
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.

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.

Penthouse Island Surf Shack -AC in BR & Living Room
We were thrilled when this 6th floor penthouse condo in the heart of Kihei became available! It offered everything that we love about visiting Maui. It's across the street from a beginner surf break & next door to a surf school so we could walk outside our door, pick up surfboards and walk across the street to surf. It's a gorgeous walk to our FAVORITE beach, and next door to a variety of restaurants, shops and a grocery store. So we arrive, park, and have everything we love at our fingertips!

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
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, 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.

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.

Oceanfront, Beautiful View, Newly Renovated!
Our Maui vacation home is a beach front condo on the FOURTH floor in Kauhale Makai on the beach side of South Kihei Rd, steps to the beach. Beautiful ocean views from both bedroom and living room and features hotel-style amenities; an adult pool, kiddie pool, large hot tub, putting green, shuffleboard and free parking. Recently remodeled, our condo has central air-conditioning and easy access to all parts of the island! All taxes are included in the price. Ta-163-430-2464-01 (TAT LICENSE)

Renovated Condo | 3 Min Walk to Toes in the Sand!
Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

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.

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Newly Remodeled 1bed/1bath, Kihei/Wailea
Aloha, welcome to Hale Kamaole, a beautiful quiet resort across the street from one of Maui's most popular beaches. Only a 3-minute walk to Kamaole park. A place that you can enjoy the incredible sunset. Newly owned one bed/one bath, sleeps up to 4 people w/ a queen-size pull-out couch. Pool/jacuzzi/tennis court and BBQ for family gatherings are available. Cable/WiFi/landline also available. This newly remodeled condo has A/C in the living room and a bedroom to help you stay cool.

1 minute to Beach & Downtown! Remodeled XL Apt!
In Downtown Kihei AND across the street from the sand! The world famous Kihei beaches are literally at your backyard! Everything is literally within walking distance! Entire place with free parking! 1 min walking distance to beach, supermarkets, restaurants, bars, post office and also night market (last Friday night every month) ! 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.

Hale Kamaole, King Bed, Ocean View, Kamaole Beach!
2-3 min walk to the Kamaole Beach park, one of the most popular beaches on Maui! E Komo Mai to our beautiful remodeled one bedroom ground floor unit which is located in South Kihei at the Hale Kamaole. The Hale Kamaole is located across from the famous Kamaole Beach Park featuring excellent swimming, long sandy beaches and snorkeling or just watching the sunsets. Several restaurants, shopping and beach gear rentals are close by.

In the heart of S Kihei! Across Best Beach!
Say aloha to this beautiful beach side retreat in easygoing Kihei! It's across the street from some of the worlds most famous beaches. Beautiful completely renovated mineral pool and grill area. Everything is in walking distance, restaurants, grocery stores, and surfing lessons. We provide beach chairs, beach umbrellas, coolers, beach towels, there is NO snorkel gear.
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

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Walk-Out To Beach | Sunset Lanai | Quiet Location
Condo rentals with a pool

Modern Kihei Studio Steps to Beach *Private Lanai*

Oceanfront Condo. Pool & Spa, 1 Br.

Oceanfront and Ground Floor - Steps to the Beach!

Stunning Ocean Views -Spring Specials $265

Cozy Beach Condo Ocean & Mountain View’s

Modern & Polished Oceanfront Vistas

Lovely Ocean View Walk to Beach Kihei Studio

Top Floor Ocean Views | Beach & Restaurant Access
Other holiday rentals with a pool

Oceanview updated condo w/AC @ beachfront resort

Kihei Maui Getaway

Incomparable Maui Sunset condo, includes all taxes

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA

Ocean View Condo in Kihei

Amazing views at Oceanfront Studio

Beautiful Studio Condo with Partial Ocean View

Escape to Sugar Beach / Ocean Views
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $422 NZD | $448 NZD | $412 NZD | $346 NZD | $326 NZD | $326 NZD | $320 NZD | $299 NZD | $288 NZD | $298 NZD | $330 NZD | $393 NZD |
| 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 $151 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

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

Wi-Fi availability
2,680 of Kihei holiday rentals include Wi-Fi 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!
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Kauai Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikīkī Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Napili-Honokowai Holiday rentals
- Rentals with a sauna Kihei
- Rentals with an EV charger Kihei
- Fitness-friendly rentals Kihei
- Apartment rentals Kihei
- Condo rentals Kihei
- Waterfront rentals Kihei
- Pet-friendly rentals Kihei
- Rentals with a hot tub Kihei
- Rentals with outdoor seating Kihei
- Villa rentals Kihei
- Beachfront rentals Kihei
- Beach condo rentals Kihei
- Rentals with a kayak Kihei
- Rentals with a patio Kihei
- Rentals with a washing machine and dryer Kihei
- Beach house rentals Kihei
- Family-friendly rentals Kihei
- Resort rentals Kihei
- Serviced apartment rentals Kihei
- Hotel rooms Kihei
- Rentals with beach access Kihei
- House rentals Kihei
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Hāmoa Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Whalers Village
- Big Beach
- Haleakala National Park
- Black Rock Beach
- Maui Vista Condominium
- Maui Sunset
- Peahi
- Kihei Kai Nani
- Kahana Beach
- Maui Arts & Cultural Center
- Black Sand Beach
- Things to do Kihei
- Nature and outdoors Kihei
- Sports activities Kihei
- Things to do Maui County
- Sports activities Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Entertainment Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Food and drink Hawaii
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Sports activities United States






