
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.

Family Oceanview | Beach Gear + Beach Access
Make family memories in this top-floor ocean-view condo in Kihei. Enjoy Pacific views, ocean breezes, year-round sunsets, and seasonal whale watching from the private lanai. Just steps away, the beach across the street is ideal for morning walks, beachcombing, dipping your feet in the water, and sunset strolls. The shallow, rocky shoreline is not ideal for swimming, but some of South Maui’s favorite swimming beaches are just a short drive away. A comfortable home base for Maui adventures nearby.

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

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.

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.

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly to take amazing care of you!

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.

Spacious 2BR + Private Alcove @ Maui Sunset, AC
Welcome to Maui Sunset in beautiful Kihei, Maui! Our spacious 2 Bedroom (plus extra bonus room), 2 Bathroom condo comes with full kitchen, air conditioning, washer dryer, and kid-friendly extras like a Pack ’n Play. Rare bonus room adds extra space for groups. Great location and steps to the beach. Enjoy the pool, hot tub, tennis, fitness gym, BBQs, and free parking. Elevator and stair access to our 2nd floor unit. Easy beach access and excellent value for your Maui stay in Kihei.

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.

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.

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. 🌴☀️

Live, Love, Loft in Beautiful Maui
Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

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

Condo in Kihei 2 BR - 2 bath Condo

Stunning ocean view Villa, Heated pool, Wailea

Go for an Ocean Swim From a Fun Beach Villa

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

Oceanview Home with Private pool and hot tub

Oceanfront Stunner w/ Cruiser Bikes & Pickleball

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

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

*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°

Island Surf #206 Your South Maui Gem is here

Amazing views at Oceanfront Studio

Luxury condo • 180° Ocean Views • Steps to Beach

Luxury Vacationing Modern Condo Sept Specials $275

*Fully Remodeled* Modern Island Style*

Pickleball, Saltwater Pool, King Bed, AC, Ground

Premier Ocean Front unit 519 Guaranteed Hotel Zone
Other holiday rentals with a pool

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA

Fully remodeled, Ocean View, 3 mins walk to beach

Penthouse: Ocean View - Right on the Beach!

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi

Beachfront Remodel with 180° Views! Epic Sunsets

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Beachfront Condo South Maui - Entertainment Nearby

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 SGD | $335 SGD | $298 SGD | $267 SGD | $251 SGD | $253 SGD | $242 SGD | $227 SGD | $218 SGD | $226 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 |
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