
Vacation rentals with a pool in Kihei
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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!

'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.

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.

180° Ocean views • Luxe condo • Steps to Beach
Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street from the best beaches on Maui and is walking distance to excellent 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 5% 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!

200 Steps from the Beach | Sunset views!
Welcome to our little slice of Paradise! This 1-bedroom condo is just steps from Kamaole 1 beach. The condo is on the 6th floor so it has unobstructed views of the Pacific. It is incredible to sit on the lanai every morning for coffee and watch the world wake up. Kamaole #1 is steps away but if you are more of a pool person, we have that as well. The Kamaole Beach Royale is HOTEL ZONED and not affected by the recent proposed legislation.

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

Ocean Front Vibes Maui
Wake up to panoramic ocean views and end your day with sunsets from your private lanai in this top-floor corner condo at Haleakala Shores. Just steps to Kamaole Beach Park III with easy elevator access. Beautifully remodeled in 2020, fully stocked, and walkable to dining, shops & snorkeling. Light road noise possible. See more videos & details on social at oceanfrontvibesmaui Maui's airport code is OGG

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.

“Paradise Views” Menehune Shores, Kihei, Maui
OCEANFRONT with UNOBSTRUCTED VIEWS of Stunning Sunsets, Gorgeous Beach Shoreline, Neighboring Islands, and the Moon reflecting across the Pacific. Our covered Lanai will give you a front-row seat for viewing many water sports, activities, and whales breaching in the winter months. This is Paradise!
Popular amenities for Kihei rentals with a pool
House rentals with a pool

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

Gorgeous Views! - Kihei Surfside #109

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
Condo rentals with a pool

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Wailea/Kihei 2Bed 2bath, Beach Shops steps away

Beach studio oasis centrally located at Kihei cove

Stunning Ocean Views - Jan Special $265

Gorgeous New 1BR condo w Ocean View

Cozy Beach Condo Ocean & Mountain View’s

Cozy Retreat With Ocean Views & Luxury Amenities!

Oceanfront Spectacular Condo, New Listing
Other vacation rentals with a pool

Quiet Studio, Great location across from beach

Oceanfront Getaway, Brand New, Steps To Beach

Ocean view in South Kihei

100 steps from the beach! Tranquil Seaside Oasis

Ocean/Golf Course Views, Tropical Resort in Wailea

Maui is Open - Come Support the Locals

Beautiful Modern Decor in a Light-Filled Condo

Top Floor Ocean Views | Beach & Restaurant Access
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ925 | ﺩ.ﺇ984 | ﺩ.ﺇ903 | ﺩ.ﺇ760 | ﺩ.ﺇ716 | ﺩ.ﺇ716 | ﺩ.ﺇ701 | ﺩ.ﺇ657 | ﺩ.ﺇ632 | ﺩ.ﺇ690 | ﺩ.ﺇ731 | ﺩ.ﺇ863 |
| 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 vacation rentals with a pool in Kihei

Total vacation rentals
Explore 2,700 vacation rentals in Kihei

Nightly prices starting at
Kihei vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

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

Family-friendly vacation rentals
1,060 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

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

Wi-Fi availability
2,680 of Kihei vacation 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!
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