
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.

Stunning Ocean Views - Jan Special $265
*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

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 an ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts 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 Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. 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 Not suitable for children or infants.

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.

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.

Stunning Ocean Views
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.

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)

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.
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

Oceanview Home with Private pool and hot tub

Maalaea Kai 307 - Maui Prime Oceanfront

Centrally located and steps to the beach!

B202 Maui Banyan one-bedroom full condo

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Condo rentals with a pool

Pickleball, Saltwater Pool, King Bed, AC, Ground

Family Fun! Selfie Wall, Walk to Beach, Pool,3 TV

Kihei Condo: Steps from Beach & Yummy Eats!

Modern studio by the beach - Taxes included

Maui Banyan 1BR With View Across from Beach

Beachfront Maui Oasis- Fully Remodeled, Beautiful

*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°

Ground Floor | Building 1 | Across the Best Beach
Other holiday rentals with a pool

*25% Off-Steps to Beach-AC in Every Room-Remodeled

OCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse

Oceanfront Ground Floor w/Stunning Sunset Views

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

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

Wailea Resort studio suite

Sugar Beach Renovated 10% Discnt on 7 days Booking

Ocean View, Remodeled, XL condo w/ Pool & Jacuzzi!
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $438 NZD | $466 NZD | $427 NZD | $360 NZD | $339 NZD | $339 NZD | $332 NZD | $311 NZD | $299 NZD | $327 NZD | $346 NZD | $408 NZD |
| 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 2,610 holiday rentals in Kihei

Nightly prices starting at
Kihei holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 140,230 verified reviews to help you choose

Family-friendly holiday rentals
1,010 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
1,160 properties have a dedicated workspace

Wi-Fi availability
2,580 of Kihei holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kihei rentals

4.8 Average rating
Kihei stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with outdoor seating Kihei
- Condo rentals Kihei
- Beach condo rentals Kihei
- Rentals with a sauna Kihei
- Pet-friendly rentals Kihei
- Resort rentals Kihei
- Rentals with a hot tub Kihei
- Waterfront rentals Kihei
- Rentals with a kayak Kihei
- Family-friendly rentals Kihei
- Apartment rentals Kihei
- Rentals with a patio Kihei
- Rentals with beach access Kihei
- Beach house rentals Kihei
- Villa rentals Kihei
- Rentals with a washing machine and dryer Kihei
- Beachfront rentals Kihei
- Serviced apartment rentals Kihei
- Rentals with an EV charger Kihei
- Fitness-friendly rentals Kihei
- House rentals Kihei
- Hotel rooms 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
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Palauea Beach
- Puu Olai Beach
- Changs Beach
- Kaipukaihina
- Polo Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kapua
- Wailau Valley
- Mokulau Beach
- Things to do Kihei
- Sports activities Kihei
- Nature and outdoors Kihei
- Things to do Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Art and culture Maui County
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Tours Hawaii
- Things to do United States
- Wellness United States
- Entertainment United States
- Tours United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States






