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Holiday Rentals near Po'olenalena Beach

Makena Rd, Opposite from the Wailea Blue Golf Course, Wailea, Maui, Hawaii 96753
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    Travellers to Wailea are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 516 Rentals in Wailea
    New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei1 / 33
    (1)Excellent
    0.8 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Spectacular 3rd Row at Ho'olei with Ocean Views1 / 33
    (1)Excellent
    0.8 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-1031 / 41
    (25)Very good
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Luxurious Oceanfront Corner Unit SURF RESORT, #F-2121 / 48
    (9)Very good
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2023
    Amazing service and communication from everyone at Alii. Loved everything about the experience. The place was perfect, its not our first time at this resort....
    Reviewed 24 June 2016
    simply everything we were hoping and more! The condo looks newly renovated and beautiful. loved the location and hope to stay here again in the future!
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Fantastic Location - Beautiful Condo -Makena Surf Resorts # G-2041 / 32
    (3)Excellent
    0.7 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2021
    We loved the quieter location of Makena Surf, away from the crowds and noise in areas further north. The kitchen was well stocked with everything one could possibly need to...
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    About this property
    A note from the owner: "Our unit overlooks a beautiful cove, where in the late afternoon, we can see the turtles swimming on the surface of the ocean and popping their heads out of the water. We especially like to see how the color of the ocean changes during the day as the sun makes it's way...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Beautiful Beach Front 2 BDRM Condo - Makena Surf Resort # B-3041 / 40
    (9)Very good
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • DVD Player
    • Hot Tub
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2021
    We stayed in this unit a year ago, just before Covid struck the world. Now we are fully vaccinated and back in the unit. Nothing in the unit has changed except they added a...
    Reviewed 7 March 2020
    Great location! Quiet & only lightly populated. We had the pool and jacuzzi to ourselves many times. Whale watching was terrific right from our balcony. This unit is very...
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-2021 / 43
    (1)Terrible
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Balcony
    • Hot Tub
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-2021 / 32
    (3)Excellent
    0.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Grill
    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We had an incredible stay at Makena Surf. The unit was beautiful, spacious, updated. Ali’ resorts was lovely to deal with - Travis especially went above and beyond. We will...
    Reviewed 16 January 2024
    Beautiful condo that we stayed at during our family vacation, we saw whales from our balcony! Views cannot be beat!
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-2061 / 33
    (12)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2022
    This corner unit at the Makena Surf Resort was perfect for my family's eight night stay in June 2022. My wife and I stayed in the master bedroom, while our four kids (ages 13...
    Reviewed 13 August 2021
    Incredible ocean-front condo in Maui! Listen to the ocean waves morning, noon and night. Close to all of the action in Maui but not in the middle of it. Great place for families...
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    About this property
    A Note from the Owner: Of all the units in Makena Surf, the original developer of the resort kept this one for himself! This rare corner unit provides panoramic ocean and beach views and overlooks the historic landmark Heiau garden. The one of a kind location and large side windows combine...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    SOUTH MAUI'S SPECTACULAR OCEANFRONT WAILEA SUNSET ESTATE WELCOMES YOU!1 / 50
    (13)Very good
    0.2 miles from Po'olenalena Beach
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Sunset Estate, easily one of our most popular vacation homes, has been lovingly refreshed with upgraded amenities and decor. This exquisite private home is quite possibly the most successful and most enjoyable and pleasing vacation residence on Maui. More than any other vacation home known...
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    Wailea, Maui
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-2071 / 32
    (4)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Balcony
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2021
    This is the most amazing place I have ever seen - incredible beach, luxurious accomodations, awesome staff.
    Reviewed 3 May 2016
    Rooms and view was exactly same as website.Room cleaning service was very well.We satisfied and love to go back there!
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    About this property
    Makena Surf B207 is a luxurious and secluded beachfront condominium located within the exclusive Makena community. This gated residential complex comprises six buildings, each spanning 2 to 3 stories, and offers breathtaking panoramic views of the Pacific Ocean. The property boasts a pristine and...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Lovely Ground Floor Unit MAKENA SURF RESORT, #C-1021 / 33
    (1)Excellent
    0.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Grill
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy stunning Ocean Views while sitting on your sofa or lanai in this spectacular oceanfront condo. One of the few condos where you can watch the waves break along the beach while sitting inside on your own sofa! This spacious Ground Floor, 2 Bedroom, 2 Bathroom condominium, Makena Surf C-102,...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    MAKENA SURF RESORT, #C-1021 / 17
    (8)Excellent
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2022
    This is the only place we will ever stay in Maui! Gorgeous view, amazing host and private location! The staff and hosts went above to ensure we had a comfortable and enjoyable...
    Reviewed 2 June 2022
    Absolutely beautiful! Thank you for sharing your little piece of paradise with us! We enjoyed every minute.
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, Sleeps 6
    PANORAMIC OCEAN FRONT SUNNY SURF E301 AT MAKENA SURF!1 / 48
    (7)Excellent
    0.6 miles from Po'olenalena Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • Grill
    • Parking
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2015
    Once entering the property which is quite secure, and meeting the friendly and helpful owner, you are taken through a wonderful tropical and well maintained garden around a...
    Reviewed 23 May 2015
    When I was planning our family vacation for my wife and 2 adult sons, I spent countless hours researching, talking to friends, etc. As I am a supporter of Tripadvisor, I also...
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    About this property
    Sunny Surf E301 at Makena Surf, is a sophisticated executive-style 3 bedroom (King, California King, and Two Twins or a 3rd King!), 3 full bath, luxury resort residence that sleeps six guests in a prime top floor corner "penthouse" location. From E301 there is a huge vista of turquoise waters,...
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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.8 miles from Po'olenalena Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    1.1 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.7 miles from Po'olenalena Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    1.9 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.6 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.6 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.0 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    1.2 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    1.9 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Skiing: Property Is In A Ski Resort
    • Terrace
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wailea, Maui
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.8 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.7 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.4 miles from Po'olenalena Beach
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bathroom, Sleeps 2
    2.5 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    1.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.5 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
    1.4 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    1.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.4 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.6 miles from Po'olenalena Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    1.3 miles from Po'olenalena Beach
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.4 miles from Po'olenalena Beach
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.7 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.4 miles from Po'olenalena Beach
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.6 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    1.6 miles from Po'olenalena Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.8 miles from Po'olenalena Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    1.4 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.9 miles from Po'olenalena Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    1.5 miles from Po'olenalena Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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