Cottage holiday rentals in Kaanapali
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Kaanapali
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Kaanapali
Cottage rentals with a hot tub
Cottage in Kihei
4.83 out of 5 average rating, 69 reviewsTropical Getaway: Maui's Best - Honeymoon Suite
Cottage in Haiku-Pauwela
5.0 out of 5 average rating, 9 reviewsPrivacy, Luxury, Ocean View Cottage, HotTub, K-Bed
Cottage in Wailuku
5.0 out of 5 average rating, 8 reviewsRomantic and Private Cottage and Gazebo for two!
Cottage in Maui
4.98 out of 5 average rating, 161 reviews★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS
Cottage in Makawao
4.99 out of 5 average rating, 164 reviewsLuxury Upcountry retreat with breathtaking views!
Cottage in Kihei
4.98 out of 5 average rating, 224 reviewsLuxury Cottage, Saltwater Spa, Walk to Beach/Dining/Shops
Cottage in Haiku-Pauwela
4.99 out of 5 average rating, 75 reviewsLeilani's "Leimomi" Cottage - County Licensed
Cottage in Haiku-Pauwela
4.79 out of 5 average rating, 175 reviewsHawaiian DreamTemple- Tropical Oasis BBPH20120004
Private cottage rentals
Cottage in Haiku-Pauwela
5.0 out of 5 average rating, 68 reviewsHaiku Hideaway - Stand-alone 2 bedroom farm house
Cottage in Paia
4.74 out of 5 average rating, 19 reviewsWalk to small beach, charming cottage
Cottage in Kihei
4.96 out of 5 average rating, 25 reviewsPrivate 2 bedroom cottage with pool
Cottage in Paia
4.84 out of 5 average rating, 81 reviewsCharming Plantation Style Cottage in Kuau
Cottage in Kihei
5.0 out of 5 average rating, 45 reviewsBeautiful Beach Cottage: lush garden paradise
Cottage in Maui County
4.94 out of 5 average rating, 67 reviewsOcean View Cottage. Island Retreat.
Cottage in Kihei
4.91 out of 5 average rating, 22 reviewsRemodeled 2BR | Deck | Washer/Dryer
Cottage in Lahaina
Beautiful Cottage 5 Minutes From Beach
Luxury cottage rentals
Cottage in Maui County
4.77 out of 5 average rating, 70 reviewsEco-Living Bamboo Bliss! Oceanview's & Waterfalls
Cottage in Haiku-Pauwela
4.99 out of 5 average rating, 75 reviewsHo'okipa Rose - Peace and Serenity
Cottage in Lahaina
4.58 out of 5 average rating, 77 reviewsPrivate Hawaiian Cottage Gem 3/2 🌺 Stellar Lanai
Cottage in Paia
4.72 out of 5 average rating, 207 reviewsLani Paradise Oceanfront Cottage
Cottage in Haiku-Pauwela
4.79 out of 5 average rating, 175 reviewsHawaiian DreamTemple- Tropical Oasis BBPH20120004
Cottage in Lahaina
4.71 out of 5 average rating, 56 reviewsPono Plantation Maui-'Summer In Paradise-3 Bedroom
Quick stats about cottage rentals in Kaanapali
Total rentals
10 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Rentals with a pool
10 properties have a pool
Total number of reviews
500 reviews
Nightly prices starting at
£165 before taxes and fees
Destinations to explore
- Cottage rentals Hawaii
- Cottage rentals Hawaii
- Cottage rentals Maui
- Beach house rentals Kaanapali
- Rentals with breakfast Kaanapali
- Rentals with an EV charger Kaanapali
- Rentals with outdoor seating Kaanapali
- Rentals with beach access Kaanapali
- Beachfront rentals Kaanapali
- Serviced apartment rentals Kaanapali
- Rentals with a kayak Kaanapali
- Flat rentals Kaanapali
- Monthly Rentals Kaanapali
- Rentals with a patio Kaanapali
- Fitness-friendly rentals Kaanapali
- Waterfront rentals Kaanapali
- Wheelchair-accessible rentals Kaanapali
- Hotel rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Rentals with a washing machine and dryer Kaanapali
- Beach apartment rentals Kaanapali
- House rentals Kaanapali
- Resort rentals Kaanapali
- Villa rentals Kaanapali
- Pet-friendly rentals Kaanapali
- Rentals with a fireplace Kaanapali
- Apartment rentals Kaanapali
- Rentals with pools Kaanapali
- Family-friendly rentals Kaanapali
- Rentals with a firepit Kaanapali
- Family-friendly rentals Kaanapali
- Rentals with a sauna Kaanapali
- Cottage rentals Maui County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom