
Holiday rentals with a pool in Kihei
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kihei
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Modern Kihei Studio Steps to Beach *Private Lanai*
Welcome to our newly remodeled condo centrally located in South Kihei! We are a licensed property in a Hotel Zoned community, unaffected by the short term rental ban passed by the Maui Council in Bill 9. Book with confidence! Look forward to rolling out of the comfy king sized bed and loading up our beach wagon with some chairs and a cooler for a short walk to the beach. Later on, enjoy some shaded outdoors time in our beautiful private lanai space. Peace, relaxation. You’re going to love Maui!

The Spirit of Aloha-1Bed/1Bath in Tropical Resort
Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, a fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

Maui's Best - Wailea Ekahi 47A
Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups
Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Maui Vista Ground Floor Across Street From Beach
Location and comfort! Our 1 bedroom, 1 bath ground floor level condo in the perfectly located Maui Vista complex awaits. Our condo has been up and running since 2021 with hundreds of 5 star reviews. We just finished a full bathroom and kitchen remodel, pictures to come. The lanai sits just steps above the pool in a secluded corner of the building. Great BBQ areas and tennis courts. Steps away from the famous Charlie Young Beach. Take the coolers, chairs, and umbrella for perfect beach days.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Tropical Maui View
Have breakfast on the lanai before you hit the beach across the street at Charlie Young beach or a quick tennis match to start the day. In the afternoon, drive to Lahaina, Jaws for big waves, or take all day on the road to Hana. There are so many places to explore. The condo is centrally located and is the perfect hub for your adventures. Head south to Wailea or Makena hitting the beaches along the way. Walk to numerous restaurants and bars for happy hour or live music.

Top 1% Home with King Bed + Steps to Beach & Shops
Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi
This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

200 yards from one of the best beaches on Maui.
This Maui Vista condo is on the 3rd floor of a 4 story building. Locally, it is called the quiet building. It is the farthest from the road. It is on the cool side of the building with nice trade winds. It has views of the West Maui Mountains and peek-a-boo ocean views from the lanai. From the entrance side of the condo, you have views of the Haleakala volcano.

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A
Experience a tropical retreat in our newly renovated studio condo, infused with Hawaiian flair and located in a peaceful part of the complex. Just across the street from a sandy beach and ancient Hawaiian fishpond, it’s perfect for turtle spotting and enjoying stunning sunsets. Guests can relax with amenities such as a pool, hot tub, BBQ, and tennis court.
Popular amenities for Kihei rentals with a pool
House rentals with a pool

Kihei 533- A/C, Free Parking, and WiFi

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Condo in Kihei

CLOUD 9 BEACH HOUSE, Maui Family Owned and Managed
Apartment rentals with a pool

Wailea Surf Shack: Golf, shopping & beaches!

Newly Remodeled 1bed/1bath, Kihei/Wailea

Oceanfront and Ground Floor - Steps to the Beach!

Stunning Ocean Views - Jan Special $265

Kihei Akahi, King Bed, Kamaole Beach, AC, 4K TV!

Maui Banyan 1BR With View Across from Beach

1 minute to Beach & Downtown! Remodeled XL Apt!

Oceanfront | 20 Steps To Beach | Ground Floor
Other holiday rentals with a pool

Location! Tropical King Suite: Steps to Beach

Quiet Studio, Great location across from beach

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Incomparable Maui Sunset condo, includes all taxes

Cozy Beach Condo Ocean & Mountain View’s

Dreamy Ocean Views, Private Lanai, Updated Kitchen

Premier Poolside Villa at Kihei Bay Vista (D202)

Luxury Condo in Wailea Ekahi w/Direct Beach Access
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 213 | € 226 | € 207 | € 175 | € 164 | € 164 | € 161 | € 151 | € 145 | € 159 | € 168 | € 198 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about holiday rentals with a pool in Kihei

Total holiday rentals
Explore 2,700 holiday rentals in Kihei

Nightly prices starting at
Kihei holiday rentals start at € 76 per night before taxes and fees

Verified guest reviews
Over 142,520 verified reviews to help you choose

Family-friendly holiday rentals
1,060 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
1,190 properties have a dedicated workspace

Wifi availability
2,680 of Kihei holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kihei rentals

4.8 Average rating
Kihei stays are highly rated by guests – averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
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- Wailea Beach
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