Photo by Rachel Elyse

Olowalu Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Olowalu vacation rentals

Kapalua Ridge Villas by KBM

Kapalua Ridge Villas by KBM
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (5 reviews)
"I loved it here. Best trip I’ve ever taken. Clean, beautiful property. "
United States
Kaitlyn
The price is NT$57,510
NT$82,796 total
includes taxes & fees
Jan 14 - Jan 15
Kapalua Ridge Villas by KBM

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 review)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is NT$4,822
NT$23,440 total
includes taxes & fees
Jan 17 - Jan 18
The Residences at Kamaole Sands Resort

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1,732 reviews)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is NT$11,666
NT$13,849 total
includes taxes & fees
Jan 14 - Jan 15
Napili Shores Maui by OUTRIGGER

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647 reviews)
"Location was excellent"
United States
Polly
The price is NT$8,889
NT$10,553 total
includes taxes & fees
Jan 20 - Jan 21
Napili Sunset on the Beach

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.2 out of 10, Wonderful, (5 reviews)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is NT$2,269
NT$17,985 total
includes taxes & fees
Jan 16 - Jan 17
Signature Residences at Maui Banyan

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, (1,129 reviews)
"Perfect stay"
United States
hao
The price is NT$15,397
NT$18,278 total
includes taxes & fees
Jan 20 - Jan 21
The Westin Ka'anapali Ocean Resort Villas

Polo Beach - CoralTree Residence Collection

Polo Beach - CoralTree Residence Collection
3.5 star property
Wailea
9.0 out of 10, Wonderful, (62 reviews)
"Looking forward to booking again"
United States
robert
The price is NT$20,582
NT$35,567 total
includes taxes & fees
Jan 30 - Jan 31
Polo Beach - CoralTree Residence Collection

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,535 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is NT$11,540
NT$16,495 total
includes taxes & fees
Jan 14 - Jan 15
Aston Maui Kaanapali Villas

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (4 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is NT$6,576
NT$16,896 total
includes taxes & fees
Feb 2 - Feb 3
Waiohuli Beach Hale Ocean View Condos with Parking

Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (9 reviews)
"Everything was great !"
United States
Jackelin
The price is NT$57,581
NT$79,916 total
includes taxes & fees
Jan 14 - Jan 15
Kapalua Golf Villas by KBM Resorts

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,944 reviews)
"Good resort"
United States
Sumit
The price is NT$11,034
NT$14,037 total
includes taxes & fees
Jan 16 - Jan 17
Aston Kaanapali Shores

Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (2 reviews)
" The apartment was prepared with all the necessary amenities. It was spotless, smelled great, had plenty of soaps, towels, and beach necessities, and air conditioning was even left on, so the apartment was quite comfortable upon our arrival. RedAwning is an excellent company with a superb customer relations attitude."
United States
Mariana
The price is NT$9,015
NT$38,297 total
includes taxes & fees
Jan 15 - Jan 16
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2,899 reviews)
"Wonderful stay! "
United States
Quiauna
The price is NT$13,886
NT$31,074 total
includes taxes & fees
Jan 14 - Jan 15
OUTRIGGER Honua Kai Resort & Spa

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (481 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is NT$19,703
NT$23,390 total
includes taxes & fees
Jan 26 - Jan 27
The Westin Nanea Ocean Villas, Ka'anapali

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (151 reviews)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is NT$8,497
NT$10,087 total
includes taxes & fees
Jan 21 - Jan 22
Napili Village Hotel

Kuleana Club - 307

Kuleana Club - 307
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (2 reviews)
"Very clean room. Helpful staff. Great pool area and beautiful landscaping"
Canada
Mike
The price is NT$6,892
NT$14,750 total
includes taxes & fees
Jan 15 - Jan 16
Kuleana Club - 307

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (338 reviews)
"Great location and great views of beach"
United States
VenkataRamadas
The price is NT$16,114
NT$30,681 total
includes taxes & fees
Feb 12 - Feb 13
The Whaler Resort Kaanapali Beach

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is NT$14,768
NT$19,209 total
includes taxes & fees
Jan 26 - Jan 27
Royal Lahaina Bungalows & Spa

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, (21 reviews)
"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

Kapalua Bay Villas by KBM

Kapalua Bay Villas by KBM
4.5 star property
Kapalua
9.8 out of 10, Exceptional, (18 reviews)
"The condo was great. Very clean, comfortable, fully equipped and had great views. Close to many beaches, shopping, golf, restaurants and sightseeing places. We would stay there again. "
United States
David
Kapalua Bay Villas by KBM
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Olowalu Hotel Reviews

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:

  • View our selection of featured holiday rentals in Olowalu
  • Use the map to find apartments and other holiday homes in the Olowalu neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olowalu while they last

Look no further and take a look at our great range of rental properties in Olowalu!

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.