Photo by Chris Fiegel

Search Holiday Rentals in Olowalu

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Olowalu holiday rentals

Condo, 3 Bedrooms, Balcony, Partial Ocean View (KRV-722) | Front of property
Kapalua Ridge Villas by KBM

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 47.778.301 ₫
68.785.582 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Kapalua Ridge Villas by KBM
Deluxe Apartment, Partial Ocean View | Balcony
The Residences at Kamaole Sands Resort

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 4.006.195 ₫
19.473.816 ₫ total
includes taxes & fees
17 Jan - 18 Jan
The Residences at Kamaole Sands Resort
On the beach
Napili Shores Maui by OUTRIGGER

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 9.692.154 ₫
11.505.750 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Napili Shores Maui by OUTRIGGER
Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets
Napili Sunset on the Beach

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 7.385.211 ₫
8.767.328 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Napili Sunset on the Beach
Exterior
Signature Residences at Maui Banyan

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 2.034.131 ₫
15.259.877 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Signature Residences at Maui Banyan
Property grounds
The Westin Ka'anapali Ocean Resort Villas

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 12.791.542 ₫
15.185.096 ₫ total
includes taxes & fees
20 Jan - 21 Jan
The Westin Ka'anapali Ocean Resort Villas
Condo, 2 Bedrooms, Oceanfront (301) | Property amenity
Polo Beach - CoralTree Residence Collection

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 17.020.368 ₫
29.446.978 ₫ total
includes taxes & fees
30 Jan - 31 Jan
Polo Beach - CoralTree Residence Collection
2 outdoor pools
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,535 reviews)
"Exceptional staff, clean rooms and resort. Great location. "
Canada
Travis
The price is 9.587.090 ₫
13.703.993 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Aston Maui Kaanapali Villas
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

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 4.964.274 ₫
13.351.813 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Waiohuli Beach Hale Ocean View Condos with Parking
Condo, 1 Bedroom, Balcony, Ocean View (KGV-22T5) | Living area | TV
Kapalua Golf Villas by KBM Resorts

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 47.837.399 ₫
66.392.447 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Kapalua Golf Villas by KBM Resorts
Property amenity
Aston Kaanapali Shores

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 9.166.834 ₫
11.661.705 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Aston Kaanapali Shores
Condo, 1 Bedroom | Outdoor dining
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

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 7.489.750 ₫
31.816.050 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

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 11.451.976 ₫
25.716.103 ₫ total
includes taxes & fees
13 Jan - 14 Jan
OUTRIGGER Honua Kai Resort & Spa
Exterior
The Westin Nanea Ocean Villas, Ka'anapali

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 16.368.971 ₫
19.431.932 ₫ total
includes taxes & fees
25 Jan - 26 Jan
The Westin Nanea Ocean Villas, Ka'anapali
Beach nearby, white sand, beach towels
Napili Village Hotel

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 6.782.669 ₫
8.051.842 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Napili Village Hotel
BBQ/picnic Area
Kuleana Club - 307

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 5.725.988 ₫
12.254.092 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Kuleana Club - 307
Suite, Multiple Beds, Garden View (2 Baths) | Garden view
The Whaler Resort Kaanapali Beach

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 12.890.565 ₫
24.899.554 ₫ total
includes taxes & fees
11 Feb - 12 Feb
The Whaler Resort Kaanapali Beach
Aerial view
Royal Lahaina Bungalows & Spa

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 12.268.849 ₫
15.958.795 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Royal Lahaina Bungalows & Spa
Family Apartment, 2 Bedrooms, Balcony, Mountain View | In-room dining
Kihei Ali'i Kai Condos with Free Parking

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
Condo (1 Bedroom) | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Kapalua Bay Villas by KBM

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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Olowalu Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"The entire experience was great. Hotel-like service with the benefits of having a fully functional apartment. Everything was well equipped. We had two meals in the studio each day and ate out once. We had a rental car, which we would recommend to anyone that likes to explore and is in Maui for more than the luxury resort experience. "
Andres 7-night trip
Posted 10 hours ago
The Whaler Resort Kaanapali Beach

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’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.