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

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is AED 608
AED 3,009 total
includes taxes & fees
25 Jul - 26 Jul
Bright, Beautiful, Remodeled Island Sands 505 Condo

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (172 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is AED 547
AED 1,538 total
includes taxes & fees
21 Jul - 22 Jul
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (213 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is AED 680
AED 1,638 total
includes taxes & fees
16 Jul - 17 Jul
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (430 reviews)
"Great location! We enjoyed being right by Whaler’s Village with all the restaurants and shops. It’s also close to Black Rock which is great for snorkeling. We will be coming back for future Maui trips."
United States
Julie
The price is AED 1,012
AED 2,543 total
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (202 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is AED 913
AED 1,084 total
includes taxes & fees
3 Aug - 4 Aug
Napili Village Hotel

Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.0 out of 10, Wonderful, (21 reviews)
"Perfect getaway for an island vacation if your not planning on staying in just your room. Made breakfast every morning close to beaches, turtles and shops"
United States
Jeremiah J.
The price is AED 453
AED 1,150 total
includes taxes & fees
19 Jul - 20 Jul
Yonegan Maui Getaways - Haiku - Unit 3

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (142 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is AED 872
AED 2,362 total
includes taxes & fees
14 Jul - 15 Jul
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (279 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is AED 415
AED 1,512 total
includes taxes & fees
14 Jul - 15 Jul
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (10 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is AED 404
AED 1,467 total
includes taxes & fees
16 Jul - 17 Jul
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was an amazing stay and a great place! I will be back!"
United States
Lauree M.
The price is AED 694
AED 2,207 total
includes taxes & fees
14 Jul - 15 Jul
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Oceanfront, walk to shops and restaurants

Oceanfront, walk to shops and restaurants
Central Kihei
9.0 out of 10, Wonderful, (49 reviews)
"The view of the beach and ocean is amazing. Great location, close to shopping and restaurants and parking is a breeze."
United States
Jamie D.
The price is AED 579
AED 3,003 total
includes taxes & fees
20 Jul - 21 Jul
Oceanfront, walk to shops and restaurants

Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood

Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood
Paia
10.0 out of 10, Exceptional, (16 reviews)
"We had a wonderful stay, our host was sweet"
United States
Nancy k.
The price is AED 760
AED 1,500 total
includes taxes & fees
16 Jul - 17 Jul
Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood

Unit 25 Waena Inn - Maui Private Suite

Unit 25 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (16 reviews)
"Great place "
United States
Noah S.
The price is AED 720
AED 1,071 total
includes taxes & fees
26 Jul - 27 Jul
Unit 25 Waena Inn - Maui Private Suite

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (304 reviews)
"Kitchen was stocked with everything needed, quiet comfortable accommodations"
United States
Virginia D R.
The price is AED 415
AED 1,512 total
includes taxes & fees
14 Jul - 15 Jul
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Central Kihei
10.0 out of 10, Exceptional, (171 reviews)
"Excellent hist beautiful sunset views and perfect beach amenities "
United States
Chris C.
The price is AED 621
AED 1,762 total
includes taxes & fees
14 Jul - 15 Jul
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (171 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is AED 430
AED 1,603 total
includes taxes & fees
20 Jul - 21 Jul
Steps to the Beach, Affordable w/Free Parking

Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit

Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
Central Kihei
10.0 out of 10, Exceptional, (62 reviews)
"Great condo, wonderful ocean view and access to beach."
United States
Christy K.
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit

Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (21 reviews)
"Great location for driving the Road to Hana."
United States
Lisa
The price is AED 562
AED 1,274 total
includes taxes & fees
19 Jul - 20 Jul
Yonegan Maui Getaways - Haiku - Unit 4

Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.
North Kihei
9.6 out of 10, Exceptional, (40 reviews)
"The host responded quickly to questions. The condo was comfortable and very clean."
United States
Anonymous traveler
The price is AED 754
AED 1,874 total
includes taxes & fees
12 Aug - 13 Aug
Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Lahaina
10.0 out of 10, Exceptional, (40 reviews)
"The host is always very accommodating and nice. The condo is very nice. We love staying there. "
United States
John D.
The price is AED 426
AED 1,342 total
includes taxes & fees
14 Jul - 15 Jul
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
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, a coffee maker, and kitchenware.

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.