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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 311 Vacation Homes in Kahakuloa with updated reviews, rates, and availability.

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.
Kaiholo Hale
Beach nearby

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (196)
"Loved our stay. Can not wait to go back"
Kaiholo Hale
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, (219)
"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
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
Miscellaneous

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

9.8 out of 10, Exceptional, (34)
"We loved this place will be back again, was great for multiple generations and can’t beat the beach access"
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
#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, (8)
"This was an amazing property! It’s in a great location, spacious rooms and awesome amenities. Our group loved playing pickleball and heading to the beach with all of the provided beach equipment. Host was attentive as well, we would definitely recommend to anyone looking for a luxurious and relaxing vacation. "
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Interior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (67)
"All in all just a perfect location to host and relax."
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Location, Location.... Just Steps Away from the Ocean!
Pool

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

9.6 out of 10, Exceptional, (137)
"Really enjoyed our time at this wonderful location and would gladly rent again,"
Location, Location.... Just Steps Away from the Ocean!
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, (97)
"We really enjoyed our stay."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
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 2,501
AED 4,974 total
includes taxes & fees
5 May - 6 May
Kapalua Golf Villas by KBM Resorts
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Outdoor dining

Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

10.0 out of 10, Exceptional, (118)
"Our family had wonderful stay. The house was beautiful and perfect for our 3-generation family stay. It’s located in a quiet neighborhood, walking distance from the nearest beach. Chris, the host, was highly responsive to questions and issues during our stay. "
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Outdoor pool, a heated pool

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (59)
"The stay was great. "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
Miscellaneous

Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining

8.8 out of 10, Excellent, (12)
"This home had everything needed for our stay and was just a few steps from the beach."
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
Spectacular Oceanfront 4 Bedroom
Miscellaneous

Spectacular Oceanfront 4 Bedroom

8.0 out of 10, Very Good, (27)
"It’s a little ‘tired’, windows and back patio door need attentionWell stocked kitchen, lots of oils and spices, the road at the front is loud but the views are spectacular"
Spectacular Oceanfront 4 Bedroom
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
100-4 Island living at its best!!
Pool

100-4 Island living at its best!!

10.0 out of 10, Exceptional, (31)
"Easy check in and property is just as advertised"
100-4 Island living at its best!!
Mountain to Ocean Views Pole House @ Maui Adventure Villa
Property grounds

Mountain to Ocean Views Pole House @ Maui Adventure Villa

9.8 out of 10, Exceptional, (219)
"The pole house is a one-of-a-kind, hand built japanese timber framed house with tique finishings. It’s a work of art— very airy, high ceilings and it has great views . John the owner is very friendly and accommodating. It looks much better in person than in the pictures. Highly recommend"
Mountain to Ocean Views Pole House @ Maui Adventure Villa
87-1 Escape to Paradise at Puamana's Hale Nalu
Pool

87-1 Escape to Paradise at Puamana's Hale Nalu

10.0 out of 10, Exceptional, (21)
"Beautiful property in the best location!!"
87-1 Escape to Paradise at Puamana's Hale Nalu
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Pool

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

9.2 out of 10, Wonderful, (43)
"Excellent location for Watching Humpback Whales"
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
Outdoor pool

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!

10.0 out of 10, Exceptional, (91)
"Amazing property and location"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
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, (197)
"This property is beautiful and well located to shops and sea. well appointed and very comfortable."
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
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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Other property types in Kahakuloa

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2386)
"Absolutely beautiful place to stay, we loved it!!"
The price is AED 765
AED 1,227 total
includes taxes & fees
13 May - 14 May
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3560)
"Friendly staff, beautiful location."
The price is AED 921
AED 1,195 total
includes taxes & fees
5 May - 6 May
Aston Kaanapali Shores
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (664)
"Florante is great. "
Kahana Beach Vacation Club
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.