Olowalu Holiday Rentals

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Our top choices for Olowalu holiday rentals

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, (202 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 NZ$756
includes taxes & fees
15 Apr - 16 Apr
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.4 out of 10, Exceptional, (18 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is NZ$981
includes taxes & fees
8 May - 9 May
Signature Residences at Maui Banyan

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, (167 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is NZ$926
includes taxes & fees
28 Apr - 29 Apr
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

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, (24 reviews)
"Clean and convenient"
United States
Ilya L
The price is NZ$604
includes taxes & fees
28 Apr - 29 Apr
Kuau Surf 2.0 Maui North Shore Locally-Owned

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
North Kihei
9.8 out of 10, Exceptional, (120 reviews)
"Nice relaxing beautiful stay. Ocean and accommodations were wonderful. "
United States
Jeff I.
The price is NZ$665
includes taxes & fees
12 Apr - 13 Apr
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.0 out of 10, Wonderful, (10 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is NZ$1,291
includes taxes & fees
17 Apr - 18 Apr
Paia 2 Bedroom 2 Bathroom

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (305 reviews)
"Super cute place to stay and the host was very helpful. Great location on the island and everything was super clean and easy to use. Best place to stay!!!!"
United States
Anonymous traveller
The price is NZ$653
includes taxes & fees
12 Apr - 13 Apr
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (117 reviews)
"Condo is fully stocked and decorated beautifully! "
United States
erin t.
The price is NZ$766
includes taxes & fees
22 Apr - 23 Apr
Sugar Beach Resort Oceanview 1 bed/1 bath

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, (67 reviews)
"The room was perfect! "
United States
Gillian
The price is NZ$606
includes taxes & fees
24 Apr - 25 Apr
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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, (273 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is NZ$662
includes taxes & fees
23 Apr - 24 Apr
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is NZ$807
includes taxes & fees
12 Apr - 13 Apr
Romantic Beachfront Getaway

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, (39 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 NZ$798
includes taxes & fees
15 Apr - 16 Apr
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (26 reviews)
"Nice place"
Canada
PC SHOP
The price is NZ$816
includes taxes & fees
14 Apr - 15 Apr
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (109 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is NZ$886
includes taxes & fees
26 Apr - 27 Apr
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (57 reviews)
"Stay was great, condo was well equipped, great location and beautiful view."
United States
Tara C.
The price is NZ$1,562
includes taxes & fees
13 Apr - 14 Apr
Bright, Beautiful, Remodeled Island Sands 505 Condo

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (268 reviews)
"Great stay. Very easy & the owner was very quick to reply to any questions. Lovely neighborhood & beaches. Would stay here again! "
United States
Tyler M.
The price is NZ$807
includes taxes & fees
14 Apr - 15 Apr
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (108 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is NZ$816
includes taxes & fees
19 Apr - 20 Apr
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui
North Kihei
10.0 out of 10, Exceptional, (145 reviews)
"Our host was so responsive, kind and helpful! "
United States
Laura C.
The price is NZ$928
includes taxes & fees
10 May - 11 May
SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (51 reviews)
"Kristal was a very welcoming host. Place was exactly what we were looking for. Great location, convenient stores nearby. The local beach was peaceful and relaxing. Had an amazing trip."
Canada
Vicki R.
The price is NZ$902
includes taxes & fees
19 Apr - 20 Apr
Top Floor Beachfront Condo with Ocean view

KKN-Get spoiled DLX Gr. Floor unit Mar.26-Apr.28-(Inquire) deal for all the days

KKN-Get spoiled DLX Gr. Floor unit Mar.26-Apr.28-(Inquire) deal for all the days
South Kihei
9.6 out of 10, Exceptional, (118 reviews)
"Great place, across from beach "
United States
Angelika H.
The price is NZ$702
includes taxes & fees
22 Apr - 23 Apr
KKN-Get spoiled DLX Gr. Floor unit Mar.26-Apr.28-(Inquire) deal for all the days
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

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, 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 NZ$626 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?

Kaiholo Hale: This holiday home rental outside Olowalu is by the ocean, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

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.