Updating...
“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.
Responds fast! avg. 3 hours 44 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,430
Nihilani 22C: Spacious Condo on Beautiful Kauai's North Shore, with A/C!
Princeville house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
“Time in paradise” We all enjoyed to stay in this beautiful house in awesome location on Kauai . House has everything that you may need , from stuff to bake cupcakes to soft boards , beach chairs and toys for children . During our stay we had planty of time to check the whole island and can say that Princeville has the best views , beaches and it is the best place to be on the island. If you have a car it's 5-7 minutes ride to the mist beautiful Hanalei beach or also amazing Anini beach. I highly recommend this property and want to be back here the next year !!
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$345
OCEAN VIEW LUXURY, CASTAWAY COVE C201, WAILEA BEACH VILLAS!
Wailea house
- 3 bedrooms
- 4 bathrooms
- sleeps 8
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$999
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$2,524
“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$5,558
“Kihei Private Home” Wanted to try "villa" living on Maui and this was spectacular! Private, modern, fully equipped and right on the beach. Easy to get to anyplace on Maui. Able to but local seafood and vegetables and cook great meals rather than dine out every night. There was nothing we wanted for and will likely return again!
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,595
Steps to Lanikai Beach~3 living spaces w/heated pool, hot tub: Sleeps 14.
Kailua house
- 5 bedrooms
- 5 bathrooms
- sleeps 14
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,603
Hawaiian Hibiscus home- AC, private pool/SPA, 1.3 mile to Poipu beach in GOLF
Poipu house
- 5 bedrooms
- 5 bathrooms
- sleeps 13
“Wonderful, Beautiful, Comfortable Home!” This home was everything it was advertised and so much more! 12 of us stayed here in great comfort and relaxation. This house was perfect for a week getting ready for a destination wedding. Our sincere gratitude to Ning and her family for having everything ready and organized for our stay. I highly recommend this house and all of us can’t wait to plan our next trip to use this home again. Thank you again! Amber & Ryan Lowe
Responds fast! avg. 3 hours 49 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,721
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$4,411
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$918
The Historic Gingerbread House Sleeps 10 Kahala Beach 1 Booking per 30 days
Kahala house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$592
FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!
Wailea house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
“Very Impressive and I am hard to impress!!” Our stay at the Wailea Beach Villas was absolutely amazing! A typical vacation for us in the last few years has been atlantis Royal Towers Bahamas, Westins ,Fairmonts and Grand California resort at Disneyland. Sun Splash is elegantly appointed, comfortable and immaculate, with large spacious rooms. Better than the pictures on the website. Views from the lanai are breathtaking with wonderful sunsets. Staff and service was warm and professional. Literally steps away from shops and restaurants. Well stocked kitchen for formal or informal dining, except for food of coarse.
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$2,650
WAILEA'S MOST EXQUISITE OCEAN FRONT LUXURY VILLA - ROYAL ILIMA A201! NEWLY RENOV
Wailea house
- 3 bedrooms
- 4 bathrooms
- sleeps 8
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,995
Orchid House, Panoramic Ocean views, AC, private warm pool, walk tobeaches.
Poipu house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
Responds fast! avg. 3 hours 49 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$2,044
TOP FLOOR OCEAN VIEWS, TOP TIER LUXURY! SANDCASTLES SUITE L509 SLEEPS 8!
Wailea house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,249
SOUTH MAUI'S SPECTACULAR OCEANFRONT WAILEA SUNSET ESTATE WELCOMES YOU!
Wailea house
- 4 bedrooms
- 6 bathrooms
- sleeps 8
“Truly Spectacular” This house is nothing short of spectacular. We chose this home for a family get-together and it worked perfectly. The Master Suite gave my husband and me the privacy we wanted, while our children and grandchildren had their own privacy. Each bedroom has its own bath. Everything was provided and ready for us upon arrival. We had T-times for golf, paddle boards, sea kayaks, snorkeling gear, as well as high chairs and cribs. Nothing was overlooked. We even took the opportunity to have a private chef (highly recommend just for the experience) cook dinner four different evenings, as well as adding on some additional cleaning. The sunsets were beautiful, the whales were breeching and the turtles surfed up to the rocky beach every night. Because of a tropical storm, we were able to watch professional surfers from our chairs on the grass. The larger hotels are within walking distance, but other than using the Spa facility at the Four Seasons, we felt no reason to leave this beautiful property. The management of Tropical Villa Vacations were extremely professional and easy to work with. For a group I would highly recommend this home. Everyone in our family had such a relaxing get-away that we plan to make this a bi-annual vacation and can't wait for 2016. There is nothing better than spending quality time with family, and this is the house to spend it in...truly spectacular!
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$2,895
SOUTH MAUI'S SUPER CHIC - SUPER LUXE W/ OCEAN VIEWS! EXPERIENCE WAILEA SEASHORE
Wailea house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,295
BEAUTIFUL BALI HAI POOL VILLA F102 PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!
Wailea house
- 3 bedrooms
- 4 bathrooms
- sleeps 8
“The unit far exceeded out epectations!!” Th villa was as beautiful as presented on line. Very spacious and , well appointed. The kitchen featured high end appliances not normally seen in rental units. Beautiful decor. The owner has clearly put a lot of thought and resources into the comfort of his guests, right down to a fully stocked executive bar to every kitchen gadget you could possibly think of!!! The location was perfect. The unit was strategically located between the adults only and family pools... just s two minute walk to the beach. The concierge and rental agents were a pleasure to deal with and usually responded to any request within a hour. Great unit! Great experience!
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$999
NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8!!
Kihei house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
“Paradise vacation” Moana Hideaway met all of our families needs. We didn’t even have to rent snorkel equipment because the property provided enough sets for all eight of us. The house is spacious and a single story so the older relatives didn’t have to climb stairs. The sunsets and sunrises were spectacular. Watching the green sea turtles while in the pool made our trip the ultimate Hawaiian experience. The property mgmt group was available for our questions and made sure everything was to our liking. Hoping to return to this amazing property some time in the future.
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$2,995
REGAL MANDALAY M511 AT WAILEA BEACH VILLAS! TOP FLOOR OCEAN VIEWS!
Wailea house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
“Wonderful place to stay” This was our second time in renting from Tropical Villa Vacations. They are always helpful with anything that we have asked. They had boogie boards ready for the boys at our condo when we arrived and they also found a place for us to have Easter Brunch and made the reservations for us. The home was great for our family of 5. It had everything that we could have asked for and much more. My youngest's favortie part was that the balcony looked over the pool. He would stand out there every night and wait for the other people to leave and as soon as they did we headed down and had it all to ourselves. There was a great coffee stand just outside the properties gates. It was fun to walk on the pathway between all the other resorts to check out what they had but we still liked ours the best. More private and quiet. We loved having our own parking space in the garage with direct access to our elevator to our Villa. We didn't spend a whole lot of time on the beach there but it was clean and very nice to have someone come and set up a chair for you with towels. The waves were pretty mild for smaller children or less daring folks. Our boys preferred the bigger waves so we spent time at other beaches. I would recommend staying here to anyone. The facilities were well taken care of and staff were very friendly and helpful if you needed anything.
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$999
LUXURY BEACHFRONT KA'ANAPALI BEACH! FABULOUS SEA SHELLS BEACH HOUSE – Slee
Ka'anapali house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
“A Fantastic Home Right on the Beach Where You Wouldn't Expect it” We were looking for a beachfront house on Maui for a family of 7 (one an infant). In the end, we liked the options in Kihei but most were in an area where the beach wasn't great, so we looked at West Maui. This house caught our eye. The house is located on the property where the old Ka'anapali airport used to be until the mid-1980s. While this area is mostly full of resorts, this house is wedged in with a few other properties between the big hotels. The house itself is all about the big family room/sitting area/kitchen which is huge and great. There is a big master bedroom and two other standard bedrooms with one open office corner. The layout of the house is a bit strange - it's not how I would allocate space in my own place, but it was great for a rental. There is a ton of natural light and a great view straight out to the water. The yard area is great with a hammock between two palm trees, a full bbq area, an above ground spa, and a shallow pool. Even though the walkway along the beach is nearby, the landscaping is done so well that you rarely see it. You feel isolated. It's a short walk through that landscaping and you're on a great beach. It's a bit narrower than some other parts of Ka'anapali but it's also much less crowded since it's not in front of a resort. The sand is great, and a reef begins in the ocean just to the north of the property for snorkeling. (We had a nice swim with a turtle.) Our concierge that met us there was very helpful and stayed with us initially to get us oriented, as did the property manager.
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,850
Hualalai 72-105 Pakui~private residence~pool~spa~walking distance to resort
Kailua-Kona house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$5,886
Bird of Paradise, 4BR,3.5BA, private warm pool, walk to beaches, wonderful views
Poipu house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
“Restful Vacation in Paradise” We were fortunate to have almost two weeks to enjoy this lovely home located just a few minutes walk from beautiful Po'ipu Beach. We enjoyed hours on the lanai over coffee in the AM, and cocktails in the evening. Our long flight from the east coast meant our bodies were ready for the day at 5AM so we took advantage by observing the amazing stars giving way to the sunrise on both Shipwreck and Po'ipu beaches. The helpful hints inside the house binder gave us directions to some "off the grid" activities like waterfall hikes and rope swings - which our teenagers loved. (Bear in mind that the directions assume you're coming from Lihue, not the house - so plan your route accordingly!) The layout of the house is perfect for privacy whether you are traveling with teens or other couples. The house was stocked with the essentials and then some, which made our trip relaxed and fun. We didn't need to contact the caretakers during our trip, as everything we could have needed had been anticipated and provided for -the house was spotless upon arrival and easy to maintain while we were there. We can't wait to return.
Responds fast! avg. 3 hours 49 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,205
Private home at Hualalai Resort, near Four Seasons. Pool, Spa, Exclusive!
Kailua-Kona house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$5,886
ULTRA LUXURY SOLARA LUXE POOL VILLA D101, NEWLY RENOVATED, SLEEPS 8!
Wailea house
- 3 bedrooms
- 4 bathrooms
- sleeps 8
“Even more beautiful than the pictures.” We highly recommend Tropical Villa Vacations. Irene helped us find the perfect spot for our vaction. D101 is a beautiful addition to their inventory. The unit is spectacular. The Wailea Beach Villas property is a perfect spot for anyone looking for a luxurious condo in the heart of Wailea. Beautiful property, great ocean views and top notch service from a team that truly cares about your vacation experience!
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,650
Responds fast! avg. 2 hours 47 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,316
Exclusive area, heated infinity pool, ocean view, private yard, putting green
Kailua-Kona house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,605
Luxury Home w/heated pool/spa steps from Kahala Beach
Honolulu house
- 4 bedrooms
- 5 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,586
Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.
Kailua house
- 6 bedrooms
- 5 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,596
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$3,442
Exclusive Home at Hualalai | Heated Pool | Hot Tub | Ocean Views | Cottage
Kailua-Kona house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$6,972
Gorgeous Kailua Beachfront - private, heated pool/spa. OPEN FOR HOLIDAYS!
Kailua house
- 5 bedrooms
- 4 bathrooms
- sleeps 14
Responds fast! avg. 2 hours 7 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$3,602
1 of 2 match: Rental types, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$497
1 of 2 match: Rental types, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$326
KONA REEF D-17: DIRECT OCEANFRONT, REMODELED, AIR CONDITIONING, ELEVATORS!
Kailua-Kona condo
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Rental types, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$425
1 of 2 match: Rental types, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$300
Responds fast! avg. 1 hour 39 minutes
1 of 2 match: Rental types, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$591
1 of 2 match: Rental types, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$281