali, HI
8% off
Price is NZ$10,362
NZ$10,362
NZ$1,480 per night
includes taxes & fees
Image gallery for Westin Kaanapali Oceanfront Resort, Great Studio, Sleeps Four....$400/N

9.69.6 out of 10 rating
Exceptional
(17 reviews)
Westin Kaanapali Oceanfront Resort, Great Studio, Sleeps Four....$400/N
Kaanapali, HI
8% off
Price is NZ$5,411
NZ$5,411
NZ$773 per night
includes taxes & fees
Image gallery for Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.

1010 out of 10 rating
Exceptional
(49 reviews)
Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.
Kaanapali, HI
15% off
Price is NZ$7,820
NZ$7,820
NZ$1,117 per night
includes taxes & fees
Image gallery for Westin Ka'anapali 1 bedroom islandview - Maui's premier oceanfront resort

9.09.0 out of 10 rating
Wonderful
(10 reviews)
Westin Ka'anapali 1 bedroom islandview - Maui's premier oceanfront resort
Kaanapali, HI
7% off
Price is NZ$6,249
NZ$6,249
NZ$893 per night
includes taxes & fees
Image gallery for Ultimate Family Luxury! Breathtaking Oceanfront 3 Bed/3 Bath

1010 out of 10 rating
Exceptional
(189 reviews)
Ultimate Family Luxury! Breathtaking Oceanfront 3 Bed/3 Bath
Kaanapali, HI
7% off
Price is NZ$18,473
NZ$18,473
NZ$2,639 per night
includes taxes & fees
Image gallery for New 11% discount for 7 plus night stays. Remodeled & beautiful ocean views.

1010 out of 10 rating
Exceptional
(105 reviews)
New 11% discount for 7 plus night stays. Remodeled & beautiful ocean views.
Kaanapali, HI
8% off
Price is NZ$4,440
NZ$4,440
NZ$634 per night
includes taxes & fees
Image gallery for Third Floor Oceanfront Condo Steps From the Beach in The Peaceful Kuleana Resort

9.89.8 out of 10 rating
Exceptional
(132 reviews)
Third Floor Oceanfront Condo Steps From the Beach in The Peaceful Kuleana Resort
Kahana, HI
7% off
Price is NZ$4,429
NZ$4,429
NZ$633 per night
includes taxes & fees
Image gallery for Maalaea Kai 2BR/2BA Oceanfront, New Furnishings, Hawaiian Decor, Immaculate

9.89.8 out of 10 rating
Exceptional
(52 reviews)
Maalaea Kai 2BR/2BA Oceanfront, New Furnishings, Hawaiian Decor, Immaculate
Maalaea, HI
7% off
Price is NZ$4,324
NZ$4,324
NZ$618 per night
includes taxes & fees
Image gallery for Oceanfront-Tropically Furnished Condo-Comfy

1010 out of 10 rating
Exceptional
(50 reviews)
Oceanfront-Tropically Furnished Condo-Comfy
Kaunakakai, HI
8% off
Price is NZ$1,676
NZ$1,676
NZ$239 per night
includes taxes & fees
Image gallery for Stunning views over the Pacific Ocean

9.89.8 out of 10 rating
Exceptional
(140 reviews)
Stunning views over the Pacific Ocean
Kahana, HI
7% off
Price is NZ$3,813
NZ$3,813
NZ$545 per night
includes taxes & fees
Image gallery for Oceanfront Corner Condo w/ Full Kitchen – Spring & Summer Deals! Amazing views!

9.89.8 out of 10 rating
Exceptional
(115 reviews)
Oceanfront Corner Condo w/ Full Kitchen – Spring & Summer Deals! Amazing views!
Honokowai, HI
7% off
Price is NZ$5,657
NZ$5,657
NZ$808 per night
includes taxes & fees
Image gallery for Luxury Kaanapali Family-Sized Condo close to the beach, hotels, and shopping

9.89.8 out of 10 rating
Exceptional
(86 reviews)
Luxury Kaanapali Family-Sized Condo close to the beach, hotels, and shopping
Kaanapali, HI
8% off
Price is NZ$5,697
NZ$5,697
NZ$814 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 NZ$42,707
NZ$42,707
NZ$6,101 per night
includes taxes & fees
Image gallery for Experience Paradise Summer Special: Updated Kapalua Golf Villa 5-Star Ocean View

1010 out of 10 rating
Exceptional
(53 reviews)
Experience Paradise Summer Special: Updated Kapalua Golf Villa 5-Star Ocean View
Kapalua, HI
7% off
Price is NZ$4,421
NZ$4,421
NZ$632 per night
includes taxes & fees
Image gallery for Kaanapali Royal L303, Ocean views and easy walk to Kaanapali Beach

9.49.4 out of 10 rating
Exceptional
(39 reviews)
Kaanapali Royal L303, Ocean views and easy walk to Kaanapali Beach
Kaanapali, HI
7% off
Price is NZ$5,701
NZ$5,701
NZ$814 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
(59 reviews)
Secluded Ocean View Sleeps 14 - Fall Pricing book 10 nights for the price of 7.
Napili, HI
8% off
Price is NZ$32,749
NZ$32,749
NZ$4,678 per night
includes taxes & fees
Image gallery for Come To Maui, ⛰Hawaii 🌺<br>Hilton 🥰Beach Club Resort🏝<br>1Bdr sleep 4 Privately😍

9.09.0 out of 10 rating
Wonderful
(15 reviews)
Come To Maui, ⛰Hawaii 🌺<br>Hilton 🥰Beach Club Resort🏝<br>1Bdr sleep 4 Privately😍
Kaanapali, HI
7% off
Price is NZ$5,900
NZ$5,900
NZ$843 per night
includes taxes & fees
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Find the best place to stay - Kapalua Coastal Trail
Oceanfront Napili Lani 318 - Breathtaking Views!
Sleeps 4 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Oceanfront Oasis with Stunning Views 2BR 2 BR
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Rustic retreat with panoramic views, tropical gardens, & biodynamic produce!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
231 reviews(231 reviews)
10 Feet from the Edge of the Ocean! Turtles, Whales! Views of Lanai/ Molokai!
Sleeps 4 · 1 bathroom
1010 out of 10
Exceptionalexceptional
197 reviews(197 reviews)
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Sleeps 4 · 1 bedroom · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
58 reviews(58 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