Kaanapali Hillside Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Kaanapali Hillside
Lana’i Oasis and Gem, The Artist's House
With a stay at this vacation home in Lanai City, you'll be a 2-minute walk from Munro Trail and 10 minutes by foot from Lanaʻi Culture & Heritage Center.
Hot Tub
Kitchen
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Pool
Kitchen
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Napili Bay and Whalers Village.
Pool
Kitchen
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
A stay at this vacation home places you in the heart of Kihei, within a 15-minute walk of Pilates Maui and Sanctuary Education Center Whale Watch Center.
Pool
Hot Tub
#1 Direct Beach Front Mansion! Pickleball, Sand Volleyball, 2 Gyms, Pool
When you stay at this vacation home in Kaanapali, you'll be on the beach, a 4-minute drive from Whalers Village and 7 minutes from Kaanapali Beach.
Pool
Kitchen
Private gated home with 300 Foot private beach front, beach toys and much more!
When you stay at this vacation home in Kahana, you'll be on the beach, a 4-minute drive from Napili Bay and 10 minutes from Kaanapali Beach.
Kitchen
Washer
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
With a stay at this vacation home in Kihei, you'll be by the sea, just a 5-minute walk from Waipuilani Park and 6 minutes by foot from Waipuilani Beach.
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
When you stay at this vacation home in Kapalua, you'll be by the sea, within a 15-minute drive of Napili Bay and Whalers Village.
Pool
Kitchen
Kapalua Golf Villas by KBM Resorts
The price is $926 per night
$926
includes taxes & fees
$785 per night
Dec 8 - Dec 9
When you stay at this vacation home in Kapalua, you'll be on the waterfront, within a 15-minute drive of Napili Bay and Whalers Village.
Pool
Kitchen
Spacious Hawaiian home 50 steps from Sugar Beach!
With a stay at this vacation home in Kihei, you'll be a 1-minute walk from Maalaea Bay Beaches and 8 minutes by foot from Sugar Beach.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Kaanapali Hillside
View all propertiesLowest 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.
Kaanapali Hillside Vacation Rentals essential information
Accommodation | 135 Vacation Rentals |
|---|---|
Lowest Price | $926 |
Highest Price | $926 |
Popular accommodation | Lana’i Oasis and Gem, The Artist's House, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!, #1 Direct Beach Front Mansion! Pickleball, Sand Volleyball, 2 Gyms, Pool, Private gated home with 300 Foot private beach front, beach toys and much more!, Spacious Maui Beach House, Private Pool, AC, Sleeps 6, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Kapalua Golf Villas by KBM Resorts, Spacious Hawaiian home 50 steps from Sugar Beach! , BEACHFRONT MAUI KIHEI HOUSE, Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre |