Kaanapali Hillside Cottages

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Cottages in Kaanapali Hillside

Paradise Found: Spacious, Comfortable, Private Hawaiian Cottage

Lahaina HI

With a stay at this cottage, you'll be centrally located in Kaanapali, within a 5-minute drive of Kaanapali Beach and Whalers Village.

Pool

Kitchen

Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

Lahaina HI

When you stay at this cottage in Kaanapali, you'll be next to a golf course, within a 5-minute drive of Kaanapali Beach and Whalers Village.

Pool

Kitchen

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

Wailuku HI

With a stay at this cottage, you'll be centrally located in Wailuku, just a 4-minute walk from Iao Theater and 9 minutes by foot from Kaʻahumanu Church.

Kitchen

Washer

Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Kaunakakai HI

$714 nightly

$798 total

Mar 9 - Mar 10

Total with taxes and fees

Located in Kaunakakai, this cottage is by the sea, within a 15-minute drive of Halawa Bay Beach and Honouliwai Bay.

Kitchen

Parking available

Beach Bungalow w/ Cruiser Bikes & Pickleball!

Lahaina HI

With a stay at this cottage in Kaanapali, you'll be a 4-minute drive from Whalers Village and 7 minutes from Kaanapali Beach.

Pool

Kitchen

Now with optional car add-on

Wailuku HI

Located in Wailuku, this cottage is on the beach, within a 5-minute walk of Coral Beach and Waiehu Beach.

Breakfast included

Kitchen

Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003

Kihei HI

With a stay at this cottage in Kihei (North Kihei), you'll be steps from Maalaea Bay Beaches and 3 minutes by foot from Sugar Beach.

Kitchen

Washer

Cute Kihei Cottage - Large Outdoor Deck

Kihei HI

With a stay at this cottage in Kihei (North Kihei), you'll be within a 5-minute drive of Pilates Maui and Sugar Beach.

Kitchen

Washer

Maui Mango Cottage Stellar Lanai Private Hidden Gem Family Friendly 3bd

Lahaina HI

When you stay at this cottage in Kaanapali, you'll be by the sea, within a 5-minute drive of Kaanapali Beach and Whalers Village.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.