Cheap Vacations in Paia

Choose two or more items and save on your trip:

3-night Paia vacations

Price found within the past 48 hours. Click for updated prices.
Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

3.5 out of 5
Price was $792, price is now $585 per person
$585
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,158, price is now $776 per person
$776
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,601, price is now $1,101 per person
$1,101
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
Price was $2,100, price is now $1,468 per person
$1,468
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,301, price is now $913 per person
$913
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was $1,187, price is now $868 per person
$868
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,392, price is now $1,053 per person
$1,053
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Save 100% on your flight
Price was $2,260, price is now $1,812 per person
$1,812
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Price was $1,514, price is now $1,218 per person
$1,218
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $1,200, price is now $978 per person
$978
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Price was $1,413, price is now $1,160 per person
$1,160
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3 out of 5
Price was $871, price is now $720 per person
$720
per person
Apr 17 - Apr 20
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)

4-night Paia vacations

Price found within the past 48 hours. Click for updated prices.
Kahana Villa

Kahana Villa

3 out of 5
Price was $847, price is now $624 per person
$624
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $1,396, price is now $925 per person
$925
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,162, price is now $779 per person
$779
per person
Mar 27 - Mar 31
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Price was $1,970, price is now $1,365 per person
$1,365
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Price was $1,782, price is now $1,282 per person
$1,282
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was $1,561, price is now $1,144 per person
$1,144
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Save 100% on your flight
Price was $1,515, price is now $1,119 per person
$1,119
per person
Mar 27 - Mar 31
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Price was $1,281, price is now $960 per person
$960
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was $1,799, price is now $1,349 per person
$1,349
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Price was $1,614, price is now $1,217 per person
$1,217
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
Price was $1,247, price is now $942 per person
$942
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Price was $1,132, price is now $869 per person
$869
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)

5-night Paia vacations

Price found within the past 48 hours. Click for updated prices.
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Price was $1,378, price is now $1,062 per person
$1,062
per person
Apr 12 - Apr 17
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Save 100% on your flight
Price was $1,746, price is now $1,274 per person
$1,274
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $2,218, price is now $1,651 per person
$1,651
per person
Apr 12 - Apr 17
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,957, price is now $1,469 per person
$1,469
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Price was $2,827, price is now $2,141 per person
$2,141
per person
Apr 4 - Apr 9
found 1 hour ago
Roundtrip non-stop flight included
Indianapolis (IND) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $4,089, price is now $3,178 per person
$3,178
per person
Apr 12 - Apr 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
Price was $1,735, price is now $1,378 per person
$1,378
per person
Apr 13 - Apr 18
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Price was $2,616, price is now $2,082 per person
$2,082
per person
Apr 6 - Apr 11
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Kahului (OGG)
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

2.5 out of 5
Price was $1,653, price is now $1,316 per person
$1,316
per person
Apr 7 - Apr 12
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Price was $4,862, price is now $3,910 per person
$3,910
per person
Apr 12 - Apr 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Price was $4,961, price is now $4,009 per person
$4,009
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Maui Banyan - Maui Condo & Home

Maui Banyan - Maui Condo & Home

3 out of 5
Price was $1,719, price is now $1,404 per person
$1,404
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

6-7 night Paia vacations

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,701, price is now $1,142 per person
$1,142
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,027, price is now $1,225 per person
$1,225
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,959, price is now $1,900 per person
$1,900
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Save 100% on your flight
Price was $3,571, price is now $2,470 per person
$2,470
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,282, price is now $1,651 per person
$1,651
per person
Apr 6 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was $2,759, price is now $2,023 per person
$2,023
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,701, price is now $1,254 per person
$1,254
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
Price was $3,323, price is now $2,512 per person
$2,512
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Price was $2,438, price is now $1,879 per person
$1,879
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $2,409, price is now $1,859 per person
$1,859
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Save 100% on your flight
Price was $2,144, price is now $1,659 per person
$1,659
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was $2,987, price is now $2,321 per person
$2,321
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kahului (OGG)

Flight deals to Paia

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 5 - Wed, May 6
HNL
Oahu
OGG
Maui
$93 Roundtrip, found 3 days ago
$93
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, May 5 from Oahu to Maui, returning Wed, May 6, priced at $93 found 3 days ago
Tue, May 5 - Wed, May 20
OAK
Oakland
OGG
Maui
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, May 5 from Oakland to Maui, returning Wed, May 20, priced at $239 found 1 day ago
Fri, Nov 20 - Mon, Nov 23
HNL
Oahu
JHM
Kapalua
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Select Southern Airways Express flight, departing Fri, Nov 20 from Oahu to Kapalua, returning Mon, Nov 23, priced at $241 found 3 days ago

Top rated hotels for your Paia vacation

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
21.02 mi from city center
$517 nightly
The price is $613 total per night
$613 total
Mar 1 - Mar 2
Total with taxes and fees
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and Whalers Village.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
15.84 mi from city center
$716 nightly
The price is $850 total per night
$850 total
Mar 6 - Mar 7
Total with taxes and fees
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
Pool
Hot Tub
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
20.88 mi from city center
$324 nightly
The price is $384 total per night
$384 total
Mar 23 - Mar 24
Total with taxes and fees
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 15-minute walk of Kaanapali Beach and Black Rock.
Pool
Spa
Don't see what you're looking for?
See all available properties in Paia
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.