Villa vacation rentals in Olowalu

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Popular amenities for Olowalu villa rentals

Private villa rentals

Superhost
A lanai with a round table and four striped chairs overlooks the ocean. The bright blue water stretches to the horizon, framed by lush greenery and a backdrop of partly cloudy skies.
Villa in Lahaina
4.9 out of 5 average rating, 72 reviews

Kapalua Ridge Villa 2214- Endless Ocean Views!

LindaRating, 5 stars23 months ago
This is a very quiet complex. It feels private. The beach is less than a ten min walk and is not crowded like some of the other beaches can be because of the low density housing in the area. There are some beautiful walks that you can do right from the unit. There is lots of room in the unit to put away all your things away. The management is great. We locked ourselves out one day, they got us back in, in under 10 min! We had a small problem in the unit, maintenance was there to take care of it shortly after. I left an item there and only realized when I got back home to Canada. They offered to mail it back to me at their cost! We would definitely stay here again.
Guest favorite
An aerial view captures the expansive one-acre swimming pool, shaped uniquely and surrounded by vibrant tropical landscaping. Ample lounge chairs are arranged around the pool, offering a relaxing sunbathing area, while the nearby ocean waves gently lap against the shore.
Villa in Lahaina
4.92 out of 5 average rating, 49 reviews

Ka'anapali Beach Club "Ocean View"

KayleeRating, 5 stars6 months ago
Exactly as described and just like the photos. Check in was a breeze. Having the seperate living area was really nice with a toddler. Also, having a fridge and being able to make quick meals was great. Plenty of restaurants in walking distance. Pool and amenities were perfect. Highly recommend! I'm sure we will be back.
Guest favorite
A spacious living area showcases a blue front door that opens to a scenic view. A comfortable sofa and a decorative coffee table are positioned on a patterned rug. Natural light fills the room through large windows, enhancing the inviting ambiance.
Villa in Wailuku
4.91 out of 5 average rating, 241 reviews

Luxurious 1BR Near I'ao Valley, Bright and Modern!

KathleenRating, 5 stars2 weeks ago
We had a wonderful stay at the Blue Door Villa in Wailuku! The home is beautifully renovated with a stunning kitchen and bathroom. It’s perfect for families, fully equipped with various appliances, laundry, and even a sauna. The location is super convenient, close to local shops, restaurants, grocery stores, and the airport. Our host Eric was incredibly responsive and helpful throughout our stay. Highly recommend!
Superhost
A spacious resort setting is depicted, featuring a large swimming pool surrounded by lounge chairs and tropical landscaping. The multistory building stands prominently in the background, with palm trees swaying gently under a clear blue sky.
Villa in Lahaina
4.84 out of 5 average rating, 37 reviews

Kaanapali Beach Club "Scenic View"

DylanRating, 5 stars3 weeks ago
Our stay at this Lahaina resort was nothing short of spectacular! From the moment we arrived, we were greeted with the warm aloha spirit that instantly made us feel welcome and relaxed. The check-in process was seamless, and we were even offered refreshing tropical drinks to kick off our vacation. The resort grounds are absolutely stunning—lush gardens, swaying palm trees, and breathtaking ocean views everywhere you turn. The amenities here are top-notch. We spent our days lounging by the pool, sipping on cocktails from the poolside bar, and enjoying easy access to the beach just steps away. The on-site restaurants served delicious island-inspired cuisine, and the fresh seafood was particularly memorable. They offered great recommendations for excursions and local spots to explore, including a sunset cruise and a scenic hike that became trip highlights. Whether you’re visiting for a romantic getaway or a family vacation
Guest favorite
A modern living area features a gray sofa facing a sleek coffee table on a patterned rug. Large sliding glass doors reveal an outdoor dining space and view of palm trees and the ocean, enhancing the connection to the tropical surroundings.
Villa in Kihei
4.92 out of 5 average rating, 86 reviews

Exquisite Ocean View Villa across from the Beach

SherrillRating, 5 stars1 month ago
This airbnb was a gem of a find. It's a villa with other Airbnbs on the property. Very lush and has a super jungle feel, yet very modern. We stayed in Villa #5 with an ocean view from the deck which was great! The other units are all lower with no view. Villa 5 has its own private gate entrance. Lots of privacy and easy access to come and go. The pool was beautiful. Super helpful to have laundry facility. We went from california to honolulu then maui and this airbnb was perfect for my boyfriend & I after a week of traveling. We cooked! The livingroom sofa is a pull out bed and we utilized it to watch a lil TV, the ocean, the surfers, and the pool & beautiful palm trees. There's a small beach parking lot across the back street and it does draw people of all types but there were no issues. Everything needed was provided - beach chairs, umbrella, boogie boards, small ice chest. Perfect for 2! I would totally stay again - Villa #5 was the best topper to our Maui trip! Thanks Gal!
Superhost
A panoramic view of the ocean stretches across the horizon, framed by lush greenery. The clear blue sky complements the serene waters and contributes to the tranquil setting that characterizes the Kapalua Ridge Villa experience.
Villa in Lahaina
4.85 out of 5 average rating, 48 reviews

Kapalua Ridge 1512. Sensational Ocean Views!

LyleRating, 5 stars4 months ago
I gave 5 stars across the board because they didn't list 6. Having used AirBnB for13 years and having stayed in over 50 places this is now the one to beat. Location: wedged between pesky golfers and a noisy ocean. Interior: comfy king bed, en suite with soak-er tub and 2nd bathroom. Large living area with 9 foot ceilings. Really good pots and pans. Everything worked for 5 weeks. Combo locks for door and pool - no keys to loose. Great communication, beautiful grounds. Outstanding in the sunshine
Guest favorite
A modern kitchen area features sleek dark cabinetry and a spacious island with three high-backed stools. Natural light fills the open space, highlighting a living area with a cozy chair, a decorative table, and a surfboard mounted on the wall.
Villa in Kihei
4.92 out of 5 average rating, 85 reviews

Ocean View 2BR Villa Steps To The Beach

JasonRating, 5 stars1 month ago
This place was absolutely phenomenal! The location was perfect if you enjoy Kihei. The gate opened up right to the perfect surf and paddle board spot. The place also offered surfboards and paddle boards for use place also offered beach accessories and amazing Kihei beaches within one to two minute walks. It was centrally located in Kihei and walkable to parks breakfast spots and everything you would want and need, especially the new food trucks. The place was kept super clean every day. And the setting was very private and serene and also had a shared heated pool, which was perfect for the family. We got to know incredible people who stay here as well 10 out of 10 will stay again no question. There is too much to say about this place and the host. Very responsive and accommodating this place has a prime time seat to the beautiful Kihei sunset every night.
Superhost
A spacious living area is seen, featuring a dining table for four beside large glass doors that open to a private lanai. Ocean views are visible beyond the seating area. Soft natural light fills the room, complemented by a ceiling fan and a flat-screen TV.
Villa in Lahaina
4.89 out of 5 average rating, 53 reviews

Kapalua Ridge 924- Ocean View Lowest Summer Prices

TomRating, 5 stars5 months ago
All good to report on Villa 924. Just returned home and enjoyed 8 nights there. The Villa had plenty of space for the two of us and was quite comfortable. All was in good working order, clean and well thought out. Plenty of towels, the washer and dryer handy, and kitchen had all the gadgets you'd want. And amazingly price wise it was best we found in the area. We walked to and recommend the ocean trail hike nearby. Also walkable to DT Fleming beach which is outstanding plus has a nice outdoor food and drink cafe for lunch. Bit high end yet worth it as setting is priceless. Also easy and pleasant walk to Merriman's and Napili Bay which avoids the need to find parking and/or pay for parking. Realty folks were A+ across the board booking and upon arrival. We had no need to interact during the stay as all was smooth sailing. Must admit I left my iPad in Villa on departing day but Kim's team went over, found and mailed it off to me next day at no cost. Would book again!

Luxury villa rentals

Guest favorite
An open-plan living area features a rock-gray sofa complemented by a sleek coffee table. Bar stools are arranged at the kitchen island, which highlights modern appliances and surf-themed décor. A decorative wooden surfboard is mounted on the wall, enhancing the coastal ambiance.
Villa in Kihei
4.93 out of 5 average rating, 76 reviews

Walk to the Beach from a Modern Villa with a Patio

LuisRating, 5 stars3 days ago
This place was a gem! Our favorite stay in the islands so far. The grounds of the property are beautifully maintained and the pool is amazing, specially after a long day of exploring. The location is terrific as it is within walking distances to some great restaurants and coffee shops and less than a 10 minute drive away from the shops at Wailea. You also have a direct view to the sunset right across the street so I suggest grabbing a drink and sitting on the bench there to enjoy. The airbnb itself is super clean, well stocked, and beautifully decorated. You cannot go wrong with this place specially if you want a more boutique feel to your vacation.
Guest favorite
A spacious living area presents a comfortable blue sectional sofa facing a flat-screen TV. Large sliding glass doors allow for ocean views and access to a private lanai. A dining area with a table for four is visible, enhanced by natural light from the windows.
Villa in Lahaina
4.96 out of 5 average rating, 70 reviews

Kapalua Ridge 2422. Luxurious remodeled townhouse!

DavidRating, 5 stars3 months ago
We just can't say enough good things. Pictures looked excellent but you never know what you'll find in reality. Our unit was even better than the pictures. Host was amazing. Neighborhood is peaceful. Close to two awesome beaches. Beaches not over crowded. We almost had one to ourselves. If we're back in Maui this will be the first place I call. The price is simply amazing for what you get.
The living area features a comfortable seating arrangement with a sectional sofa and two armchairs. A large flat-screen TV is mounted on the wall, and a wooden coffee table sits in the center. Floor-to-ceiling sliding glass doors provide views of the beach and garden.
Villa in Lahaina
5 out of 5 average rating, 3 reviews

New Lower $ Come Play on Maui ~Ocean Front Kapalua

ErinRating, 5 stars54 months ago
Gorgeous Condo -Spectacular Location This condo was perfect for our family of four. Everything we needed we provided, and we were grateful for the well stocked dishes and cookware. The Master suite has an incredible view and we enjoyed watching whales while drinking our coffee. The bedding and linens were high quality. The entire property is beautifully maintained and this condo was sparkling clean. We’ve recommended this property to all our friends who are planning a trip to Maui. There’s no better place to stay!
Guest favorite
An open-concept kitchen and living area displays a large island with four barstools. The sleek kitchen features stainless steel appliances and ocean views through expansive glass doors. A cozy seating area with a neutral-colored sofa is complemented by natural light flooding in from the surrounding windows.
Villa in Lahaina
4.93 out of 5 average rating, 59 reviews

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

VarunRating, 5 stars5 months ago
Absolutely gorgeous and stunning views. We spent most of our time in the lanai, staring out into the horizon, trying to spot whales and watching the waves break on Oneloa Beach (north side) and Makaluapuna Point. The entire time you can hear the waves break. Everything about the view, the sound of the Ocean, birds chirping, morning sun, view of Molokai calms is like food for your soul. Both bedrooms have their own lanai and ocean views. Even the primary bathroom has ocean views you can take in while showering. Everything is clean, artful decor, nice solid furniture and plenty of cookware and other utensils for cooking. Host is very helpful, proactive and super nice. It was hard to leave the ocean views and go back to normal life.
Top guest favorite
A light-filled living area features two cream-colored armchairs and a spacious, oval coffee table. Large glass doors open to a picturesque view of the ocean, framed by lush greenery. A ceiling fan is suspended above, complementing the serene atmosphere.
Villa in Lahaina
4.95 out of 5 average rating, 63 reviews

Kapalua Ridge 1915- Platinum Ocean View Villa

ErinRating, 5 stars3 weeks ago
This was the perfect spot for our stay on Maui. It’s close enough to the resort hotels to enjoy their amenities and activities, but just far enough away to truly relax in peace and quiet. The beach is only a 10-minute walk and feels wonderfully private. The condo itself was a getaway all on its own, with beautiful views and cool breezes—we never even needed the AC. The kitchen was a standout: it had everything we could possibly need. Beyond the basics like cold filtered water, a coffee maker, toaster, and plenty of ice, there was even a Ninja blender, a full variety of pots and pans, baking dishes, and glassware. Honestly, you could cook an entire Thanksgiving dinner here. We ended up making a lot of meals at home, enjoying the views from the patio. We also used the grill by the pool, and while we spent most of our time at the beach, both pools looked great. This was definitely the spot to be on Maui. Highly recommend.
Top guest favorite
A panoramic view captures the vibrant blue ocean meeting a clear sky, framed by lush green foliage. Beachfront villas with slate roofs are nestled along the coastline, while palm trees add to the serene tropical landscape.
Villa in Lahaina
4.91 out of 5 average rating, 47 reviews

Luxury Ocean/Island View Kapalua Ridge 2914

MatthewRating, 5 stars2 months ago
Was an awesome stay, peaceful, private with a great view and reasonably close to beaches, restaurants and stores. Host was great, professional and responsive. Will definitely try and book again in the future.
Guest favorite
A spacious living area is illuminated by natural light streaming through large windows. A neutral-toned sofa is paired with vibrant accent pillows. Artwork depicting a lush landscape hangs on the wall, while a wooden surfboard adds a touch of coastal charm to the decor.
Villa in Lahaina
5 out of 5 average rating, 24 reviews

Kapalua Ridge 613-15- Lowest Summer Rates!

HanaRating, 5 stars4 weeks ago
Great experience! Beautiful home and every practical, was near many beautiful beaches and had great amenities around. The area was very easy to get to and was private yet still central and close to a lot of things. Would recommend to anyone and would stay here again!
An aerial view of the resort is displayed, highlighting its beachfront location along the sandy shoreline. The lush, green landscape surrounds the property, featuring swimming pools and landscaped gardens among the buildings. The ocean meets the beach in a gentle wave, emphasizing the inviting coastal environment.
Villa in Lahaina

Marriott Maui Ocean Club- 2 Bdrm

FanRating, 5 stars6 months ago
Our family really enjoyed staying at Jeff’s place, the rooms are spacious, clean, with all amenities we need. Walkable distance to the beach, very nice quiet community with swimming pool and restaurants, a shopping mall is around 15min walk distance, very convenient to get everything we need. Jeff is very responsive and made the checkin process easy and smooth, he also gave us the guide of activities recommended. Highly recommend and looking forward to visiting again!

Villa rentals with a pool

Top guest favorite
A lush green lawn leads towards a vibrant blue ocean under a partly cloudy sky. Tropical trees and shrubs contribute to the scenery, with hints of tropical flowers visible. The distant horizon reveals a mix of ocean and distant land, creating a serene view.
Villa in Lahaina
4.89 out of 5 average rating, 74 reviews

Kapalua Ridge Villa 412- Sweeping Ocean Views!

MichaelRating, 5 stars3 months ago
Was a great stay with impeccable views! You can also easily sneak into the Ritz Carlton pool area and have fun there too! Great location!
Superhost
An open-concept living space features a curved blue sectional sofa adorned with decorative pillows. A wooden coffee table centers the room, surrounded by tile flooring. Large windows showcase views of the ocean, while a breakfast bar with high stools connects to the adjacent kitchen.
Villa in Lahaina
4.97 out of 5 average rating, 33 reviews

Kapalua Ridge 2423-24- Platinum Oceanview Villa

PatriciaRating, 5 stars9 months ago
The view was spectacular. The home was great. AC in main room didn’t work well. Musty smell in first floor bedroom. Not able to open windows (except toilet room) on second floor.
Superhost
The airy living room features large wrap-around windows that provide views of the lush green fairway. A comfortable sectional sofa and two armchairs face a wooden coffee table, complementing a large TV. A dining table for four is visible near the sliding glass door leading to the patio.
Villa in Lahaina
4.93 out of 5 average rating, 57 reviews

Kapalua Ridge 2511- Discounted Summer Rates!

MichelleRating, 5 stars7 months ago
The host was very flexible and allowed us to check in early which helped us get some rest before our evening activities. She was very friendly and communicative. I hope to rent from her again in the future!
Guest favorite
A patio area is framed by swaying palm trees, featuring a table set for two with wine glasses and a pineapple. A sprawling green lawn meets the vibrant blue ocean, with distant islands visible under a clear sky.
Villa in Lahaina
4.9 out of 5 average rating, 10 reviews

Kapalua Ridge 2412- Oceanview Discounted Rates!

DianaRating, 5 stars3 months ago
A very peaceful and beautiful stay while visiting Maui. Our view to the ocean was incredible, especially being able to view from afar whales. Beach access is easy to navigate within walking distance for nearby beaches or evening sunsets. Great location and friendly staff. For our 5 days stay it worked well for us traveling from PNW looking for sunshine and relaxation.
Guest favorite
The open-concept living area showcases a light-filled space with a plush sofa, adjacent dining area for six, and a large TV. Panoramic ocean views are framed by expansive windows, while decorative touches, including a colorful ottoman and textured rug, enhance the inviting atmosphere.
Villa in Lahaina
4.89 out of 5 average rating, 9 reviews

Kapalua Ridge 1711- Platinum Oceanview Villa

MarcRating, 5 stars1 month ago
This is an excellent villa and we had a wonderful time. It is very well appointed, super clean, and the host is extremely easy to work with. The view is incredible and the surf noise is amazing. Highly recommended!!!
Guest favorite
Expansive ocean views are visible from the hillside, with an azure sea stretching towards the horizon. Lush greenery surrounds low-profile buildings, creating a serene atmosphere. A sailboat can be seen gliding across the water under a vibrant blue sky dotted with fluffy clouds.
Villa in Lahaina
4.95 out of 5 average rating, 41 reviews

Kapalua Ridge 1623- Endless Ocean & Coastal Views

CaseyRating, 5 stars3 months ago
We had such a beautiful and peaceful time at the Ridge on our trip to Maui. Our unit was spacious and spotless, it included all the amenities we needed to feel right at home. The in-unit washer and dryer is such a great thing to have on a trip to Hawaii, because we were able to underpack and not bother checking bags. We've stayed countless times in South-facing units on the other side of the property, and while the afternoon sun and sunsets are always lovely, we actually enjoyed how cool our (North-facing) unit stayed with the offshore breezes all week. To catch the sunset, we grabbed a beer and a blanket and walked out to Tee 3, just across the way. We had cozy mornings with coffee watching whales from our bed in in the channel and peaceful afternoons with poke from Napili market and a bottle of wine on the downstairs lanai. This unit is VERY quiet because it's on the end of the property. We had the most enjoyable time. THANK YOU!
Superhost
A spacious living area features a comfortable seating arrangement with a sofa and armchairs, alongside a wooden coffee table. Large windows provide views of the ocean and a lush landscape. The dining area accommodates four and is bathed in natural light, enhancing the inviting atmosphere.
Villa in Lahaina
4.96 out of 5 average rating, 67 reviews

Kapalua Ridge 1614- Ocean View Luxury Living

MannyRating, 5 stars2 months ago
Amazing place with breathtaking views! Great amenities with the pools. BBQ and dining area near the pool. Only suggestion would be adding an A/C unit in the living room as it gets a little warm in there during the day. Definitely still gets 5 stars in my book. My family and I enjoy a staycation on Island whenever we can. Will definitely be coming back. Mahalo Nui for everything!
Guest favorite
An open living area is framed by tall ceilings and large windows overlooking a serene pool and ocean views. Comfortable seating made from wooden materials is arranged in a welcoming manner, with decorative hanging light fixtures adding visual interest to the space.
Villa in Kihei
4.95 out of 5 average rating, 60 reviews

Modern 2 bedroom/2bath Villa near Beach!

NishaRating, 5 stars1 month ago
Great spot ✨ we booked the day before arriving, and they were very helpful and accommodating! If you don’t mind not having an ocean view, the grounds are beautiful, and we loved the garden vibe. The house was awesome – very comfy – and the pool was a hit too! We were also able to walk places (including the beach), which was convenient.

Destinations to explore

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