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Olowalu Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Olowalu vacation rentals

Outdoor dining

1. 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, (173 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is AED 511
AED 1,487 total
includes taxes & fees
22 Aug - 23 Aug
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Property grounds

2. 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 AED 612
AED 3,013 total
includes taxes & fees
18 Aug - 19 Aug
Bright, Beautiful, Remodeled Island Sands 505 Condo
Penthouse, 2 Bedrooms, Oceanfront | Premium bedding, in-room safe, desk, blackout drapes

3. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,554 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is AED 664
AED 2,192 total
includes taxes & fees
18 Aug - 19 Aug
Aston at The Whaler on Kaanapali Beach
On the beach

4. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is AED 679
AED 1,770 total
includes taxes & fees
13 Aug - 14 Aug
Romantic Beachfront Getaway
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (447 reviews)
"Amazing views and location. Great employees."
United States
Ramon
The price is AED 835
AED 2,333 total
includes taxes & fees
13 Aug - 14 Aug
The Whaler Resort Kaanapali Beach
Exterior

6. 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, (314 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is AED 373
AED 1,459 total
includes taxes & fees
14 Aug - 15 Aug
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Outdoor dining

7. 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
9.8 out of 10, Exceptional, (305 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is AED 363
AED 1,439 total
includes taxes & fees
9 Sep - 10 Sep
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach, sun loungers, beach towels

8. Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (120 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is AED 496
AED 1,521 total
includes taxes & fees
19 Aug - 20 Aug
Sugar Beach Resort Oceanview 1 bed/1 bath
Outdoor dining

9. 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
9.8 out of 10, Exceptional, (279 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is AED 380
AED 1,467 total
includes taxes & fees
13 Aug - 14 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Smart TV, DVD player, books, streaming services

10. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (43 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is AED 367
AED 1,598 total
includes taxes & fees
24 Aug - 25 Aug
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Property grounds

11. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (59 reviews)
"This is a great place to stay. Kristal was really helpful, both with questions about the condo and with suggestions of things to do. Great mid island location; we went to both sides of the island from here. Condo was stocked with essential items, which was much appreciated. Beautiful view and easy beach access. Highly recommend!!"
United States
Lisa J.
The price is AED 562
AED 1,735 total
includes taxes & fees
24 Aug - 25 Aug
Top Floor Beachfront Condo with Ocean view
On the beach, sun loungers, beach towels

12. 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 AED 454
AED 1,566 total
includes taxes & fees
15 Aug - 16 Aug
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
On the beach

13. 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, (79 reviews)
"We loved our stay! Great location"
United States
Madison
The price is AED 397
AED 1,267 total
includes taxes & fees
24 Aug - 25 Aug
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
On the beach, sun loungers, beach towels

14. Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (172 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 AED 533
AED 1,744 total
includes taxes & fees
11 Sep - 12 Sep
Steps to the Beach, Affordable w/Free Parking
Outdoor dining

15. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Central Kihei
10.0 out of 10, Exceptional, (204 reviews)
"We loved this place! Was perfect for what we were needing:)"
United States
Alana C.
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Outdoor dining

16. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (90 reviews)
"Overall a 4/5 experience! I would stay here again without a doubt. Simple check-in process, attentive host, great ocean views, and a well equipped condo. The only drawback I can think of was in regards to some of the aging furnishings. "
United States
Timo S.
The price is AED 342
AED 1,444 total
includes taxes & fees
14 Aug - 15 Aug
Beautiful Ocean and Outer Island Views! See Whales in season!
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

17. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,612 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is AED 854
AED 1,341 total
includes taxes & fees
1 Sep - 2 Sep
Aston Maui Kaanapali Villas
Coffee/tea maker, fridge, microwave, oven

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

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (216 reviews)
"The location of the suite was perfect, close to the pool, hot tub and grills and still offered privacy."
United States
Laurie D.
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
Smart TV

19. Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Central Kihei
10.0 out of 10, Exceptional, (113 reviews)
"Beautiful condo, fabulous location."
Canada
Joan R.
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Sun loungers

20. 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, (31 reviews)
"Property was clean and great location to do everything we wanted to do. Was very pleased for the price!!"
United States
Rachel
The price is AED 559
AED 1,681 total
includes taxes & fees
19 Aug - 20 Aug
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
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

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Very clean, great location to the ocean, transportation close by. Friendly and helpful staff. Quiet at night. I highly recommend"
Terry 1-night trip
Posted 2 hours ago
Maui Seaside Hotel

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.