
Vacation 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.

Stunning Ocean Views -October Specials $167
*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Gorgeous Getaway on the Beach
A freshly updated, fully-furnished condo situated across the street from the beach and nestled in a welcoming and quiet complex. Enjoy a beautiful space complete with a king-sized bed, renovated kitchen, a new sleeper sofa and a quiet lanai. With modern design and minimal decor, this space is perfect for you to unwind and relax. Complete with an in-unit washer and drier, this will be your home on the island and your oasis to rest. Steps away from food, drinks, a pool and the beach! Come stay!

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.

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.

*Tropical luxury at South Maui Surf Shack*
South Maui Surf Shack is located in Maui Kamaole. New renovations (Feb 2022) 1bed (King) 2bath + Murphy bed (Queen), beach style condo, over 1050 sq feet! Our fully stocked kitchen gives you the ability to cook your meals or head to any of the nearby restaurants in Kihei or Wailea (we are on the border). You are in the center of it all with the best beaches & golf courses Maui has to offer. We are here to help with absolutely anything you need to make your trip memorable, fun & relaxing!

Stunning Ocean Views · Steps to Beach · Comfort
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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!

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.
Popular amenities for Kihei rentals with a pool
House rentals with a pool

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

Gorgeous Oceanfront Condo! - Sugar Beach #518

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

Walk to the Beach, Balcony w/ View, Communal Pool

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Aloha Aku Bamboo Suite – Discover Beachfront Seren

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

Oceanfront*Brand New AC throughout*On Sandy Beach!

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Kihei Condo: Steps from Beach & Yummy Eats!

Can be 2 Units! Modern On Beach Ocean View Balcony

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Beachfront Maui Oasis- Fully Remodeled, Beautiful

Tropical Kihei Resort | 3 Min Walk to Beach | A/C
Other vacation rentals with a pool

Coastal Dream Oceanfront Condo!

New Listing!

Turtle Cove Oceanfront Views Island Sands Resort

Best Oceanview! Whale Watch, Beach, Pool + AC.

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Wailea Resort studio suite

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

Beachfront Penthouse #25 at Sugar Beach Resort
Quick stats about vacation rentals with a pool in Kihei
Total rentals
2.6K properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
140K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Destinations to explore
- Honolulu Vacation rentals
- O‘ahu Vacation rentals
- Kauaʻi County Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikiki Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kaanapali Vacation rentals
- Hilo Vacation rentals
- Princeville Vacation rentals
- North Kona Vacation rentals
- Kailua Vacation rentals
- Rentals with a sauna Kihei
- House rentals Kihei
- Hotel rentals Kihei
- Villa rentals Kihei
- Rentals with a patio Kihei
- Beach condo rentals Kihei
- Resort rentals Kihei
- Cottage rentals Kihei
- Rentals with an accessible height bed Kihei
- Rentals with an EV charger Kihei
- Fitness-friendly rentals Kihei
- Rentals with outdoor seating Kihei
- Condo rentals Kihei
- Rentals with a hot tub Kihei
- Rentals with beach access Kihei
- Beachfront rentals Kihei
- Waterfront rentals Kihei
- Rentals with a washer and dryer Kihei
- Rentals with a kayak Kihei
- Rentals with a fire pit Kihei
- Serviced apartment rentals Kihei
- Pet-friendly rentals Kihei
- Apartment rentals Kihei
- Family-friendly rentals Kihei
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Polo Beach
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Things to do Kihei
- Sports activities Kihei
- Nature and outdoors Kihei
- Things to do Maui County
- Food and drink Maui County
- Art and culture Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Things to do Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Tours United States
- Entertainment United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States