Book Holiday Homes in Paia

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Featured Holiday Homes in Paia

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3 out of 5
64 Puu Koa Place Haiku HI
The price is NZ$487 per night from 5 Jan to 6 Jan
NZ$487
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this holiday home in Haiku. Enjoy free Wi-Fi, free parking and a picnic area. Popular attractions Haiku Park and Haleakala Bike Company are located ...
Opens in a new windowYonegan Maui Getaways - Haiku
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina HI
Stay at this beach holiday home in Honokowai. Enjoy private pools, a beach locale and a fitness centre. Popular attractions Kaanapali Beach and Whalers Village ...
Opens in a new windowThe #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Stunning Views & Tropical Tranquility 429 LS

Stunning Views & Tropical Tranquility 429 LS

Lahaina HI
Stay at this beach holiday home in Lahaina. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Kaanapali Beach and Whalers Village are located ...
Opens in a new windowStunning Views & Tropical Tranquility 429 LS
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DISCOUNTED OCTOBER Special - Oceanfront Private Home

DISCOUNTED OCTOBER Special - Oceanfront Private Home

Kihei HI
Stay at this beach holiday home in Kihei. Enjoy free Wi-Fi, private pools and a beach locale. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowDISCOUNTED OCTOBER Special - Oceanfront Private Home
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Lahaina HI
Stay at this family-friendly holiday home in Kaanapali. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Kaanapali Beach and Black Rock are ...
Opens in a new windowSpectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Lahaina HI
Stay at this beach holiday home in Napili. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are located ...
Opens in a new windowLegendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Paia HI
Stay at this golf holiday home in Paia. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions One Love Farmers Market and Lower Paia Park are ...
Opens in a new windowOcean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Puamana Ocean Front Tropical Paradise 226-1

Puamana Ocean Front Tropical Paradise 226-1

Lahaina HI
Stay at this beach holiday home in Lahaina. Enjoy a beach locale, a fitness centre and a garden. Popular attractions Kaanapali Beach and Whalers Village are ...
Opens in a new windowPuamana Ocean Front Tropical Paradise 226-1
3-bedroom upstairs unit in beautiful Wailuku with AC

3-bedroom upstairs unit in beautiful Wailuku with AC

2 out of 5
Wailuku HI
Stay at this holiday home in Wailuku. Enjoy laundry facilities and air conditioning. Popular attractions Bailey House Museum and Iao Theater are located ...
Opens in a new window3-bedroom upstairs unit in beautiful Wailuku with AC
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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.

Paia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Paia vacation homes are the perfect way for you to wing it.

Holiday houses in Paia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Paia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Paia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Paia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Paia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Paia Holiday Homes essential information

Accommodation
381 Holiday Homes
Lowest Price
NZ$487
Highest Price
NZ$869
Popular accommodation
Yonegan Maui Getaways - Haiku , The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Stunning Views & Tropical Tranquility 429 LS, DISCOUNTED OCTOBER Special - Oceanfront Private Home, Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In, Puamana Ocean Front Tropical Paradise 226-1, 3-bedroom upstairs unit in beautiful Wailuku with AC

Top trending hotels in Paia

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
The price is NZ$869 per night from 23 Dec to 24 Dec
NZ$869
23 Dec - 24 Dec
includes taxes & fees
Stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the property condition ...
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is NZ$568 per night from 4 Jan to 5 Jan
NZ$568
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this beach hotel in Kaanapali. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowRoyal Lahaina Resort & Bungalows
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is NZ$585 per night from 22 Jan to 23 Jan
NZ$585
22 Jan - 23 Jan 2026
includes taxes & fees
Stay at this hotel in Kihei. Enjoy free Wi-Fi, 2 outdoor pools and 3 hot tubs. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
Opens in a new windowMaui Coast Hotel
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OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
The price is NZ$733 per night from 14 Jan to 15 Jan
NZ$733
14 Jan - 15 Jan 2026
includes taxes & fees
Stay at this beach resort in Kaanapali. Enjoy free Wi-Fi, a beach locale and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Don't see what you're looking for?
See all available properties in Paia
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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.

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^Subject to availability and chosen travel dates.