
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!

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.

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Beautiful Studio Condo with Partial Ocean View
This second-floor ocean view studio has everything you need to feel at home: Fully equipped kitchenette, dining area, comfy queen bed, cozy sitting area, SmartTV with streaming apps, Wifi, bathroom with bathtub, beach equipment, and much more. Resort amenities include a coin/card operated laundry room, pool, hot tub and tennis court. Less than 1 mile from shopping and restaurants. Enjoy stunning sunset views from the lanai or cross the street to Kalepolepo Beach to be with the sea turtles.

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.

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.

Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring, take a refreshing dip in the pool or cook up a tasty meal on the shared grill. Relax and unwind on the spacious shared patio after a day of adventures, all while enjoying the comfort of air conditioning inside.

Oceanfront Condo on magic Sugar Beach - Ocean View
•EAST/SOUTH MAUI IS OPEN FOR BUSINESS AND WELCOMING TOURISM• Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 5 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience. And when you are ready to come in, you can relax on our private beachfront lawn with your own lounge chair, table, and umbrella. Or maybe you prefer the pool? It’s perfectly maintained and private.

Whale Season Is Here!
E Komo Mai to our beautiful top of the line condo on the South Shore of Maui. This condo comes loaded and fully stocked with everything you need from your home away from home. Beautiful lanai to sit and have your coffee or afternoon spirits and watch the sunset. Beach towels, chairs, umbrella, cooler & boogie board. Beach (200 steps or less) from your door to capture spectacular sunsets. RB-21667 Holo Imua Properties Hallie Walker

Location! Tropical King Suite: Steps to Beach
@KarasMauiCondo is a unique space, your barefoot sanctuary the moment you walk through the doors, in South Shore Maui. Welcome to the redefinition of hospitality and rustic splendor. Karas Condo’s close proximity to activities, shops, beaches, dining experiences provides walk ability and convenience. Closet is packed with all the necessities to get outside, explore, and find your Aloha. 🌺 Mahalos for your interest 🤍

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.

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

Hale Luana 4B House pool/spa/AC, STRH 2023/00001

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

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

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

Oceanfront Getaway, Brand New, Steps To Beach

Renovated Condo | 3 Min Walk to Toes in the Sand!

Beautiful Maui Beach Condo Steps from the Shore!

Oceanfront Spectacular Condo, New Listing

Maui Banyan 1BR With View Across from Beach

Ocean View, Remodeled, XL condo w/ Pool & Jacuzzi!

Oceanfront Home: Steps Away To Beach

As Seen on HGTV I Hale Kai O Kihei 307
Other holiday rentals with a pool

Perfect Island Getaway - Maui Vista 3307

Quiet Studio, Great location across from beach

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Stunning Ocean Views - Jan Special $265

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Cozy Beach Condo Ocean & Mountain View’s

Walk to Everything- Beach, Eat, Shop, Whale Watch!

Lovely Ocean View Walk to Beach Kihei Studio
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 SGD | $344 SGD | $316 SGD | $266 SGD | $251 SGD | $251 SGD | $246 SGD | $230 SGD | $221 SGD | $242 SGD | $256 SGD | $302 SGD |
| 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 $116 SGD 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
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Polo Beach
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Big Beach
- Whalers Village
- Ulua Beach
- Maui Arts & Cultural Center
- Peahi
- Haleakala National Park
- Maui Vista Condominium
- Kihei Kai Nani
- Black Rock Beach
- Maui Sunset
- Kahana Beach
- PacWhale Eco-Adventures
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