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Holiday rentals with a pool in Waihee-Waiehu

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Quick stats about holiday rentals with a pool in Waihee-Waiehu

  • Total holiday rentals

    Explore 20 holiday rentals in Waihee-Waiehu

  • Nightly prices starting at

    Waihee-Waiehu holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Waihee-Waiehu holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waihee-Waiehu rentals

  • 4.8 Average rating

    Waihee-Waiehu stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Waihee-Waiehu

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
The outdoor area features a large, inviting pool surrounded by a tiled deck. Comfortable lounge chairs are arranged around the pool, and vibrant potted plants add a touch of greenery. The main house, visible in the background, showcases spacious windows and a welcoming entrance.
Guest suite in Wailuku

Private Poolside Oasis & Ocean Views

Escape to a relaxed tropical retreat in private villa-style suite featuring its own entrance, ensuite bathroom w/ natural stone shower, coffee station, mini fridge, & outdoor bistro seating. Guests also enjoy access to our lush shared pool area and shared kitchen spaces, creating a boutique island experience designed for comfort, connection, and relaxed Maui living. Centrally located & great for exploring all Maui has to offer. Great hikes and beaches nearby! Maui County Permit BBWK 2019/0003

4.84 out of 5 average rating, 531 reviews
Top guest favourite
A shared swimming pool is framed by lush tropical foliage and palm trees. Comfortable lounge chairs are arranged around the pool area, inviting relaxation amid a tranquil setting. Natural light and vibrant greenery create a serene atmosphere, enhancing the outdoor experience.
Home in Haiku

Priv Hot Tub + Shared Jungle Pool! - Ocean Lookout

Relax and unwind in this stunning private home on Maui's dramatic North Shore, with wraparound lanais, panoramic whitewater ocean, cliff and Haleakala summit views. Star gaze as you soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞★New Cold AC ✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ✔ ★Panoramic Ocean Views ✔ ★King Bed ✔ ★Laundry ✔ ★Cliff Walk ✔ ★Star Gazing✔ ★Full Kitchen✔

4.96 out of 5 average rating, 106 reviews
Superhost
Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

4.82 out of 5 average rating, 114 reviews
Top guest favourite
A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.
Apartment in Maalaea

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.

4.98 out of 5 average rating, 127 reviews
Top guest favourite
A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.
Townhouse in Kapalua

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

4.95 out of 5 average rating, 182 reviews
Top guest favourite
A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.
Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

4.93 out of 5 average rating, 423 reviews
Top guest favourite
The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.
Apartment in Kaanapali

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

4.99 out of 5 average rating, 160 reviews
Top guest favourite
A modern kitchen features sleek white cabinetry and a spacious island, with a view of the ocean visible through large glass sliding doors. Natural light fills the room, and tropical décor adds a welcoming touch, enhancing the seamless transition to the outdoor space.
Apartment in Maalaea

Oceanfront Maui Escape for Two | Private Lanai

THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

4.95 out of 5 average rating, 116 reviews
Top guest favourite
A spacious balcony features a simple dining table surrounded by two chairs, offering an unobstructed view of the ocean. Palm trees frame the scene, while a bottle and glass sit on the table, reflecting the bright blue sky above and the serene water below.
Flat in Napili-Honokowai

Maui Full Oceanfront Paradise

Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

4.97 out of 5 average rating, 107 reviews
Top guest favourite
An aerial view captures the lush green landscaping surrounding the property, featuring palm trees and well-maintained rolling lawns. The ocean sparkles in various shades of blue, while nearby buildings with solar panels are visible, creating a serene atmosphere just steps from the beach.
Apartment in Napili-Honokowai

Napili Bay Oceanview Resort Hideaway

Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

4.98 out of 5 average rating, 115 reviews
Top guest favourite
The living room features comfortable seating with a light-colored sectional sofa and matching ottoman. A large wall-mounted TV displays a serene beach scene. Natural light streams in through expansive glass doors, offering views of the outdoors and creating an airy atmosphere.
Apartment in Kapalua

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

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, The Resort at Kapalua Bay, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

4.99 out of 5 average rating, 162 reviews
Superhost
A spacious outdoor area features a private pool with clear blue water, framed by stone landscaping. An arched structure offers shade near the pool, and a red bowl sculpture adds a pop of color. Lush greenery surrounds the space, enhancing the serene environment.
Villa in Kaanapali

Kaanapali Fairway Villa 3BR/3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

4.81 out of 5 average rating, 118 reviews

Popular amenities for Waihee-Waiehu rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
The spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.
Home in Napili-Honokowai

Maui direct ocean front . Super private

4.93 out of 5 average rating, 621 reviews
Top guest favourite
An open living area features a comfortable red leather sofa with decorative pillows. A dining table with wooden chairs is set nearby, and a well-equipped kitchen can be seen in the background. Natural light illuminates the space, enhancing its welcoming ambiance.
Home in Lanai

The Artists House

4.97 out of 5 average rating, 126 reviews
Guest favourite
A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.
Home in Kaanapali

Beautifully Remodeled 3 Bedrooms/2Bathrooms

4.92 out of 5 average rating, 148 reviews
Guest favourite
Two hanging chairs are positioned on a private balcony, surrounded by lush greenery and an ocean view. The chairs are adorned with floral accents, inviting relaxation while enjoying the scenic landscape and coastal horizon.
Home in Napili-Honokowai

Oceanfront Paradise with Pickleball gear!

4.87 out of 5 average rating, 182 reviews
Guest favourite
The spacious backyard features a resort-style pool complemented by a waterfall and grotto. Surrounding palm trees and tropical landscaping enhance the serene atmosphere, while lounge chairs and a shaded sitting area with an umbrella are positioned nearby. Soft lighting highlights the tranquil setting as dusk approaches.
Home in Wailea

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

4.91 out of 5 average rating, 117 reviews
Top guest favourite
Home in Wailea

Stunning ocean view Villa, Heated pool, Wailea

4.96 out of 5 average rating, 470 reviews
Guest favourite
Home in Kihei

Go for an Ocean Swim From a Fun Beach Villa

4.92 out of 5 average rating, 154 reviews
Superhost
A spacious living area features comfortable seating arrangements with a sectional sofa and wicker chairs. A large mirror enhances the sense of openness. Two televisions are positioned on opposite walls, and the tiled floor is complemented by natural lighting from multiple windows.
Home in Wailea

Condo in Kihei 2 BR - 2 bath Condo

4.88 out of 5 average rating, 119 reviews

Apartment rentals with a pool

Top guest favourite
A serene outdoor seating area features a small round table and two chairs, overlooking the ocean with distant mountains under a clear blue sky. Nearby, a cozy indoor space showcases a soft couch adorned with decorative throws, complemented by a light wooden accent table with greenery.
Apartment in Maalaea

Oceanfront Spectacular Condo

4.96 out of 5 average rating, 128 reviews
Guest favourite
A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.
Apartment in Maalaea

Oceanfront Getaway, Brand New, Steps To Beach

4.93 out of 5 average rating, 167 reviews
Top guest favourite
The modern kitchen features dark cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit sits on the island, while natural light illuminates the space through ample windows and overhead pendant lighting.
Apartment in Maalaea

Makani A Kai A5 beachfront, pool, a/c, w/d

4.98 out of 5 average rating, 193 reviews
Top guest favourite
A private beachfront lawn is shown, featuring several lounge chairs arranged on lush green grass. Umbrellas stand nearby, providing shade. A backdrop of palm trees frames the view of the ocean, with gentle waves lapping against the shore under a partly cloudy sky.
Apartment in Kihei

Oceanfront Condo on magic Sugar Beach - Ocean View

4.93 out of 5 average rating, 223 reviews
Top guest favourite
A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.
Apartment in Kapalua

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

4.99 out of 5 average rating, 168 reviews
Top guest favourite
A panoramic view of the ocean is framed by lush palm trees, with gentle waves lapping at the shore. The sky is filled with scattered clouds, casting soft shadows on the tranquil water. A railing borders the view, enhancing the sense of openness.
Apartment in Maalaea

Oceanfront Maui - 2 King Suites, AC & Lanai

4.99 out of 5 average rating, 110 reviews
Guest favourite
Apartment in Lahaina

Beachfront Resort, Peaceful Mountain View Studio

4.94 out of 5 average rating, 149 reviews
Top guest favourite
A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.
Apartment in Kaanapali

Stylish Love Hideaway, Maui Kaanapali Oceanfront

4.98 out of 5 average rating, 140 reviews

Other holiday rentals with a pool

Guest favourite
A distinguished bamboo cottage is elevated on stilts, surrounded by lush tropical vegetation. Wooden decks wrap around the structure, providing access to outdoor seating areas. Large windows offer views of the surrounding greenery, harmonizing the indoor and outdoor environment.
Cottage in Haiku-Pauwela

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

4.83 out of 5 average rating, 220 reviews
Top guest favourite
Cottage in Kaanapali

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

4.93 out of 5 average rating, 151 reviews
Top guest favourite
Townhouse in Kapalua

Spectacular views, prime location Kapalua, Maui.

4.96 out of 5 average rating, 240 reviews
Superhost
A welcoming entrance to the studio home is framed by lush greenery. The wood deck leads to large glass doors that invite natural light into the interior. The A-frame structure boasts a distinctive design, integrating with the tropical surroundings.
Farm stay in Maui County

Jasmine Suite Farm Stay in Haiku on Road to Hana

4.85 out of 5 average rating, 119 reviews
Superhost
An inviting private balcony features comfortable seating, including a round, woven chair and rattan seats with cushions. A telescope is positioned for views of the ocean and adjacent landscaped garden, showcasing palm trees swaying in the breeze and a glimpse of the heated pool.
Flat in Kihei

The Whale Watch 208-Oceanfront Kihei

4.88 out of 5 average rating, 140 reviews
Top guest favourite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Apartment in Wailea

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

4.99 out of 5 average rating, 233 reviews
Top guest favourite
A charming bungalow is surrounded by lush greenery and tropical landscaping, with tall palm trees framing the entrance. A dark blue SUV is parked in the driveway, positioned beside the front door. Bright sunlight highlights the vibrant plants and landscaping, creating a welcoming atmosphere.
Bungalow in Napili-Honokowai

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

4.99 out of 5 average rating, 223 reviews
Top guest favourite
A bright living area shows comfortable seating arrangements with two armchairs and a cozy sofa, overlooking a scenic ocean view through large sliding glass doors. Soft natural light illuminates the space, and a round table sits at the center, accentuated by decorative elements.
Townhouse in Lahaina

Beachfront Surf Hale Puamana 272-4

5.0 out of 5 average rating, 17 reviews

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