Paia Vacation Rentals

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Vacation Rentals in Paia

On the beach, white sand
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (9)
"The bathroom and kitchen were generously stacked with everything we needed. The grounds were lovely and the unit very clean and comfortable. We had use of beach chairs and plenty of towels for the pool or beautiful beach. I highly recommend Castle Nāpili Surf Beach resort."
Castle Napili Surf Beach Resort
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
3 outdoor pools, sun loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (786)
"This place was more than amazing . We will Definitely be back again. Everyone was sweet and welcoming "
Kaanapali Alii
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View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1398)
"The property is kept immaculate, just beautiful to walk around. Safe and quiet."
The price is CA $636
CA $1,264 total
includes taxes & fees
May 28 - May 29
Aston at The Whaler on Kaanapali Beach
Sundeck
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (555)
"We have stayed at Napili Sunset before, it has been a great experience both times. Really enjoyed our time, and highly recommend. "
The price is CA $310
CA $366 total
includes taxes & fees
May 17 - May 18
Napili Sunset on the Beach
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (420)
"Great place to stay with or without kids. Wonderful pool, awesome beach and professional staff. Of property food and grocery options too. Thos Westin is definitely on our revisit list if we come back to Kaanapali. "
The price is CA $826
CA $974 total
includes taxes & fees
May 29 - May 30
The Westin Nanea Ocean Villas, Ka'anapali
Outdoor pool, pool umbrellas
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (347)
"Absolutely thrilled with the cleanliness and quality of the room we stayed in. Would love to revisit if we get the chance to go to Maui again in the future. All staff was helpful and pleasant. Grounds and pool were kept immaculate. We thoroughly enjoyed our time here. "
Maui Schooner Resort
Exterior
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (466)
"I would definitely recommend this property to other and would happily stay there again on a future trip to Maui"
Wailea Ekahi - CoralTree Residence Collection
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1469)
"Very nice and very well taking care of "
The price is CA $834
CA $1,024 total
includes taxes & fees
Jun 6 - Jun 7
Aston Mahana at Kaanapali
Outdoor pool, sun loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (691)
"Great location, able to walk to the beach. Clean, peaceful, comfortable place to wind down after long day exploring. Would definitely stay there again if i return to Maui. "
Aston Maui Hill
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
OUTRIGGER Honua Kai Resort & Spa
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1467)
"Absolutely wonderful! It’s not a fancy resort, but beautiful garden areas, we had a wonderful view from our room, and it is clean and quiet. Awesome beach access, great for swimming. Property is kid-friendly and I would absolutely come here again! "
Napili Shores Maui by OUTRIGGER
View from property
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (307)
"Beautiful grounds, right on the ocean, very centrally located to other places on the island "
Maui Sunset
Exterior
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (789)
"We have a wonderful time at Maui Kamaole and would recommend to all our friends. We will defiantly be back! "
Maui Kamaole
Outdoor pool, pool umbrellas, sun loungers
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (206)
"Honeymooners first time in Maui, we loved this hotel. In the touristy North-west section of Maui but right on the beach (beautiful sunsets), facility amenities were exactly what we were hoping for. Clean site and rooms, spacious room with full kitchen and living room and a washer/dryer in-unit. Concierge service was excellent at helping us book the tours/events we wanted despite short notice. Could have benefitted from more information about the facility at check-in, did not realize we had...
AEI at The Mahana Kaanapali Resort
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2998)
"Amazing views and right on the beach and pools were never packed "
The price is CA $358
CA $462 total
includes taxes & fees
May 29 - May 30
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2145)
"Steps from the beach, great snorkeling."
The price is CA $323
CA $485 total
includes taxes & fees
May 27 - May 28
Aston Maui Kaanapali Villas
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (979)
"I liked this place because it was centrally located on the island, on the beach, nice view, spacious and clean."
Sugar Beach Resort
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1048)
"As always an incredible experience We love this property"
The price is CA $706
CA $833 total
includes taxes & fees
May 22 - May 23
The Westin Ka'anapali Ocean Resort Villas
Villa, 2 Bedrooms, Oceanfront (Bay 19G2 Gold 2.5 Bath) | View from room
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, (891)
"The location and the view "
Kapalua Villas Maui
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See all available properties in Paia
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.

Other types of properties in Paia you may be interested in

Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Maui Coast Hotel
3.5 star property
9.2 out of 10, Wonderful, (1008)
"A perfect stay. All members of the staff we encountered were both helpful and very friendly. Everything in the room worked and the housekeeping service was outstanding. My only small complaint was the absence of USB ports in the room."
The price is CA $330
CA $446 total
includes taxes & fees
May 28 - May 29
Maui Coast Hotel
Ocean Front Paia Bay Beach House | Terrace/patio
Paia Inn
3.5 star property
9.0 out of 10, Wonderful, (233)
"Large rooms, walkable beach access and in the heart of the town by all the shops and restaurants."
The price is CA $407
CA $541 total
includes taxes & fees
May 29 - May 30
Paia Inn
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place "
The price is CA $993
CA $1,251 total
includes taxes & fees
Jun 3 - Jun 4
Grand Wailea Maui, A Waldorf Astoria Resort
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Paia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Paia?

Yes, we offer vacation rentals near popular points of interest in Paia, or you can choose a more secluded option if you're looking for relaxation. Visitors to Paia speak positively about the beaches and seafood restaurants in this destination. Make sure you have time to check out the live music and theaters during your trip.

What are some of the best vacation home rentals that Paia has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: Visitors like this Paia vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Paia?

With 27 Expedia vacation rentals, you're sure to find just the right place for your Paia stay.

What’s there to see and do in Paia?

H.A. Baldwin Beach State Park and Paia Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Kuau Bay Beach and Hookipa Beach Park are other places worth a visit.

What’s a vacation rental in Paia like?

Vacation rentals are private properties you can stay in for a long or short time in Paia. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.

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