Olowalu Holiday Rentals from NZ$395: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Olowalu has to offer?

Kaiholo Hale : This holiday home rental outside of 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.

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Our top choices for Olowalu holiday rentals

An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.

1. Aston Kaanapali Shores

Lahaina

Alyssa

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

2. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

includes taxes & fees

17 Nov - 18 Nov

A resort pool with red umbrellas, palm trees, and a view of the ocean.

3. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Trung

includes taxes & fees

12 Dec - 13 Dec

4. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

zachary

includes taxes & fees

1 Dec - 2 Dec

A beach with clear blue water, a sandy shore, and palm trees.

5. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Wailuku

Jennifer C.

includes taxes & fees

16 Nov - 17 Nov

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

6. Napili Shores Maui by OUTRIGGER

Lahaina

Steve

includes taxes & fees

14 Nov - 15 Nov

An aerial view of a resort pool area with a hot tub, lounge chairs, and palm trees.

7. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Justin

includes taxes & fees

2 Dec - 3 Dec

A beach with clear blue water, palm trees, and a resort in the background.

8. Napili Village Hotel

Lahaina

Dawa

includes taxes & fees

14 Nov - 15 Nov

A tropical resort with a beach view, lounge chairs, and palm trees.

9. Napili Sunset on the Beach

Lahaina

Beverly

includes taxes & fees

12 Dec - 13 Dec

A swimming pool with a curved edge, surrounded by well-maintained grass and palm trees, with a view of the ocean and mountains in the background.

10. In the center of it all!

Maalaea

Danny H.

includes taxes & fees

20 Nov - 21 Nov

A beach with clear blue water, a person walking, and a palm tree.

11. Romantic Beachfront Getaway

Maalaea Bay

Thomas

includes taxes & fees

21 Nov - 22 Nov

A stone wall with a sign reading "Maui Hill" and a blue whale sculpture.

12. Aston Maui Hill

South Kihei

Megan

includes taxes & fees

14 Dec - 15 Dec

A patio with a round table and wicker chairs, overlooking a grassy area and the ocean.

13. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

North Kihei

Colleen D.

A staircase leading to a stone wall with a 'WELCOME' sign, a framed mirror, and potted plants.

14. Unit 22 Waena Inn - Maui Private Suite

Wailuku

Claire R.

includes taxes & fees

15 Nov - 16 Nov

15. Book Your Maui Escape Now: Stunning Oceanfront Condo.

North Kihei

Jeremy and Sara L.

includes taxes & fees

12 Dec - 13 Dec

An aerial view of a coastal resort with beachfront properties, a large hotel, and a swimming pool.

16. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

john

includes taxes & fees

14 Nov - 15 Nov

A balcony with a view of the ocean, furnished with chairs and a table, and a flower vase.

17. Honua Kai Konea Resort by KBM

Kaanapali

Edgar

includes taxes & fees

27 Nov - 28 Nov

An aerial view of a coastal resort area with a large building, a beach, and a pool.

18. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

includes taxes & fees

3 Dec - 4 Dec

A beach with a sandcastle and palm trees.

19. OceanFRONT complexon the BEACHLuxury Remodel

North Kihei

Tom

includes taxes & fees

12 Dec - 13 Dec

A beach with a rainbow, palm trees, and a mountain in the background.

20. Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

North Kihei

Lela N.

includes taxes & fees

17 Nov - 18 Nov

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Find holiday rentals that suit your style

Top Olowalu Hotel Reviews

A hotel lobby with a central seating area, wooden flooring, and a mural on the wall.

Maui Seaside Hotel

Kahului

10/10 Excellent

Kylee

A modern living room with a large gray sectional sofa, wooden beams, and a colorful mural.

Howzit Hostels

Wailuku

10/10 Excellent

Mathew

A beach with palm trees, lounge chairs, and a clear view of the ocean.

The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

10/10 Excellent

This small, delightful and friendly hotel/condo was a fantastic find. I chose it because it is small, there are no TV's and no air con in the rooms, it is mid-priced for Maui and convenient to where we needed to stay on the island. For once the photos on the internet did not do it justice. The rooms are well appointed and the partial ocean view still stunning. The complimentary continental breakfast every morning suited us and was an added bonus. The gardens are beautiful.

Louise

The Whaler Resort Kaanapali Beach

Kannapali Beach Area

10/10 Excellent

Theresa

A terrace with wicker furniture, potted plants, and a view of the ocean.

Kohea Kai Hotel Maui

North Kihei

10/10 Excellent

Andrew

A bedroom with a wooden bed, white bedding, a beach-themed picture on the wall, and a ceiling fan.

Days Inn by Wyndham Maui Oceanfront

South Kihei

8/10 Good

Deborah

An outdoor seating area with a circular fire pit surrounded by wicker furniture.

Courtyard Maui Kahului Airport

Kahului

10/10 Excellent

Anjana

A resort with a large pool, palm trees, and a view of the ocean.

Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

10/10 Excellent

Caroline

A beachfront restaurant with outdoor seating, palm trees, and a view of the sea.

OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

10/10 Excellent

Kimberley

Napili Shores Maui by OUTRIGGER

Lahaina

10/10 Excellent

Baz and Tess

A beachside setting with wicker cabanas and palm trees.

Hyatt Vacation Club at Ka'anapali Beach, Maui

Kannapali Beach Area

10/10 Excellent

property was excellent - rooms lovely and spacious plus spotlessly clean - staff were friendly and most helpful in every way. Pool area lovely and spacious, with large area - good for family with children. Tiki bar was great and staff excellent. Wonderful restful place - our only wish even though grocery shop was on the grounds, was breakfast area could of been situated within the residence however, walked to Hyatt Hotel next door for buffet breakfast each morning where we found Staff...

Joanne

A beach with palm trees and a clear sky.

Nona Lani Cottages

North Kihei

10/10 Excellent

Nona Lani Cottages was everything that we'd hoped for and more. The cottage was in excellent condition and fully functional. The location was great; across the road from a beach and a short drive to South, Central, and West Maui sites of interest. We found our cottage to be very peaceful making it easy to chill and relax with little evidence of other guests. I'm so happy that we ended up at Nona Lani instead of a resort or condo.

Gary

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$395 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 of 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.

Olowalu Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Olowalu holiday rentals

1. Aston Kaanapali Shores

2. Aston Maui Kaanapali Villas

3. OUTRIGGER Honua Kai Resort & Spa

4. The Whaler Resort Kaanapali Beach

5. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

6. Napili Shores Maui by OUTRIGGER

7. The Westin Nanea Ocean Villas, Ka'anapali

8. Napili Village Hotel

9. Napili Sunset on the Beach

10. In the center of it all!

11. Romantic Beachfront Getaway

12. Aston Maui Hill

13. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

14. Unit 22 Waena Inn - Maui Private Suite

15. Book Your Maui Escape Now: Stunning Oceanfront Condo.

16. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

17. Honua Kai Konea Resort by KBM

18. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

19. ~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~

20. Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Find holiday rentals that suit your style

Top Olowalu Hotel Reviews

Maui Seaside Hotel

10/10 Excellent

Find out more about Olowalu

Olowalu holiday rentals: An excellent choice for every season

How to find incredible deals on Olowalu rentals

Frequently Asked Questions

Are there holiday rentals in Olowalu?

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

What’s there to see and do in Olowalu?

What’s a holiday rental in Olowalu like?

19. OceanFRONT complexon the BEACHLuxury Remodel