Olowalu Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Olowalu vacation rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2,909 reviews)
"Great place nice people very clean and great food"
Canada
Dalen L
The price is ￥48,882
￥139,607 total
includes taxes & fees
Jan 30 - Jan 31
OUTRIGGER Honua Kai Resort & Spa
2 outdoor pools

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,540 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is ￥58,193
￥82,716 total
includes taxes & fees
Mar 1 - Mar 2
Aston Maui Kaanapali Villas
Beach towels

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (197 reviews)
"Very quiet safe place. "
Canada
Monica
The price is ￥28,331
￥67,797 total
includes taxes & fees
Feb 1 - Feb 2
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (156 reviews)
"Beautiful hotel although not on the beach. Nice garden with pool when ocean was rough."
United States
Robert
The price is ￥35,349
￥41,963 total
includes taxes & fees
Feb 2 - Feb 3
Napili Village Hotel
Property amenity

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,975 reviews)
"Our room was great and the staff were always so friendly. Perfect place to stay for a good value. "
United States
Emily
The price is ￥47,320
￥60,720 total
includes taxes & fees
Jan 30 - Jan 31
Aston Kaanapali Shores
Exterior

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (482 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is ￥95,437
￥113,297 total
includes taxes & fees
Feb 11 - Feb 12
The Westin Nanea Ocean Villas, Ka'anapali
Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (648 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
The price is ￥43,058
￥51,116 total
includes taxes & fees
Jan 30 - Jan 31
Napili Sunset on the Beach
TV

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (20 reviews)
"Clean and convenient"
United States
Ilya L
The price is ￥33,691
￥57,271 total
includes taxes & fees
Mar 1 - Mar 2
Kuau Surf 2.0 Maui North Shore Locally-Owned
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (345 reviews)
"We loved the location. Very clean & the staff was very nice "
United States
Pamela
The price is ￥47,688
￥112,565 total
includes taxes & fees
Jan 30 - Jan 31
The Whaler Resort Kaanapali Beach
Outdoor dining

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (163 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
The price is ￥21,286
￥61,839 total
includes taxes & fees
Feb 14 - Feb 15
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1,744 reviews)
"Beautiful location, nice, clean rooms, friendly staff, and eating facilities on site!"
Canada
Larry Henry
The price is ￥54,993
￥65,283 total
includes taxes & fees
Feb 16 - Feb 17
Napili Shores Maui by OUTRIGGER
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (873 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is ￥74,885
￥88,898 total
includes taxes & fees
Feb 25 - Feb 26
Aston Maui Hill
Smart TV, DVD player, books, streaming services

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
North Kihei
10.0 out of 10, Exceptional, (35 reviews)
"we really enjoyed our stay here. It is clean and maintained well and close to the beach."
United States
stuti s.
The price is ￥22,971
￥72,406 total
includes taxes & fees
Feb 10 - Feb 11
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
Outdoor dining

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"The view is amazing"
United States
Carlos A.
The price is ￥28,943
￥101,413 total
includes taxes & fees
Jan 30 - Jan 31
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Exterior

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Lahaina
9.6 out of 10, Exceptional, (145 reviews)
"This property was fantastic. Very clean and you just can’t beat the location - beautiful sandy beach on one side and a bay to snorkel in on the other. It was wonderful to have such a well appointed studio to come home to after adventuring around the island. "
United States
Kimberly C.
The price is ￥26,876
￥66,712 total
includes taxes & fees
Feb 11 - Feb 12
Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Outdoor dining

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (269 reviews)
"Great stay"
United States
Noah C.
The price is ￥20,044
￥65,814 total
includes taxes & fees
Feb 25 - Feb 26
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (61 reviews)
"The room was perfect! "
United States
Gillian
The price is ￥18,607
￥55,612 total
includes taxes & fees
Feb 7 - Feb 8
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Outdoor dining

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
North Kihei
9.6 out of 10, Exceptional, (289 reviews)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
The price is ￥27,871
￥76,073 total
includes taxes & fees
Feb 27 - Feb 28
Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
On the beach

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (39 reviews)
"We had a wonderful stay! Host was wonderful! Being steps from the beach was the cherry on top! Would definitely stay again!!!"
United States
Stacie K.
The price is ￥28,331
￥69,936 total
includes taxes & fees
Feb 24 - Feb 25
Romantic Beachfront Getaway
Beach nearby

Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (154 reviews)
"My wife and I have stayed multiple times. As usual everything was top shelf! Excellent location close to many restaurants & beaches. Great swimming pool and the condo is well equipped with everything you need for a great stay!"
United States
Gary T.
The price is ￥27,427
￥66,456 total
includes taxes & fees
Feb 11 - Feb 12
Across from Kamaole 2 Beach, concrete building, well maintained.
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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Top Olowalu Hotel Reviews

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Beautiful, clean room. Friendly, helpful staff. The restaurant on premises was delicious. "
Lynn 2-night trip
Posted 1 day ago
The Westin Maui Resort & Spa, Ka'anapali

Find out more about Olowalu

Search for holiday rentals in Olowalu on Expedia! You can easily find your home rentals, villas, holiday apartments in Olowalu using one of the methods below:

  • View our selection of featured holiday rentals in Olowalu
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  • Enter your travel dates to view the best deals on holiday rentals in Olowalu while they last

Look no further and take a look at our great range of rental properties in Olowalu!

Frequently asked questions

Are there vacation rentals in Olowalu?

Yes, we have vacation rentals near the most popular local attractions in Olowalu, or you can go with a secluded option if you want a relaxing place to stay. Olowalu is known for its shopping and restaurants. Make sure you have time to check out the beaches while you're in the area.

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

Kapalua Golf Villas by KBM Resorts: Located near Olowalu, this vacation home rental 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. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

What’s there to see and do in Olowalu?

Explore the area and family-friendly sights such as Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get out into nature at a spot like Mile Marker 14 Beach. Kaanapali Beach and Wailea Beach are other popular places to visit in the area.

What’s a vacation rental in Olowalu like?

A vacation rental is a private property you can stay in for several days or longer in Olowalu. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.