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Olowalu Vacation Rentals

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Tonight
Nov 20 - Nov 21
Tomorrow
Nov 21 - Nov 22
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Olowalu

Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2497)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is P14,517
P22,336 total
includes taxes & fees
Dec 21 - Dec 22
Aston Maui Kaanapali Villas
Beach nearby, white sand, beach towels
Napili Village Hotel

Napili Village Hotel

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (132)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is P13,484
P15,907 total
includes taxes & fees
Nov 25 - Nov 26
Napili Village Hotel
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3868)
"Was a great place to stay"
United States
Christine
The price is P14,797
P19,192 total
includes taxes & fees
Nov 24 - Nov 25
Aston Kaanapali Shores
Sundeck
Napili Sunset on the Beach

Napili Sunset on the Beach

2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is P16,569
P19,546 total
includes taxes & fees
Nov 22 - Nov 23
Napili Sunset on the Beach
1 bedroom, in-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Kapalua Villas Maui

4.0 star property
Lahaina
8.8 out of 10, Excellent, (957)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
United States
Arturo
The price is P21,791
P52,835 total
includes taxes & fees
Dec 20 - Dec 21
Kapalua Villas Maui
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (298)
"We loved our stay at the Whaler"
United States
Kris Leann
The price is P15,960
P40,282 total
includes taxes & fees
Dec 21 - Dec 22
The Whaler Resort Kaanapali Beach
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1120)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is P26,341
P31,073 total
includes taxes & fees
Nov 28 - Nov 29
The Westin Ka'anapali Ocean Resort Villas
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking

4.0 star property
South Kihei
9.0 out of 10, Wonderful, (20)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking
Exterior
Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2)
"From start to finish, this stay was perfection. The condo was spotless, beautifully designed, and felt like a private retreat. We woke up to ocean views, enjoyed breakfast on the lanai, and walked to the beach within minutes. Everything we needed was right there—comfortable beds, a full kitchen, and even beach gear ready to go. The location made it easy to explore, but also perfect for just staying in and unwinding. We’ve been to Maui before, but this experience set a new standard. Peaceful,...
United States
Sophie
The price is P4,960
P33,158 total
includes taxes & fees
Nov 22 - Nov 23
Signature Residences at Maui Banyan
Exterior
Timeshare Oceanview Studio in Maui

Timeshare Oceanview Studio in Maui

3.0 star property
Lahaina
10.0 out of 10, Exceptional, (4)
"Room was perfect, staff extremely friendly and views were amazing!"
United States
Elizabeth
Timeshare Oceanview Studio in Maui
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers
Aston Maui Hill

Aston Maui Hill

3.0 star property
South Kihei
9.0 out of 10, Wonderful, (843)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
The price is P17,030
P20,089 total
includes taxes & fees
Nov 24 - Nov 25
Aston Maui Hill
Beach
Napili Shores D229 Studio Bedroom Condo by RedAwning

Napili Shores D229 Studio Bedroom Condo by RedAwning

3.5 star property
Lahaina
8.0 out of 10, Very Good, (1)
The price is P13,364
P66,351 total
includes taxes & fees
Nov 22 - Nov 23
Napili Shores D229 Studio Bedroom Condo by RedAwning
3 outdoor pools, cabanas (surcharge), sun loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
Lahaina
8.8 out of 10, Excellent, (196)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is P26,341
P31,073 total
includes taxes & fees
Dec 6 - Dec 7
Marriott's Maui Ocean Club - Lahaina & Napili Towers
View from property
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"This spot was everything we needed and more. Super clean, stylish, and felt way more spacious than a typical hotel room. We had a full kitchen to cook, comfy beds for deep sleep, and the AC kept things cool after long beach days. The location couldn’t have been better—walking distance to great food, coffee, and beaches. It felt private and relaxed, but still close to the action. Honestly, it felt like home… just way better. Can’t wait to book again!"
United States
Sophie
The price is P9,570
P41,263 total
includes taxes & fees
Nov 22 - Nov 23
The Residences at Kamaole Sands Resort
On the beach
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1698)
"Enjoyed our stay."
United States
MARTIN
The price is P18,838
P22,222 total
includes taxes & fees
Nov 22 - Nov 23
Napili Shores Maui by OUTRIGGER
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is P16,049
P22,060 total
includes taxes & fees
Dec 7 - Dec 8
Royal Lahaina Bungalows & Spa
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
Lahaina
9.2 out of 10, Wonderful, (470)
"Spacious rooms and fun pools"
United States
Vanessa
The price is P32,953
P38,872 total
includes taxes & fees
Dec 4 - Dec 5
The Westin Nanea Ocean Villas, Ka'anapali
Beach nearby, white sand, beach towels
Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking

3.5 star property
South Kihei
9.0 out of 10, Wonderful, (2)
"Clean property nice room good location"
United States
Richard
Kamaole Sands Condos Close to Beach with Parking
Interior
Island Surf 308 1 Bedroom Condo

Island Surf 308 1 Bedroom Condo

3.0 star property
South Kihei
Island Surf 308 1 Bedroom Condo
Beach/ocean view
Paki Maui 103

Paki Maui 103

2.0 star property
Lahaina
The price is P58,870
P87,123 total
includes taxes & fees
Nov 23 - Nov 24
Paki Maui 103
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

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"Our stay was great in the sun deck garden room, with the most relaxing outdoor space. All the staff had the spirit of aloha. The grounds and amenities were top notch. "
Rachel 4-night trip
Posted 3 days ago
Wailea Beach Resort - Marriott, Maui

Find out more about Olowalu

Search for holiday rentals in Olowalu on Expedia! You can easily find your home rentals, villas, holiday apartments in Olowalu using one of the methods below:

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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’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 Wailea Beach 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.