A coastal landscape with a prominent green hill and a rocky shoreline.

Kahakuloa Vacation Rentals

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Our top choices for Kahakuloa vacation rentals

1. Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (15 reviews)
"Clean and spacious. Beautiful ocean view "
United States
Shiqi
The price is AED 3,212
AED 6,225 total
includes taxes & fees
31 Aug - 1 Sep
Kapalua Ridge Villas Resort by KBM

2. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (220 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is AED 826
AED 980 total
includes taxes & fees
28 Aug - 29 Aug
Napili Village Hotel

3. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is AED 1,033
AED 1,226 total
includes taxes & fees
28 Aug - 29 Aug
Napili Sunset on the Beach

4. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,864 reviews)
"Napili Shores is an awesome place and great Hawaiian vibe! Quiet and serene let alone Napili Bay and the famous Gazebo Restaurant! Beautiful views!"
Canada
Kevin
The price is AED 1,027
AED 1,219 total
includes taxes & fees
12 Sep - 13 Sep
Napili Shores Maui by OUTRIGGER

5. Updated Studio, AC, steps to beach

Updated Studio, AC, steps to beach
Lahaina
9.8 out of 10, Exceptional, (157 reviews)
"Wonderful place to stay. Our host Evelyn very kindly allowed us to extend our stay with 0 issues after the recent Kona storm. We had a great time and experience - fully recommend. "
United States
MeMe C.
The price is AED 628
AED 1,577 total
includes taxes & fees
5 Sep - 6 Sep
Updated Studio, AC, steps to beach

6. Napili Shores 1BR Condo – 2-Min Walk to Beach, Pools, AC & No Resort Fees

Napili Shores 1BR Condo – 2-Min Walk to Beach, Pools, AC & No Resort Fees
Lahaina
9.8 out of 10, Exceptional, (139 reviews)
"Clean and close to the beach and pool area! "
United States
Teri T.
The price is AED 826
AED 1,963 total
includes taxes & fees
3 Sep - 4 Sep
Napili Shores 1BR Condo – 2-Min Walk to Beach, Pools, AC & No Resort Fees

7. Napili Shores A-201 - Ocean Front - Book Now!

Napili Shores A-201 - Ocean Front - Book Now!
Lahaina
9.8 out of 10, Exceptional, (103 reviews)
"Wonderful location and beautiful views!!! Would definitely stay again at this location our next trip to Maui! Great Hosts and amenities. "
United States
MONICA H.
The price is AED 1,194
AED 2,969 total
includes taxes & fees
31 Aug - 1 Sep
Napili Shores A-201 - Ocean Front - Book Now!

8. Unit 22 Waena Inn - Maui Private Suite

Unit 22 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (38 reviews)
"The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!"
United States
Claire R.
The price is AED 720
AED 1,203 total
includes taxes & fees
28 Aug - 29 Aug
Unit 22 Waena Inn - Maui Private Suite

9. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (12 reviews)
"Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. "
United States
Suzan F.
The price is AED 726
AED 1,210 total
includes taxes & fees
30 Aug - 31 Aug
Unit 23 Waena Inn - Maui Private Suite

10. Experience paradise at Kahana's beachfront 3-bedroom condo near Kaanapali Beach

Experience paradise at Kahana's beachfront 3-bedroom condo near Kaanapali Beach
Lahaina
10.0 out of 10, Exceptional, (168 reviews)
"Excellent trip with our family, everything you could want, thank you for hosting us. "
Canada
Brodie P.
The price is AED 2,479
AED 5,142 total
includes taxes & fees
26 Sep - 27 Sep
Experience paradise at Kahana's beachfront 3-bedroom condo near Kaanapali Beach

11. Papakea Resort by KBM

Papakea Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (4 reviews)
"Very nice property we enjoyed everything about it"
United States
Lorena
The price is AED 5,294
AED 10,183 total
includes taxes & fees
19 Sep - 20 Sep
Papakea Resort by KBM

12. Direct Oceanfront ground floor - Kuleana 706

Direct Oceanfront ground floor - Kuleana 706
Lahaina
9.6 out of 10, Exceptional, (133 reviews)
"We had a pretty good stay. Condo is older but served its purpose. Beautiful view and really close to waters edge!"
United States
Susan N.
The price is AED 555
AED 3,176 total
includes taxes & fees
1 Sep - 2 Sep
Direct Oceanfront ground floor - Kuleana 706

13. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (91 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
The price is AED 364
AED 1,475 total
includes taxes & fees
6 Sep - 7 Sep
Beautiful Ocean and Outer Island Views! See Whales in season!

14. Luxury OCEAN FRONT Truly 5 Star with A/C, 20' From The Water At Pikake. No fees

Luxury OCEAN FRONT Truly 5 Star with A/C, 20' From The Water At Pikake. No fees
Lahaina
10.0 out of 10, Exceptional, (320 reviews)
"We loved our stay. Beautiful patio view & very walkable to many restaurants, bakeries & coffee spots. "
United States
Richard H.
The price is AED 826
AED 1,963 total
includes taxes & fees
27 Sep - 28 Sep
Luxury OCEAN FRONT Truly 5 Star with A/C, 20' From The Water At Pikake. No fees

15. Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!

Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!
Lahaina
9.8 out of 10, Exceptional, (181 reviews)
"The location is what makes this place nice. It has its own little private beach which was great for our kids."
United States
Greg A.
The price is AED 760
AED 1,998 total
includes taxes & fees
25 Sep - 26 Sep
Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!

16. Tri Zone AC - You're invited! Come inside, the house is yours!

Tri Zone AC - You're invited! Come inside, the house is yours!
Lahaina
9.6 out of 10, Exceptional, (135 reviews)
"Loved our stay! The unit had everything we needed, beds were comfortable, and we already want to go back! "
United States
Jenny M.
The price is AED 1,249
AED 3,052 total
includes taxes & fees
25 Sep - 26 Sep
Tri Zone AC - You're invited! Come inside, the house is yours!

17. Oceanfront Property - 60 feet from the ocean. Beautiful views, free WiFi

Oceanfront Property - 60 feet from the ocean. Beautiful views, free WiFi
Lahaina
10.0 out of 10, Exceptional, (125 reviews)
"We loved our stay in Papakea Resort."
United States
Maryia B.
The price is AED 1,483
AED 3,208 total
includes taxes & fees
28 Aug - 29 Aug
Oceanfront Property - 60 feet from the ocean. Beautiful views, free WiFi

18. PAPAKEA RESORT BRING THE FAMILY!! - July/August Specials

PAPAKEA RESORT BRING THE FAMILY!! - July/August Specials
Lahaina
9.4 out of 10, Exceptional, (62 reviews)
"Beautiful condo with spectacular views. Watched whales and dolphins from the lanai. Owner was quick to respond with questions. Well appointed clean unit. Beautiful grassy area to lay in sun with stairs down to the ocean. Not a sand girl so best of both worlds. Easy short walk to Ka’anapali resorts. Great family rental highly recommend!! "
United States
Tammy E.
The price is AED 2,549
AED 5,493 total
includes taxes & fees
25 Sep - 26 Sep
PAPAKEA RESORT BRING THE FAMILY!! - July/August Specials

19. Wonderful 2BR/ 2BA Oceanview Condo

Wonderful 2BR/ 2BA Oceanview Condo
Lahaina
9.2 out of 10, Wonderful, (137 reviews)
"Plenty of beach chairs and some snorkel gear available in the unit. The property was was nice with two pools and the onsite restaurant was good. Great stay!"
United States
Lena Y.
Wonderful 2BR/ 2BA Oceanview Condo

20. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (108 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
The price is AED 393
AED 2,870 total
includes taxes & fees
11 Sep - 12 Sep
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
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 Kahakuloa Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Kahakuloa?

Yes, you can find vacation rentals near well known local attractions in Kahakuloa, or you can choose a more secluded option if you'd like a relaxing place to stay. Kahakuloa is known for its beaches and restaurants. Make sure you have time to check out the sporting events while you're in the area.

What's the top vacation rental that Kahakuloa has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental outside of Kahakuloa is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware, and a coffee maker.

What’s there to see and do in Kahakuloa?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kahakuloa Beach. You’ll find favorite places to visit like Kaanapali Beach and Napili Bay in the larger area.

What’s a vacation rental in Kahakuloa like?

A vacation rental is a private property where you can stay for a couple of days or more in Kahakuloa. Vacation rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.