Vacation rentals in Kalawao County

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Top vacation rentals in Kalawao County

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
4221 Lower Honoapiilani Road Lahaina HI
24.44 mi from city center
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This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities, concierge services, and barbecue grills are also on offer.
Pool
Hot Tub
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
24.98 mi from city center
$344 nightly
The price is $406 total per night
$406 total
Dec 30 - Dec 31
Total with taxes and fees
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Enjoy the 2 hot tubs and gym, and unwind with a drink at the bar/lounge.
Pool
Hot Tub
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
5315 Lower Honoapiilani Rd Lahaina HI
24.06 mi from city center
$479 nightly
The price is $565 total per night
$565 total
Dec 25 - Dec 26
Total with taxes and fees
This smoke-free aparthotel features 2 restaurants, 2 outdoor pools, and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.
Pool
Hot Tub
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
4365 Lower Honoapiilani Rd Lahaina HI
24.37 mi from city center
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This aparthotel features an outdoor pool and a gym. WiFi in public areas is free. Self parking, a garden, and a picnic area are also offered.
Pool
Kitchen
Sands of Kahana

Sands of Kahana

3 out of 5
4299 Lower Honoapiilani Road Lahaina HI
24.42 mi from city center
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This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.
Pool
Kitchen
Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

3.5 out of 5
4260 Lower Honoapiilani Rd Lahaina HI
24.5 mi from city center
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This aparthotel features an outdoor pool and a gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
Pool
Hot Tub
Kahana Villa

Kahana Villa

3 out of 5
4242 Lower Honoapiilani Highway Lahaina HI
24.46 mi from city center
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This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Lahaina HI
25 mi from city center
$808 nightly
The price is $946 total per night
$946 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This condo features an outdoor pool and a hot tub. A garden, laundry facilities, and concierge services are also on offer.
Pool
Hot Tub
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
300 Kapalua Drive Lahaina HI
23.96 mi from city center
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This smoke-free aparthotel features 8 restaurants, 3 outdoor pools, and 2 outdoor tennis courts. A garden, a picnic area, and barbecue grills are also on offer.
Pool
Kitchen
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
5500 Lower Honoapiilani Highway Lahaina HI
24.01 mi from city center
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This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.
Pool
Hot Tub
Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort

3.5 out of 5
50 Napili Place Lahaina HI
23.98 mi from city center
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This condo features a garden, laundry facilities, and free self parking. Luggage storage and barbecue grills are also provided.
Pool
Kitchen
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
3543 Lower Honoapiilani Rd Lahaina HI
24.94 mi from city center
$629 nightly
The price is $742 total per night
$742 total
Dec 25 - Dec 26
Total with taxes and fees
This aparthotel features 2 outdoor pools and 2 hot tubs. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and dry cleaning are also on offer.
Pool
Hot Tub
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
110 Ka'anapali Shores Place Kaanapali HI
25.01 mi from city center
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This aparthotel features an outdoor pool and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. A terrace, a garden, and a library are also on offer.
Pool
Kitchen
AEI at Kaanapali Shores

AEI at Kaanapali Shores

4 out of 5
3445 Lower Honoapiilani Road Lahaina HI
24.96 mi from city center
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A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
AEI at Papakea Resort Maui

AEI at Papakea Resort Maui

3.5 out of 5
3543 Lower Honoapiilani Road Lahaina HI
24.93 mi from city center
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This aparthotel features 2 outdoor pools, dry cleaning, and concierge services. Enjoy the 2 hot tubs and get free self parking. Barbecue grills are provided for your convenience.
Pool
Hot Tub
Napili Village Hotel

Napili Village Hotel

3 out of 5
5425 Lower Honoapiilani Rd Lahaina HI
24.02 mi from city center
$267 nightly
The price is $316 total per night
$316 total
Jan 22 - Jan 23, 2026
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A coffee shop, a terrace, and a garden are also on offer.
Pool
Kitchen
Oceanfront 3 BR / 3 BA

Oceanfront 3 BR / 3 BA

Lahaina HI
24.98 mi from city center
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This condo features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St Kaunakakai HI
9.21 mi from city center
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An outdoor pool is featured at this condo, along with free WiFi in public areas and a picnic area. Laundry facilities, free newspapers, and barbecue grills are also on offer.
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.

The Best Way to Find Vacation Rentals in Kalawao County 

How cheap is a vacation rental in Kalawao County?


You can find Kalawao County vacation rentals from just $316 per night. 


How do you look for the best vacation rental deals in Kalawao County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Kalawao County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Kalawao County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Kalawao County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Kalawao County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Kalawao County?


Whether you’re a winter wanderer or planning a summer sojourn, Kalawao County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Kalawao County?


Take your pick from the excitement of the big Kalawao County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Kalawao County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Kalawao County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.