
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.

Refined Oceanfront Vistas
Spaciest & completely renovated oceanfront 1 bedroom, 1 bathroom top floor penthouse condo. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in the magical valley isle. Whether you dine out at one of the restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in 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.

Stylish Kihei Condo in Oceanfront Resort Complex
This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

Maui Poolside Villa at Kihei Bay Vista (B104)
Our apartment (B104) is a beautiful and poolside villa that is located in the popular Kihei Bay Vista condominium. Centrally located, our charming suite is only a few steps from the pool and right across street from the beach. This classy suite is a stylish, relaxing vacation space, and approximately 640 square feet in size. It comes equipped with an incredibly comfortable king sized bed, a cozy sleeper sofa, an airbed, and everything else you would ever need to feel right at home.

Top Floor Ocean Views | Beach & Restaurant Access
As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

Tranquil Oceanfront Vistas
Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Newly Renovated Corner Unit w/ View at Maui Vista
Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

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 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.

Oceanfront*Brand New AC throughout*On Sandy Beach!
Embrace breathtaking turquoise ocean views as you step into this generously sized, FULLY AIR CONDITIONED and stunning one-bedroom, one-bathroom condo spanning 702 square feet in paradise. Upon settling into this tastefully decorated and upgraded condo at the Hale Pau Hana resort, you'll discover your sanctuary for a well-deserved Maui vacation. Our commitment is to make certain you consistently experience the comfort of being at home.

Maui is Open - Come Support the Locals
This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!
Popular amenities for Kihei rentals with a pool
House rentals with a pool

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

Go for an Ocean Swim From a Fun Beach Villa

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

Maalaea Kai 307 - Maui Prime Oceanfront

Centrally located and steps to the beach!

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet

CLOUD 9 BEACH HOUSE Walk to Beach, Oceanview Clean

Aloha Aku Ohana Suite – Spacious Garden View Oasis
Apartment rentals with a pool

Pickleball, Saltwater Pool, King Bed, AC, Ground

Oceanfront 1bd ground level condo plantation style

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Ocean and beach view 1-bedroom condo

South Maui Condo in Kihei, Quiet and Private Condo

Gorgeous New 1BR condo w Ocean View

Island Surf #206 Your South Maui Gem is here

Kupuna || Wailea Ekahi Unit 35A || Lowered Rates
Other holiday rentals with a pool

Stunning, Modern Oceanview! Beach, Pool, Hot Tub!

Brand New Luxury Maui Kamaole Condo Grd Flr D112

Ocean View+A/C | Walk to Beach + Pool

Maui Banyan 1bd/2ba, AC, quite, steps to the beach

Panoramic Ocean Views, 1 bedroom, 2 bath

*Maalaea Kai 212* Maui Stunning Prime Ocean Front

Renovated 1BD/1BA | 3 min Walk to Beach | A/C

Gorgeous Ocean View Condo steps to the beach
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $323 SGD | $343 SGD | $315 SGD | $265 SGD | $250 SGD | $250 SGD | $245 SGD | $229 SGD | $220 SGD | $228 SGD | $252 SGD | $301 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 $115 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
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
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- Maui Vista Condominium
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