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Resort holiday rentals in Kihei

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Popular amenities for Kihei resort stays

Family-Friendly Resort Stays

Superhost
Resort in Lahaina
4.75 out of 5 average rating, 4 reviews

Westin Kaanapali Ocean Resort 3 BR Oceanview

KirstenRating, 5 stars29 months ago
Great condo. I wish it was a little closer to the ocean but it seems it’s the luck of the draw.
Resort in Lahaina

Hilton Grand Vacations 2025 holiday week!

KatyRating, 5 stars66 months ago
Neesha was an amazing host! Timely responses and double checked everything to make sure we had an amazing stay! Cannot thank her enough! The place has a great beach and is in a great location - can walk to more food and the grocery store. As well as a great pool and awesome room! Highly recommend!
Resort in Lahaina
5 out of 5 average rating, 3 reviews

Premium Studio Westin Ka'anapali

NicoleRating, 5 stars46 months ago
Book now! This is the place to stay when visiting Maui! The resort is incredible, multiple pools, and right on the beach. The sunset from the resort and beach are amazing - picture perfect! Downtown Lahaina is right down the road for shopping and more restaurant options. Jonathan made check in a breeze with the front desk and was great with communication throughout the booking process. Highly recommended staying here!
Hotel room in Lahaina
4.35 out of 5 average rating, 84 reviews

Ohanacondos "KA'ANAPALI SHORES GETAWAY" 434

Luis AdolfoRating, 5 stars2 weeks ago
We had a great time, the place is located in a great area, close to beaches and stores. Great parking and the place had everything we needed. Wade was very responsive
Resort in Lahaina

The Westin Ka’anapali 1 bedroom with full kitchen

JamieRating, 5 stars76 months ago
This trip to Maui was one of our best family vacations ever, and we have traveled all over the world. The villa was Comfortable and the grounds were spectacular. My kids loved the pool and slide and the restaurants on site were good. Location is perfect. Close to Lahaina and the Wailers Village, but not crowded. Would stay here again in a heart beat
Resort in Lahaina
4.83 out of 5 average rating, 6 reviews

Westin Ka 'anapali Villa 2 bdrm NYE 2025

MindyRating, 5 stars29 months ago
We had a great stay at the Westin as an “owner’s guest” through Michelle’s rental. The two bedroom timeshare villa was perfect for our family- my husband and I shared the king room, two youngest kids slept on the (very comfy) pull out in the main room, and our two oldest kids plus my mom slept in the other King suite. They have connecting interior doors but having the dual access made it nice when the little ones were sleeping but the big kids wanted to go out at night. I had read some mixed reviews of this resort online but I have no idea where any negative complaints could come from- it was beautiful, staff was friendly, lots to do on property but easy access to other areas of Maui. Michelle was great about communicating, she made sure everything was smooth. And we had an upgraded room view which was just stunning! Highly recommend this rental.
Guest favourite
Resort in Lahaina
4.95 out of 5 average rating, 37 reviews

Ka'anapali Beach Club- 1 bedroom scenic view

JasonRating, 5 stars2 months ago
The apartments at Kaanapali beach club are perfect for a couple looking for a getaway in Maui. There’s a fridge and mini kitchen with a spacious living room, bedroom and bathroom with a tub. The views are beautiful and so close to the beaches, especially Black Rock Beach which is a must. The pool and amenities are also great. We felt like a VIP guest. Definitely recommend.
Guest favourite
Resort in Lahaina
4.96 out of 5 average rating, 25 reviews

Westin Kaanapali Ocean Resort North

MercedesRating, 5 stars3 months ago
Ken was super helpful when booking. There was no need to contact him for our stay, as the staff were very accommodating. Our view and stay was beyond expectations. Definitely would love to book again in the future.

Resort rentals with a pool

Hotel room in Wailea
4.59 out of 5 average rating, 17 reviews

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax

MatthewRating, 5 stars17 months ago
This is the 3rd time we've visited Kris's condo, the first being 22 years ago. I can't say enough good things about it. The location, in my opinion, is the best on the island. The beach extends south for almost 2 miles before reaching the Wailea property, perfect for walks or jogging. The views are jaw-dropping. There is a reef literally right outside the back door (you can rent snorkeling gear downstairs), where you can see all sorts of marine life. We saw turtles, a couple of eels, plenty of fish, etc. During the winter months, you can watch humpback whales with the naked eye, or use the binoculars that Kris provides. The condo has everything you need for prepping and cooking meals if you choose to. One more thing to add, which is my favorite part about the place.... it's the sound of waves coming ashore no more than 150 feet away. So soothing and peaceful, and perfect for both the start and end of your days there.
Resort in Kihei

1 Bed Resort Property + Great Beach & Full Kitchen

HaileyRating, 5 stars34 months ago
Super clean, great condo! Pool was awesome and about a three minute walk to the beach. Lots of shopping and restaurants near by.
Resort in Kihei
4.4 out of 5 average rating, 10 reviews

1bdm-sleeps4 Kihei- Maui WM Resort

SusanRating, 5 stars47 months ago
Please be aware the checkout ti.e is at 10am not 12pm. Kinda put a crimp in things but all in all a great spot with all the anemities of home
Resort in Kihei

Hilton Maui Bay Villas - 1 Bedroom

Resort in Kihei

Hilton Maui Bay Villas - 1 Bedroom Penthouse

Resort in Wailea

2bdm-sleeps6 at Maui Lea at Maui Hill

Superhost
Resort in Kihei

1BR @ Hilton Maui Bay Villas

Resort in Kihei

Hilton Maui Bay Villas - 2 Bedroom

Resort rentals with a gym

Resort in Kihei

Maui! Big 1 Bedroom Suite Sleeps 4 @ Worldmark!

DalyaRating, 5 stars29 months ago
Really convenient location, a walk away from Kameole 1. Close to the grocery store and coffee and boss frog rentals! Host was really great and quick with communication
Hotel room in Wailea
4.59 out of 5 average rating, 17 reviews

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax

MatthewRating, 5 stars17 months ago
This is the 3rd time we've visited Kris's condo, the first being 22 years ago. I can't say enough good things about it. The location, in my opinion, is the best on the island. The beach extends south for almost 2 miles before reaching the Wailea property, perfect for walks or jogging. The views are jaw-dropping. There is a reef literally right outside the back door (you can rent snorkeling gear downstairs), where you can see all sorts of marine life. We saw turtles, a couple of eels, plenty of fish, etc. During the winter months, you can watch humpback whales with the naked eye, or use the binoculars that Kris provides. The condo has everything you need for prepping and cooking meals if you choose to. One more thing to add, which is my favorite part about the place.... it's the sound of waves coming ashore no more than 150 feet away. So soothing and peaceful, and perfect for both the start and end of your days there.
Resort in Kihei

Maui! Big 1 Bedroom Suite Sleeps 4! Very Nice!

HemaRating, 5 stars29 months ago
Hollys place is very conveniently located in Kihei. The beach is right across the street and the restaurants and groceries are very close by. The accommodation was good for a family of four and the kitchen is stocked with basic appliances for quick meals. Holly is also very responsive and approachable.
Resort in Kihei

1 Bed Resort Property + Great Beach & Full Kitchen

HaileyRating, 5 stars34 months ago
Super clean, great condo! Pool was awesome and about a three minute walk to the beach. Lots of shopping and restaurants near by.
Resort in Kihei
4.4 out of 5 average rating, 10 reviews

1bdm-sleeps4 Kihei- Maui WM Resort

SusanRating, 5 stars47 months ago
Please be aware the checkout ti.e is at 10am not 12pm. Kinda put a crimp in things but all in all a great spot with all the anemities of home
Resort in Kihei

Hilton Maui Bay Villas - 1 Bedroom

Resort in Kihei

Kihei, Maui Nice Resort Sleeps 4

Resort in Wailea

2bdm-sleeps6 at Maui Lea at Maui Hill

Quick stats about resort rentals in Kihei

  • Total rentals

    40 properties

  • Nightly prices starting at

    $349 NZD before taxes and fees

  • Total number of reviews

    30 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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  4. Maui County
  5. Kihei
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