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Featured Villas in Kihei

Estimated price for 1 night/2 adults

Akela at Ho'olei - Ocean View Villa With Grand Wailea Resort Access Included!
Akela at Ho'olei - Ocean View Villa With Grand Wailea Resort Access Included!
Kihei, HI
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5.0/5 (7 reviews)

This place was awesome! Photo's don't do it justice. Excellent location, furnishings as pictured, very large place so you have a lot of breathing room. Staff are hands on and extremely helpful. They even unpacked our car & groceries. Free coffee bar in the morning and Ice Tea all day at the pool. ...

Reviewed on Sep 19, 2018
Located in Wailea, this romantic resort is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.9 mi (4.7 km) ...
Designer Villa! AC, Wifi, Beach, Pool! Ho'olei 24-4
Designer Villa! AC, Wifi, Beach, Pool! Ho'olei 24-4
Kihei, HI
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Located in Wailea, this romantic villa is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.9 mi (4.6 km) ...
Kalea at Ho'olei - Grand Wailea Resort Access and Use of Facilities Is Included
Kalea at Ho'olei - Grand Wailea Resort Access and Use of Facilities Is Included
Kihei, HI
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5.0/5 (1 reviews)

Beautiful view! Comfortable accommodations. Great access to the Grand Wailea resort. Great concierge staff. They were so nice and attentive. Shuttle service within minutes to the beach and great restaurants. My family had a wonderful and memorable time here.

Reviewed on Jun 17, 2018
Located in Wailea, this romantic resort is 0.7 mi (1.1 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park ...
I.p.m. Presents: Hoolei 52-3. Best Views IN Complex + Great Rates! From $595/nt!
I.p.m. Presents: Hoolei 52-3. Best Views IN Complex + Great Rates! From $595/nt!
Kihei, HI
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5.0/5 (2 reviews)

This is a well maintained and equipped condo. It is super comfortable and has all the beach toys you would want. The shades on the Lanai are terrific. This is a great feature in the late afternoon. Adults and kids were sooooo happy.

Reviewed on Aug 3, 2018
Located in Wailea, this romantic villa is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.8 mi (4.5 km) ...
~ Cancellation Special ~ Reduced to $175/night to Fill Dates in September 2019
~ Cancellation Special ~ Reduced to $175/night to Fill Dates in September 2019
Kihei, HI
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4.9/5 (13 reviews)

Well stocked for beach activities Great kitchen facilities Very clean Quiet convenient location BUT WATCH OUT FOR ADD ON RESORT FEES!!

Reviewed on Aug 31, 2019
Located in Wailea, this villa is 0.5 mi (0.8 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park 3 is 2.8 ...
Leilani At Ho'olei - Ocean View 3 Bedroom Villa With Grand Wailea Resort Access
Leilani At Ho'olei - Ocean View 3 Bedroom Villa With Grand Wailea Resort Access
Kihei, HI
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Located in Wailea, this romantic resort is 0.7 mi (1.2 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park ...
Grand Champions #151 is a1 Bd 2 Ba Fronting the Wailea Golf Course. Sleeps 4
Grand Champions #151 is a1 Bd 2 Ba Fronting the Wailea Golf Course. Sleeps 4
Kihei, HI
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4.8/5 (10 reviews)

The property and unit were great. The location to the shops and restaurants is perfect.

Reviewed on Feb 8, 2019
Located in Wailea, this villa is 0.5 mi (0.8 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park 3 is 2.8 ...
New Listing! Spectacular Ho'olei Villa w/ Largest Floor Plan! HOO 24-1
New Listing! Spectacular Ho'olei Villa w/ Largest Floor Plan! HOO 24-1
Kihei, HI
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5.0/5 (8 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: Booking the condo and connecting with the management ...

Reviewed on Sep 23, 2018
Located in Wailea, this villa is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.8 mi (4.5 km) away.
Aloha Villas
Aloha Villas
3.5 out of 5.0 1338 Uluniu St., Kihei, HI
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Nestled on the beach, this Kihei villa is within 3 mi (5 km) of Waipuilani Park, Wailea Beach, and Kamaole Beach Park 3. Waipuilani Beach and Coast Guard Beach ...
Maluhia at Ho'olei Grand Wailea Resort - Ocean View Villa With Resort Privileges
Maluhia at Ho'olei Grand Wailea Resort - Ocean View Villa With Resort Privileges
Kihei, HI
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4.9/5 (9 reviews)

We visited Wailea for a family vacation tied to a conference and had a wonderful stay at Ho’olei. Having small children as well as grandparents along with us we all had plenty of room to spread out and loved the access to the Grand Weilea. The staff at Ho’olei were very friendly and helped us make ...

Reviewed on Feb 9, 2019
Located in Wailea, this romantic resort is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.9 mi (4.7 km) ...
Spectacular 3rd Row Villa at Ho'olei With Ocean Views
Spectacular 3rd Row Villa at Ho'olei With Ocean Views
Kihei, HI
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5.0/5 (4 reviews)

Last year we stayed in the unit literally next door to this one, and while it was nice, we liked this year's choice better. The decor is lighter and more modern, and not so cliche Hawaii with the wicker furniture and dark colors. The unit has nice upgrades like high-end fans and motorized shades. ...

Reviewed on Feb 22, 2019
Located in Wailea, this resort is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.9 mi (4.7 km) away.
Hoku at Ho'olei - Grand Wailea Resort Pools / Services / Amenities Included!
Hoku at Ho'olei - Grand Wailea Resort Pools / Services / Amenities Included!
Kihei, HI
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4.7/5 (7 reviews)

The downstairs smaller master bedroom is very dark. Could use more light in that room. Also, the beds and pillows are very soft in both master bedrooms. We all had sleeping issues. Only criticism. We enjoyed the amenities of the home and found it relaxing. The driving service provided by concierge ...

Reviewed on May 28, 2018
Located in Wailea, this romantic resort is within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.9 mi (4.7 km) ...
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Can't find what you're looking for? Check out these other accommodation options...

Estimated price for 1 night/2 adults

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd, Kihei, HI
    3.5 out of 5.0
     
     
    4.4 out of 5 (4136 reviews)

    Maui Coast Hotel$259

    Sep 22 - Sep 23

    Maui Coast Hotel$259
    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive, Kihei, HI
      4.5 out of 5.0
       
       
      4.4 out of 5 (1490 reviews)

      Grand Wailea Maui, A Waldorf Astoria Resort$359

      Sep 28 - Sep 29

      Grand Wailea Maui, A Waldorf Astoria Resort$359

      Stay at an Upscale Villa in Kihei

      In ancient Rome, villas were created for the important dignitaries of the country to escape the pandemonium of the city in the surrounding hills or the shoreline. These lavish getaways hosted celebrations and offered fine wine to all their guests. In modern times, villas have become almost synonymous with a luxury vacation, and most who stay at one often pay top dollar. But now, thanks to Expedia, you can stay at one for a price you'll have to see to believe. You've probably seen shared photos of friends or relatives staying at a fancy villa and wondered, "How in the world did they afford this?" Now you can see these stays aren't out of reach, and are more doable than ever with our team working as your booking agent.

      Why Should You Stay at a Kihei Villa?

      Our villas have everything that you're looking for on your next trip. From a private pool or a game room to an outdoor grill and even your very own bar, you'll be amazed by the amenities these homes provide. If you have got an appreciation for charming landscapes, you'll enjoy these special getaways, because most of our villas have unique designs, decor, and architecture. And sometimes you will get a little more bang for your buck for staying at a villa rather than booking rooms at a hotel if you have a large group of family or friends joining as well. So whether you are wanting a tourist-free stay, or a house to stake claim at with your squad, Expedia will help match you with the finest villa for your future vacation.

      Book Your Stay in Kihei Today

      This time on your Kihei vacation, ditch the noisy resorts and cramped suites and relax at your own private villa. They'll give you more privacy and space, so you can leave and arrive as you desire. You will have plenty of space and time to talk and make new memories with family once you have some alone time, all while enjoying the conveniences of a luxury villa. From playing in the pool to frying in the kitchen, you will be amazed to find out that your options are unending after you step inside your Kihei villa. We know you are craving more freedom on this year's big trip, and for a fabulous price. Book today and save big-time on one of our vacation villas.

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