
Vacation rentals with a pool in Kahului
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Top-rated rentals with a pool in Kahului
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Mana Kai 608: Oceanfront Remod! Summer now OPEN!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the 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!

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups
Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

*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!

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.

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.

Maui Oceanfront Penthouse at Nani Kai Hale (609)
Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

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!

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.

Turtle Cove Oceanfront Views Island Sands Resort
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Fully stocked, has A/C. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor! Comes with a FREE FARM TOUR Upcountry! Getting married? Renewing Vows? I can perform the ceremony for you...free with 3 night booking!

Private Napili Nest Near Beach
Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Sunset Oceanview Condo, Steps to Kamaole Beach III
Located in sunny South Maui in the heart of Kihei, wake up just steps from the sand at Kamaole Beach III. Enjoy a short stroll to restaurants, grocery stores, boutiques, and cafes. This fully remodeled 2-bedroom + loft comfortably sleeps 6 people with two king beds and a queen bed. The condo boasts two full bathrooms, full size washer/dryer, ocean-view lanai, air conditioning, and a fully stocked chef’s kitchen.
Popular amenities for Kahului rentals with a pool
House rentals with a pool

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

Newly Remodeled Cottage

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

Maalaea Kai 307 - Maui Prime Oceanfront

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Kula Jewel - Pool, Hot Tub & Awesome Views!

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Private Hot Tub + Pool Access + AC - Star Lookout
Condo rentals with a pool

Incomparable Maui Sunset condo, includes all taxes

Wailea Resort studio suite

Cozy Retreat With Ocean Views & Luxury Amenities!

Beachfront Studio: 5-Minute Walk to the Beach!

Beachfront Maui Oasis- Fully Remodeled, Beautiful

The Spirit of Aloha-1Bed/1Bath in Tropical Resort

200 Steps from the Beach | Sunset views!

Tropical Resort Setting, Steps To The beach!
Other vacation rentals with a pool

Kapalua, luxe, ocean view, beach, spa, golf/tennis

Oceanfront Penthouse Vistas

☀Very Desirable South Kihei | Enlivening Getaway ☀

Sugar Beach Resort Beach / Ocean Front Unit 426

Ka Hale Aloha (The Love Shack)

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Boho Beach Retreat *OCEAN VIEWS*

Tropical Kihei Resort | 3 Min Walk to Beach | A/C
When is the best time to visit Kahului?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ577 | ﺩ.ﺇ577 | ﺩ.ﺇ731 | ﺩ.ﺇ577 | ﺩ.ﺇ577 | ﺩ.ﺇ731 | ﺩ.ﺇ419 | ﺩ.ﺇ441 | ﺩ.ﺇ455 | ﺩ.ﺇ452 | ﺩ.ﺇ474 | ﺩ.ﺇ514 | 
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C | 
Quick stats about vacation rentals with a pool in Kahului
 - Total vacation rentals- Explore 150 vacation rentals in Kahului 
 - Verified guest reviews- Over 830 verified reviews to help you choose 
 - Family-friendly vacation rentals- 60 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 120 rentals that welcome pets 
 - Rentals with dedicated workspaces- 130 properties have a dedicated workspace 
 - Wi-Fi availability- 150 of Kahului vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across Kahului rentals 
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