
Holiday rentals with a pool in Kihei
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Kihei

Total holiday rentals
Explore 2,900 holiday rentals in Kihei

Nightly prices starting at
Kihei holiday rentals start at $114 SGD per night before taxes and fees

Verified guest reviews
Over 150,680 verified reviews to help you choose

Family-friendly holiday rentals
1,280 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
1,310 properties have a dedicated workspace

Wifi availability
2,860 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!
Top-rated rentals with a pool in Kihei
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms
FamilyValueQuiet

Groovy bright condo 2 bed / 2 bath South Kihei
Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.
FamilyValueAir conditioning

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.
LocationValueCheck-in

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.
FamilyValueWifi

Lovely Oceanfront Condo with pool
Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.
ValueLocationAmenities

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.
LocationValueBeach

Very Comfortable Kamaole Sands Condo Sleeps 4
Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.
ValueLocationCleanliness

Ocean View · King & Queen · Pool & Jacuzzi
Wake up to ocean views from your private balcony, then head down to the beach with chairs, umbrellas, and towels we provide. Back at the building, a heated pool and hot tub are waiting when you're ready to unwind. With a king bed in the private bedroom and a queen in the living area, there's comfortable space for the whole family — and a fully stocked kitchen so you're never scrambling for a meal. Downtown Kihei's shops and restaurants are just a 3-minute drive away.
LocationFamilyHot tub

Kihei Condo: Steps from Beach & Yummy Eats!
✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️
LocationFamilyCheckout

Across Beach! Ground Floor 2 bed 2 bath, sleeps 6
2 bed/2 bath ground-floor condo with cold split-unit AC and AC in every room. Fully equipped for home-cooked meals and beach days (towels, coolers, snorkel gear, boogie boards & chairs included). Walk 3 mins to Maui's top-rated Kamaole and Charley Young beaches, shops, and dining. Includes 2 dedicated parking spots just seconds to either door entrance (no stairs!) and access to an exclusive gated pool, jacuzzi, sun loungers and gas BBQ grills. WELCOME TO PARADISE!
LocationFamilyAccess

Amazing views at Oceanfront Studio
Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.
ValueFamilyCheckout

3BR spacious Condo with Ocean View in top location
Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.
FamilyLocationAccess
Popular amenities for Kihei rentals with a pool
House rentals with a pool

Condo in Kihei 2 BR - 2 bath Condo
FamilyLocationBathroom

Oceanview Townhome • Modern • 2 Min Walk to Beach!
ValueLocationComfort

Stunning ocean view Villa, Heated pool, Wailea
LocationValueBathroom

Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
FamilyValueCondition

Kihei 533- OceanView, 5 min drive to stores/food
LocationValueGetting around

Aloha Aku Bamboo Suite – Discover Beachfront Seren
LocationValueIndoor spaces

Oceanfront Stunner w/ Cruiser Bikes & Pickleball
FamilyValueBiking

Stunning One Bd Partial ocean, AC, wifi,Pool C209
ValueLocationIndoor spaces
Apartment rentals with a pool

Luxurious Condo in South Kihei
LocationValueAir conditioning

Spacious comfy unit Netflix & huge pool Maui Hill
LocationValueBathroom

Live, Love, Loft in Beautiful Maui
LocationFamilyCleanliness

15 Steps to Beach! 2 Bedroom w/XL Kitchen & Pool!
ValueLocationOutdoor spaces

Walk To Sand Beach, 2BR/2BA, Cozy Condo for Family
FamilyLocationParks

Mana Kai 608: Oceanfront Remod- February Now OPEN!
ValueLocationOutdoor spaces

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
LocationFamilyOutdoor spaces

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA
ValueFamilyBeach
Other holiday rentals with a pool

Ocean Front Vibes Maui
LocationFamilyLong stay

Beautiful Studio Condo with Partial Ocean View
ValueLocationGetting around

Beachfront Condo South Maui - Entertainment Nearby
FamilyValueDecor

Sugar Beach Renovated 10% Discnt on 7 days Booking
ValueLocationCheck-in

Sunny and Soothing Oceanfront Vistas
LocationFamilyTV

*Last Minute Deal*Oceanfront Maui's Sugar Beach!
ValueLocationLaundry

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
FamilyLocationQuiet

Tranquil Condo -King Bed A/C- 5 min Walk to Beach!
ValueLocationBeach
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $315 SGD | $334 SGD | $298 SGD | $267 SGD | $251 SGD | $253 SGD | $242 SGD | $227 SGD | $218 SGD | $225 SGD | $250 SGD | $298 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 |
Destinations to explore
- Apartment rentals Kihei
- Waterfront rentals Kihei
- Flat rentals Kihei
- House rentals Kihei
- Family-friendly rentals Kihei
- Villa rentals Kihei
- Rentals with a hot tub Kihei
- Rentals with a sauna Kihei
- Beach apartment rentals Kihei
- Rentals with a kayak Kihei
- Serviced apartment rentals Kihei
- Resort rentals Kihei
- Hotel rooms Kihei
- Beachfront rentals Kihei
- Beach house rentals Kihei
- Rentals with an accessible-height bed Kihei
- Rentals with beach access Kihei
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach
- Things to do Kihei
- Water sports Kihei
- Things to do Maui County
- Cultural tours Maui County
- Water sports Maui County
- Outdoors Maui County
- Art workshops Maui County
- Wildlife Maui County
- Things to do Hawaii
- Food tours Hawaii
- Outdoors Hawaii
- Water sports Hawaii
- Wildlife Hawaii
- Workouts Hawaii
- Cultural tours Hawaii
- Wellness Hawaii
- Landmarks Hawaii
- Art workshops Hawaii
- Tastings Hawaii
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Flying United States
- Art workshops United States
- Wellness United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Food tours United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States







