Search Holiday Rentals in Olowalu

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Olowalu holiday rentals

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
8.8 out of 10, Excellent, (2,933 reviews)
"Excellent accommodations! Beautiful property! I would highly recommend this location. Julie, the concierge, was wonderful to work with!! What a gem!!!!"
United States
Deborah
The price is £600
includes taxes & fees
17 Apr - 18 Apr
OUTRIGGER Honua Kai Resort & Spa
3.0 star property
The price is £490
includes taxes & fees
25 Mar - 26 Mar
Kuau Plaza Paia Condo with Parking
9.4 out of 10, Exceptional, (199 reviews)
"Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!"
United States
Allison H.
The price is £326
includes taxes & fees
12 Apr - 13 Apr
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (4,036 reviews)
"Beautiful location and friendly helpful staff. Nice clean rooms and resort. "
Canada
Megan Ruth
The price is £304
includes taxes & fees
31 Mar - 1 Apr
Aston Kaanapali Shores

Aparthotel in Lahaina

Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (172 reviews)
"Great location "
United States
John Roger
The price is £205
includes taxes & fees
31 Mar - 1 Apr
Napili Village Hotel

Condo resort in Lahaina

Kuleana Club - 513
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Clean room, easy check in process, great property with great pool and little beach area to see turtles. We were on the third floor and had to carry all our suitcases up the flights of stairs but being able to see the whales off the Lanai every morning was worth it "
Australia
Andrea
The price is £300
includes taxes & fees
26 Mar - 27 Mar
Kuleana Club - 513

Aparthotel in South Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (890 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is £275
includes taxes & fees
7 Apr - 8 Apr
Aston Maui Hill
4.0 star property
9.6 out of 10, Exceptional, (373 reviews)
"Had room and view we anticipated"
United States
mark
The price is £615
includes taxes & fees
20 Apr - 21 Apr
The Whaler Resort Kaanapali Beach
9.2 out of 10, Wonderful, (23 reviews)
"Clean and convenient"
United States
Ilya L
The price is £282
includes taxes & fees
1 Apr - 2 Apr
Kuau Surf 2.0 Maui North Shore Locally-Owned

Aparthotel in Lahaina

Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (654 reviews)
"beautiful view. Amazing staff! "
United States
Huajuan
The price is £249
includes taxes & fees
31 Mar - 1 Apr
Napili Sunset on the Beach

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.5 star property
9.0 out of 10, Wonderful, (1,775 reviews)
"Ocean view, comfortable room, nice bar on property, well located"
United States
Rosanne Marie
The price is £274
includes taxes & fees
22 Mar - 23 Mar
Napili Shores Maui by OUTRIGGER

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is £496
includes taxes & fees
14 Apr - 15 Apr
The Ocean View Residence
4.0 star property
9.4 out of 10, Exceptional, (486 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is £462
includes taxes & fees
9 Apr - 10 Apr
The Westin Nanea Ocean Villas, Ka'anapali
10.0 out of 10, Exceptional, (136 reviews)
"Beautiful place to stay and rest. Ate all our meals on the lani in ocean front beauty. All you need for a beautiful vacation "
United States
Ruth
The price is £465
includes taxes & fees
24 Mar - 25 Mar
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

Condo in Maalaea Bay

Romantic Beachfront Getaway
9.6 out of 10, Exceptional, (42 reviews)
"Excellent location. "
United States
Thomas
The price is £354
includes taxes & fees
31 Mar - 1 Apr
Romantic Beachfront Getaway
9.4 out of 10, Exceptional, (44 reviews)
"The pool and hot tub are great and very easy to access. The views are stunning. And the grounds are kept incredibly clean and groomed. "
United States
Guy C.
The price is £432
includes taxes & fees
25 Mar - 26 Mar
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
9.0 out of 10, Wonderful, (10 reviews)
"Host was very accommodating when we needed some extra bedding! Beautiful little condo! Great location ;)"
United States
Daunne S.
The price is £605
includes taxes & fees
13 Apr - 14 Apr
Paia 2 Bedroom 2 Bathroom
9.8 out of 10, Exceptional, (205 reviews)
"Gorgeous condo right on the beach! Zero complaints! Thank you for sharing your home."
United States
Susan C.
The price is £379
includes taxes & fees
22 Mar - 23 Mar
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
10.0 out of 10, Exceptional, (272 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is £299
includes taxes & fees
27 Mar - 28 Mar
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
9.6 out of 10, Exceptional, (167 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is £319
includes taxes & fees
1 Apr - 2 Apr
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Olowalu Hotel Reviews

Find out more about Olowalu

Everything you need to know about Olowalu holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Olowalu holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olowalu holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Olowalu holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olowalu. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Olowalu holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Olowalu holiday rentals we have selected for you start as low as £274 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Olowalu rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olowalu holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olowalu. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Olowalu?

Yes, there are holiday rentals close to the most popular sights in Olowalu, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Olowalu has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This holiday home rental outside of Olowalu is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 Whalers Village are other popular places to visit in the area.

What’s a holiday rental in Olowalu like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olowalu. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.