Dunmore Bahamas - Vacation Rentals in Kaanapali Hillside
Condo
10.0
(
170 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
938 ft²
-
Private Pool -
Oceanfront -
Hot Tub -
Parking
US $611
/Night
7 Nights - $4,276
House
3 Bedrooms
3 Bathrooms
12 Guests
3003.13 ft²
-
Private Beach -
Parking
-
Pool -
Ocean View
US $980
/Night
7 Nights - $6,860
US $291
/Night
7 Nights - $2,036
Condo
10.0
(
170 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
938 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $422
/Night
7 Nights - $2,954
Condo
10.0
(
165 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2700 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,210
/Night
7 Nights - $8,471
Condo
10.0
(
158 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $488
/Night
7 Nights - $3,419
Cottage
10.0
(
151 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1700 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $450
/Night
7 Nights - $3,152
Condo
10.0
(
150 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1150 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $782
/Night
7 Nights - $5,473
See More Kaanapali Hillside Vacation Rentals
Luxury Places to Stay in Kaanapali Hillside
Over 9394+
Luxury Places to Stay in or Near Kaanapali Hillside
Condo
11 Bedrooms
11 Bathrooms
28 Guests
-
Ocean View
-
Balcony/Terrace -
View -
Kitchen
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Condo
9 Bedrooms
9 Bathrooms
22 Guests
6383 ft²
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
Unlock the Best Price
Condo
8 Bedrooms
8 Bathrooms
22 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
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Condo
9 Bedrooms
9 Bathrooms
28 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
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Condo
6 Bedrooms
6 Bathrooms
16 Guests
4155 ft²
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
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Condo
7 Bedrooms
7 Bathrooms
22 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
Unlock the Best Price
Condo
7 Bedrooms
7 Bathrooms
22 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
Unlock the Best Price
Condo
7 Bedrooms
7 Bathrooms
22 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
Unlock the Best Price
Find More Kaanapali Hillside Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Kaanapali Hillside
Over 7125+
Top-Rated Vacation Rentals with a Pool in or Near Kaanapali Hillside
Condo
10.0
(
289 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
938 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $813
/Night
7 Nights - $5,690
Condo
10.0
(
234 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,382
/Night
7 Nights - $9,677
Condo
10.0
(
222 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
1600 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $1,341
/Night
7 Nights - $9,390
Condo
10.0
(
221 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
600 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $556
/Night
7 Nights - $3,893
Condo
10.0
(
217 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $268
/Night
7 Nights - $1,879
Condo
10.0
(
212 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1200 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $946
/Night
7 Nights - $6,624
Condo
10.0
(
208 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
820 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $928
/Night
7 Nights - $6,495
Condo
10.0
(
208 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
799 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $393
/Night
7 Nights - $2,752
Pet-Friendly Vacation Rentals in Kaanapali Hillside
Over 28+
Pet-Friendly Vacation Rentals in or Near Kaanapali Hillside
Condo
10.0
(
11 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $624
/Night
7 Nights - $4,370
Apartment
1 Bedroom
1 Bathroom
3 Guests
538.2 ft²
-
Breakfast -
Air Conditioner -
Internet -
Pet Friendly
US $5,572
/Night
7 Nights - $39,004
Condo
9.8
(
54 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
1001 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $648
/Night
7 Nights - $4,534
New
Villa
9.8
(
8 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2047 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $1,486
/Night
7 Nights - $10,400
Villa
1 Bedroom
2 Bathrooms
4 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $601
/Night
7 Nights - $4,209
US $920
/Night
7 Nights - $6,441
Condo
3 Bedrooms
2 Bathrooms
6 Guests
1375 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $435
/Night
7 Nights - $3,045
Villa
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Ocean View
-
View
-
Pet Friendly
-
Child Friendly
US $909
/Night
7 Nights - $6,365
See More Pet-Friendly Vacation Rentals in Kaanapali Hillside on PetFriendly.io
Large Vacation Homes & Villas in Kaanapali Hillside
Over 1762+
Large Vacation Homes & Villas in or Near Kaanapali Hillside
House
10.0
(
66 Reviews
)
6 Bedrooms
3 Bathrooms
12 Guests
3500 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,816
/Night
7 Nights - $12,714
House
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
12 Guests
2551.05 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $3,210
/Night
7 Nights - $22,470
House
9.8
(
147 Reviews
)
6 Bedrooms
7 Bathrooms
16 Guests
6500 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $2,495
/Night
7 Nights - $17,468
Condo
10.0
(
45 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
1940 ft²
-
Hot Tub
-
Ocean View
-
Balcony/Terrace
-
View
US $1,929
/Night
7 Nights - $13,500
Villa
9.6
(
60 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $1,474
/Night
7 Nights - $10,317
Villa
10.0
(
11 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1345 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $1,684
/Night
7 Nights - $11,791
Condo
9.6
(
43 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2217 ft²
-
Hot Tub
-
Ocean View
-
Balcony/Terrace
-
View
US $1,844
/Night
7 Nights - $12,906
Condo
8.6
(
41 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1110 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $502
/Night
7 Nights - $3,513
See More Family Vacation Rentals in Kaanapali Hillside on FVR
Wheelchair Accessible Vacation Homes in Kaanapali Hillside
Over 4442+
Wheelchair Accessible Vacation Homes in or Near Kaanapali Hillside
Condo
10.0
(
148 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
851 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $399
/Night
7 Nights - $2,796
Bed & Breakfast
9.5
(
192 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
258.33 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $129
/Night
7 Nights - $903
Condo
10.0
(
18 Reviews
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $575
/Night
7 Nights - $4,025
Condo
10.0
(
113 Reviews
)
3 Bedrooms
3 Bathrooms
9 Guests
2050 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,212
/Night
7 Nights - $8,485
Condo
10.0
(
96 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1400 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $759
/Night
7 Nights - $5,312
Condo
10.0
(
94 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $1,190
/Night
7 Nights - $8,332
Condo
10.0
(
86 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
938 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $482
/Night
7 Nights - $3,374
Condo
10.0
(
76 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
1100 ft²
-
Parking
-
Pool
-
Spa
-
Ocean View
US $745
/Night
7 Nights - $5,214
Kaanapali Hillside Vacation Rentals and Airbnb Places to Stay Under $200
Over 162+
Kaanapali Hillside Vacation Rentals and Airbnb Places to Stay Under $200
Condo
9.4
(
58 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
555 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $199
/Night
7 Nights - $1,392
US $157
/Night
7 Nights - $1,099
Condo
9.4
(
8 Reviews
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $106
/Night
7 Nights - $745
Condo
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $194
/Night
7 Nights - $1,356
Condo
9.8
(
55 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
592 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $194
/Night
7 Nights - $1,357
Condo
9.8
(
7 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
452 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $181
/Night
7 Nights - $1,264
Condo
9.6
(
69 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
555 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $197
/Night
7 Nights - $1,377
Condo
9.6
(
24 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $199
/Night
7 Nights - $1,392
Instantly Bookable Vacation Homes in Kaanapali Hillside
Over 5471+
Instantly Bookable Vacation Homes in or Near Kaanapali Hillside
Condo
10.0
(
133 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
2100 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $834
/Night
7 Nights - $5,838
Resort
-
Air Conditioner
-
Child Friendly
-
Laundry -
Bedding/Linens
US $595
/Night
7 Nights - $4,165
Condo
10.0
(
62 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $595
/Night
7 Nights - $4,162
Condo
9.8
(
211 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
509 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $259
/Night
7 Nights - $1,811
Condo
9.8
(
148 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
900 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $429
/Night
7 Nights - $3,004
Condo
9.8
(
139 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
900 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $622
/Night
7 Nights - $4,352
Condo
9.8
(
132 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
900 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $685
/Night
7 Nights - $4,797
Condo
9.8
(
111 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1315 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $916
/Night
7 Nights - $6,410
About Kaanapali Hillside Vacation Rentals
With more than 9403 Kaanapali Hillside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kaanapali Hillside.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Kaanapali Hillside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kaanapali Hillside. Places to stay near Kaanapali Hillside are 864.72 ft² on average, with prices averaging US $1,387 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Kaanapali Hillside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Kaanapali Hillside
| Type | Count |
|---|---|
| Holiday Apartments | 1509 |
| Resorts | 1283 |
| Vacation Homes | 745 |
| Villas | 436 |
| Hotels | 204 |
| Cottages | 19 |
| B&B | 5 |
Use these Quick Filters to Find a Vacation Rental in Kaanapali Hillside
★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kaanapali Hillside.
Weather in Kaanapali Hillside
View the weather forecast for Kaanapali Hillside before booking your Kaanapali Hillside Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Kaanapali Hillside, HI
Dunmorebahamas offers a large selection of top attractions around Kaanapali Hillside. Research things to do on your vacation before you visit Kaanapali Hillside.
Kaanapali Beach
Whalers Village
Napili Bay
Lahaina Harbor
Maui Ocean Center
Kapalua Beach
Black Rock
Kapalua Golf Club Plantation Course
Maalaea Harbor
Honolua Bay
Maui Theater
West Maui Mountains
Kahului Bay
Maui Arts and Cultural Center
Maui Tropical Plantation
Maui Sandy Beach
Kapalua Golf Resort Bay Course
Kapalua Resort
Banyan Tree Park
Lahaina Historic District
Kaanapali Hillside Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Kaanapali Hillside?
There are a lot of options in Kaanapali Hillside. If you plan on staying in the Kaanapali Hillside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kaanapali Hillside:
- Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
- Maui Resort Rentals: Hokulani 605 – Premier 6th-Floor Oceanview Penthouse | Closest 2BR Column to the Ocean!
- 3BD Oceanfront Retreat w/Lanai, Floor-to-Ceiling Views & Modern Kitchen - Honua Kai 825
- 5 Star Oceanview Studio-Honua Kai Resort Konea 437-Beach Access, Pools,
- The Best Ocean View Studio Condo at the Royal Kahana Oceanfront Resort. With A/C
- Beautifully Updated Penthouse Condo with Direct Ocean Views
- Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool
- Reduced Rates 8/3-9/3, Pool/Hot Tub Closed for Resurfacing. Ocean/Beach Condo
- 🏖Gorgeous 2BD/2BA LUXURY CONDO, OVER 200 5 STAR REVIEWS, Updated 🏝🏖
- The Whaler 814, Black Rock, All 5 Stars. Ocean and Beachfront Views
How many vacation rentals have private pools in Kaanapali Hillside?
There are 271 vacation rentals with private pools near Kaanapali Hillside. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Kaanapali Hillside are best for families?
If you are looking for a family-friendly vacation home in Kaanapali Hillside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kaanapali Hillside:
How many vacation rentals are available in Kaanapali Hillside?
Currently, the total number of properties listed in 2026 is over 9403 in the Kaanapali Hillside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kaanapali Hillside.
