Cheap Vacations in Olowalu

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Olowalu vacations

Price found within the past 48 hours. Click for updated prices.
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3 out of 5
North Kihei
Price was $1,728, price is now $1,363 per person
$1,363
per person
Mar 10 - Mar 17
found 2 days ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Save 100% on your flight
Price was $4,648, price is now $3,184 per person
$3,184
per person
Mar 10 - Mar 17
found 2 days 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
Wailea
Save 100% on your flight
Price was $2,825, price is now $2,043 per person
$2,043
per person
Mar 10 - Mar 17
found 2 days ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Wailea
Save 100% on your flight
Price was $3,438, price is now $2,662 per person
$2,662
per person
Mar 7 - Mar 15
found 17 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)

3-night Olowalu 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 $903, price is now $678 per person
$678
per person
Mar 13 - Mar 16
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
Save 100% on your flight
Price was $1,726, price is now $1,060 per person
$1,060
per person
Feb 26 - Mar 1
found 15 hours 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 $1,626, price is now $1,060 per person
$1,060
per person
Feb 20 - Feb 23
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 $1,668, price is now $1,139 per person
$1,139
per person
Feb 20 - Feb 23
found 1 day 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
Price was $2,029, price is now $1,426 per person
$1,426
per person
Feb 20 - Feb 23
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
Save 100% on your flight
Price was $1,302, price is now $949 per person
$949
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Price was $1,226, price is now $903 per person
$903
per person
Feb 26 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
Price was $1,623, price is now $1,206 per person
$1,206
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $1,310, price is now $973 per person
$973
per person
Feb 20 - Feb 23
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 $1,172, price is now $873 per person
$873
per person
Mar 15 - Mar 18
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Price was $1,559, price is now $1,187 per person
$1,187
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Price was $1,496, price is now $1,144 per person
$1,144
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)

4-night Olowalu vacations

Price found within the past 48 hours. Click for updated prices.
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
Price was $1,367, price is now $1,039 per person
$1,039
per person
Feb 18 - Feb 22
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 $2,787, price is now $1,567 per person
$1,567
per person
Feb 23 - Feb 27
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 $1,807, price is now $1,083 per person
$1,083
per person
Feb 18 - Feb 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
Save 100% on your flight
Price was $2,104, price is now $1,381 per person
$1,381
per person
Feb 18 - Feb 22
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
Price was $2,096, price is now $1,425 per person
$1,425
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $1,533, price is now $1,073 per person
$1,073
per person
Feb 18 - Feb 22
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 $2,243, price is now $1,594 per person
$1,594
per person
Feb 18 - Feb 22
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
Save 100% on your flight
Price was $1,691, price is now $1,224 per person
$1,224
per person
Feb 18 - Feb 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
Save 100% on your flight
Price was $2,458, price is now $1,806 per person
$1,806
per person
Feb 18 - Feb 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
Save 100% on your flight
Price was $2,455, price is now $1,831 per person
$1,831
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was $3,795, price is now $2,885 per person
$2,885
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip non-stop 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 $1,992, price is now $1,548 per person
$1,548
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)

5-night Olowalu vacations

Price found within the past 48 hours. Click for updated prices.
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
Save 100% on your flight
Price was $1,346, price is now $960 per person
$960
per person
Feb 19 - Feb 24
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 $2,141, price is now $1,277 per person
$1,277
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,444, price is now $1,549 per person
$1,549
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,798, price is now $1,147 per person
$1,147
per person
Mar 2 - Mar 7
found 9 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,441, price is now $1,570 per person
$1,570
per person
Feb 17 - Feb 22
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $1,790, price is now $1,209 per person
$1,209
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Save 100% on your flight
Price was $4,002, price is now $2,706 per person
$2,706
per person
Mar 2 - Mar 7
found 9 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Save 100% on your flight
Price was $2,571, price is now $1,774 per person
$1,774
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $3,552, price is now $2,491 per person
$2,491
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,517, price is now $1,068 per person
$1,068
per person
Mar 2 - Mar 7
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 $2,754, price is now $1,984 per person
$1,984
per person
Feb 19 - Feb 24
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
Save 100% on your flight
Price was $1,568, price is now $1,148 per person
$1,148
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)

6-7 night Olowalu vacations

Price found within the past 48 hours. Click for updated prices.
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,723, price is now $1,205 per person
$1,205
per person
Feb 18 - Feb 24
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 $2,395, price is now $1,335 per person
$1,335
per person
Feb 16 - Feb 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Price was $2,365, price is now $1,405 per person
$1,405
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $2,041, price is now $1,290 per person
$1,290
per person
Feb 18 - Feb 24
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 $2,952, price is now $1,987 per person
$1,987
per person
Feb 18 - Feb 24
found 1 day 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
Price was $3,394, price is now $2,311 per person
$2,311
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Save 100% on your flight
Price was $4,648, price is now $3,184 per person
$3,184
per person
Mar 10 - Mar 17
found 2 days ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,895, price is now $1,999 per person
$1,999
per person
Feb 18 - Feb 24
found 1 day 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 $4,917, price is now $3,450 per person
$3,450
per person
Mar 6 - Mar 13
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
Save 100% on your flight
Price was $3,201, price is now $2,267 per person
$2,267
per person
Feb 18 - Feb 24
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 $2,135, price is now $1,517 per person
$1,517
per person
Mar 6 - Mar 13
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
Save 100% on your flight
Price was $2,825, price is now $2,043 per person
$2,043
per person
Mar 10 - Mar 17
found 2 days ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)

Flight deals to Olowalu

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

Sat, Apr 25 - Wed, Apr 29
HNL
Oahu
OGG
Maui
$140 Roundtrip, found 17 hours ago
$140
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Apr 25 from Oahu to Maui, returning Wed, Apr 29, priced at $140 found 17 hours ago
Sat, Jan 31 - Sat, Feb 7
HNL
Oahu
JHM
Kapalua
$151 Roundtrip, found 15 hours ago
$151
Roundtrip
found 15 hours ago
Select Southern Airways Express flight, departing Sat, Jan 31 from Oahu to Kapalua, returning Sat, Feb 7, priced at $151 found 15 hours ago
Thu, Mar 19 - Tue, Mar 24
LAX
Los Angeles
OGG
Maui
$237 Roundtrip, just found
$237
Roundtrip
just found
Select Alaska Airlines flight, departing Thu, Mar 19 from Los Angeles to Maui, returning Tue, Mar 24, priced at $237 just found

Top rated hotels for your Olowalu 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
8.81 mi from city center
$538 nightly
The price is $638 total per night
$638 total
Feb 8 - Feb 9
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 5 minutes by foot from Whalers Village.
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
9.43 mi from city center
$338 nightly
The price is $401 total per night
$401 total
Feb 10 - Feb 11
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.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
14.85 mi from city center
$850 nightly
The price is $1,009 total per night
$1,009 total
Jan 18 - Jan 19
Total with taxes and fees
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
Don't see what you're looking for?
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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.

^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.