Olowalu Vacation Rentals

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Our top choices for Olowalu vacation rentals

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (192 reviews)
"Amazing location, great garden/ pool view. Comfortable and clean room, close to beach and snorkeling. Would definitely stay there again."
United States
Patrick James
The price is CA $290
CA $344 total
includes taxes & fees
Jul 6 - Jul 7
Napili Village Hotel

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (10 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is CA $156
CA $488 total
includes taxes & fees
Jul 12 - Jul 13
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

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, (212 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is CA $262
CA $634 total
includes taxes & fees
Jul 16 - Jul 17
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

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, (171 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is CA $183
CA $559 total
includes taxes & fees
Jul 1 - Jul 2
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is CA $297
CA $860 total
includes taxes & fees
Jun 25 - Jun 26
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is CA $235
CA $1,164 total
includes taxes & fees
Jun 26 - Jun 27
Bright, Beautiful, Remodeled Island Sands 505 Condo

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (58 reviews)
"The heated pool is great for kids!"
United States
RACHEAL
The price is CA $366
CA $454 total
includes taxes & fees
Jul 8 - Jul 9
Direct Beachfront with Spectacular Oceanviews!

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, (114 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is CA $229
CA $665 total
includes taxes & fees
Jun 25 - Jun 26
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

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, (30 reviews)
"Nice place"
Canada
PC SHOP
The price is CA $216
CA $667 total
includes taxes & fees
Jun 25 - Jun 26
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Oceanfront, walk to shops and restaurants

Oceanfront, walk to shops and restaurants
Central Kihei
9.0 out of 10, Wonderful, (46 reviews)
"Great location, easy parking, plenty of towels, dishes, etc. Lovely balcony."
United States
kristin s.
The price is CA $223
CA $1,165 total
includes taxes & fees
Jun 26 - Jun 27
Oceanfront, walk to shops and restaurants

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is CA $176
CA $606 total
includes taxes & fees
Jun 30 - Jul 1
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (171 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is CA $166
CA $616 total
includes taxes & fees
Jun 28 - Jun 29
Steps to the Beach, Affordable w/Free Parking

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (55 reviews)
"Central location and helpful site manager "
United States
Richard W.
The price is CA $255
CA $718 total
includes taxes & fees
Jul 6 - Jul 7
Top Floor Beachfront Condo with Ocean view

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Central Kihei
10.0 out of 10, Exceptional, (170 reviews)
"Excellent hist beautiful sunset views and perfect beach amenities "
United States
Chris C.
The price is CA $283
CA $737 total
includes taxes & fees
Jun 25 - Jun 26
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (423 reviews)
"The location is simply outstanding with easy access to public transit, shopping food, and it’s literally on the beach. The views from our balcony were fabulous."
United States
Mackenzie
The price is CA $432
CA $1,030 total
includes taxes & fees
Jun 27 - Jun 28
The Whaler Resort Kaanapali 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, (76 reviews)
"We loved our stay! Great location"
United States
Madison
The price is CA $153
CA $490 total
includes taxes & fees
Jul 5 - Jul 6
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.
North Kihei
9.6 out of 10, Exceptional, (40 reviews)
"The host responded quickly to questions. The condo was comfortable and very clean."
United States
Anonymous traveller
The price is CA $279
CA $725 total
includes taxes & fees
Jul 3 - Jul 4
Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
South Kihei
9.2 out of 10, Wonderful, (151 reviews)
"We really enjoyed our stay "
United States
Samantha T.
The price is CA $191
CA $606 total
includes taxes & fees
Jul 6 - Jul 7
Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Olowalu. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Kaiholo Hale: This vacation home rental near 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 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.