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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 415 Vacation Homes in Olowalu with updated reviews, rates, and availability.

Beautiful 3-bedroom townhome in Kihei
Private kitchen

Beautiful 3-bedroom townhome in Kihei

Beautiful 3-bedroom townhome in Kihei
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Outdoor pool

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

10.0 out of 10, Exceptional, (12)
"Property was in great location and very clean. Property manager was very nice and very accommodating."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
On the beach, sun loungers, beach towels

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (14)
"Beautiful"
The price is AED 11,735
AED 23,631 total
includes taxes & fees
19 Jun - 20 Jun
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
Miscellaneous

87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.

9.0 out of 10, Wonderful, (4)
"Great property. Updated inside, very comfortable. Loved our stay."
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25
Outdoor pool

Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25

9.8 out of 10, Exceptional, (48)
"Clean, quiet, as advertised. "
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25
Privacy In Paradise - Top Rated Vacation Home in West Maui
Pool

Privacy In Paradise - Top Rated Vacation Home in West Maui

10.0 out of 10, Exceptional, (136)
"Absolutely a beautifulhome and island. "
Privacy In Paradise - Top Rated Vacation Home in West Maui
105-1 Puamana Spacious Townhome Near Ocean.
Pool

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"It was as described, perfect location, nice and clean swimming pool, close access to it, beautiful views, great size of the condo we Love ir and enjoyed Nora"
105-1 Puamana Spacious Townhome Near Ocean.
272-2 Oceanfront Magic
Outdoor dining

272-2 Oceanfront Magic

10.0 out of 10, Exceptional, (4)
"Was a great stay. Close to beach and quite a few food restaurants near by"
272-2 Oceanfront Magic
PU 153-4 Spacious and Quiet 3Bedroom Townhouse in Lahaina; Just Steps to Beach
Outdoor dining

PU 153-4 Spacious and Quiet 3Bedroom Townhouse in Lahaina; Just Steps to Beach

9.4 out of 10, Exceptional, (36)
"Everything was easy and nice."
PU 153-4 Spacious and Quiet 3Bedroom Townhouse in Lahaina; Just Steps to Beach
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Interior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (69)
"All in all just a perfect location to host and relax."
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Kapalua Golf Villas by KBM Resorts
Miscellaneous

Kapalua Golf Villas by KBM Resorts

4.0 star property
10.0 out of 10, Exceptional, (6)
"Golf villas were very clean and quiet. It’s a pleasure to wake up to a view of the green and the beautiful trees. The place was amazing ! Will be back "
The price is AED 2,593
AED 5,082 total
includes taxes & fees
23 Jun - 24 Jun
Kapalua Golf Villas by KBM Resorts
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
On the beach, sun loungers, beach towels

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (198)
"great for large groups"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Exterior

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (220)
"Stunning and immaculate country home perfect for your Maui adventure. Comfortable and beautiful accommodation centrally located to all attractions. We would stay here again 💯! "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
Outdoor pool

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

9.8 out of 10, Exceptional, (152)
"The experience couldn’t have been better! The house is lovely and was just what our family was looking for in being a home away from home in paradise. The house was full of useful amenities - kitchen is fully stocked; the laundry is great; and there is everything you need for the beach!The location is very close to town but far enough away to feel completely relaxed.Our family would absolutely stay here again!"
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Pool

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

9.6 out of 10, Exceptional, (100)
"We really enjoyed our stay."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Private gated home with 300 Foot private beach front, beach toys and much more!
Terrace/patio

Private gated home with 300 Foot private beach front, beach toys and much more!

10.0 out of 10, Exceptional, (64)
"Beautiful location - we felt like we were staying in an ocean front resort."
Private gated home with 300 Foot private beach front, beach toys and much more!
Very Best Deluxe Ocean View...Panoramic View....First Class!!
Pool

Very Best Deluxe Ocean View...Panoramic View....First Class!!

10.0 out of 10, Exceptional, (146)
"Everything was simply breathtaking!! What a beautiful condo and the location is second to none!!"
Very Best Deluxe Ocean View...Panoramic View....First Class!!
Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await
Property grounds

Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await

10.0 out of 10, Exceptional, (35)
"Everything about this place"
Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Outdoor pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (9)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Location, Location.... Just Steps Away from the Ocean!
Pool

Location, Location.... Just Steps Away from the Ocean!

9.6 out of 10, Exceptional, (138)
"Really enjoyed our time at this wonderful location and would gladly rent again,"
Location, Location.... Just Steps Away from the Ocean!
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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