About the property
Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, showcasing the Maile floor plan with over 2400 square feet, promises unparalleled relaxation amid lush surroundings.
Discover the epitome of luxury at Ho'olei, the premier gated vacation home resort in Wailea. Conveniently situated across from the Grand Wailea, this split-level townhome seamlessly blends 5-Star hotel amenities with the comfort of a fully appointed luxury residence.
Upon entering, revel in the expansive open floor plan, abundant natural light, and enchanting garden views. The fully equipped kitchen, featuring top-tier appliances and generous counter space, facilitates effortless culinary experiences for your loved ones.
This villa boasts three well-appointed bedrooms, each boasting its own ensuite bathroom. The master bedroom, with a king-size bed and spa-like bathroom, provides the ideal sanctuary after a day of exploration. The second bedroom offers two queen-size beds, while the third provides a king-size bed and direct access to the lower lanai. Sleep up to 10 guests with the queen size sofa sleeper in the living room.
Cool off with central AC and utilize the state-of-the-art kitchen equipped with a Sub-Zero fridge/freezer, Wolf oven and gas cook top, and a spacious gas grill and auxiliary fridge on the lanai for island-inspired cooking events.
The private courtyard at Ho'olei features a grotto-styled waterfall pool, a baby's play beach, and a shallow-water splash feature. Immerse yourself in the tropical grotto, rejuvenate under the 19-foot waterfall, or bask in comfort poolside. Courtyard amenities include two whirlpool tubs, separate saunas for Men and Women, and high-end locker rooms in a lush tropical environment. A well-equipped fitness facility awaits with cardio, weight training, and Peloton bikes.
Please note that access to the Grand Wailea pools is not included in the rental; however, beach access and restaurants are available to all guests.
// About the Property //
Ho'olei in Wailea is an exclusive resort community offering luxurious, spacious accommodations perfect for a high-end Maui vacation. Situated near the world-famous Wailea Beach, these elegantly designed, multi-bedroom townhomes feature private lanais, gourmet kitchens, and stunning ocean views.
Guests enjoy access to premier amenities like a lagoon-style pool, fitness center, and other services, with nearby access to Wailea's fine dining, upscale shopping, and championship golf courses.
// About the Area //
Wailea is Maui's premier resort community, known for its luxurious ambiance, world-class beaches, and refined island beauty. Located just south of Kihei on the island's sun-soaked southwestern coast, Wailea offers a more serene, upscale escape while still embracing the aloha spirit. This meticulously planned community is home to five crescent-shaped beaches, championship golf courses, award-winning restaurants, and high-end shopping at The Shops at Wailea.
Perfectly manicured landscapes, scenic coastal walking paths, and panoramic ocean views make Wailea a destination for both relaxation and indulgence. Whether you're enjoying a sunset stroll, teeing off on one of its famed golf courses, or diving into the crystal-clear waters of the Pacific, Wailea offers a refined yet welcoming base to experience the very best of South Maui.
// Things do do on Maui //
Are you island hopping? Stop wasting time waiting at the airport and spend more time exploring all there is to see on Maui! Whether you're seeking adventure, relaxation, or cultural experiences, Maui offers more than enough to fill your itinerary and leave you wanting more.
• Haleakala National Park - Breathtaking sunrise or sunsets. Hike through a volcanic crater.
• Snorkel at Molokini Crater, Turtle Town, Lanai and underwater adventures just a boat ride away.
• Whale Watching (seasonal) - Witness humpback whales breaching just offshore (Dec to Apr).
• Sunset or Dinner Cruise - Set sail and soak in Maui's coastline from the sea.
• World Famous Golf - Maui offers some of the best golf courses in the world
• Helicopter Tours - See the island's hidden valleys, waterfalls, and sea cliffs from the sky.
• Surf or Paddleboard - Gentle waves and expert instructors make it easy.
• Traditional Hawaiian luau - Experience the food, music, and hula of ancient Hawaii.
• Hiking - Iao Valley, the bamboo forest, the famous Hoapili Trail, and more.
• Food Tours – From farm-to-table fine dining to highly rated food trucks, Maui has it all.
• Farm Tours - Surfing Goat Dairy, Maui Tropical Plantation, Pineapple Farm, Lavender Farm, more.
• Scenic Drives - the legendary Road to Hana, the West Maui loop and more!
All this and more awaits you on your next Maui adventure!
// About Vacation-Maui //
This immaculate property, hosted by Vacation-Maui, comes fully stocked for a stress-free island stay. Enjoy complimentary beach gear - including beach chairs, towels, an umbrella, and a small cooler - perfect for your days on the sand. Inside, you'll find everything you need, from fresh linens and bath towels to hair dryers and a fully equipped kitchen ready for home-cooked meals. With over 5,000 guest reviews and an average rating of 4.8 stars, Vacation-Maui is proud to deliver consistently exceptional experiences.
Early check-ins and late check-outs are not guaranteed and must be arranged in advance due to cleaning and maintenance schedules. If you have a late flight or early arrival, please contact us ahead of time to check availability and secure an early check-in or late checkout at a reduced daily rate. Mahalo for your understanding.
** This vacation rental at Ho'olei is hotel‑zoned, meaning it is exempt from Maui's pending 2030 short‑term rental phase‑out and continues to allow legal vacation stays. **
Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, showcasing the Maile floor plan with over 2400 square feet, promises unparalleled relaxation amid lush surroundings.
Discover the epitome of luxury at Ho'olei, the premier gated vacation home resort in Wailea. Conveniently situated across from the Grand Wailea, this split-level townhome seamlessly blends 5-Star hotel amenities with the comfort of a fully appointed luxury residence.
Upon entering, revel in the expansive open floor plan, abundant natural light, and enchanting garden views. The fully equipped kitchen, featuring top-tier appliances and generous counter space, facilitates effortless culinary experiences for your loved ones.
This villa boasts three well-appointed bedrooms, each boasting its own ensuite bathroom. The master bedroom, with a king-size bed and spa-like bathroom, provides the ideal sanctuary after a day of exploration. The second bedroom offers two queen-size beds, while the third provides a king-size bed and direct access to the lower lanai. Sleep up to 10 guests with the queen size sofa sleeper in the living room.
Cool off with central AC and utilize the state-of-the-art kitchen equipped with a Sub-Zero fridge/freezer, Wolf oven and gas cook top, and a spacious gas grill and auxiliary fridge on the lanai for island-inspired cooking events.
The private courtyard at Ho'olei features a grotto-styled waterfall pool, a baby's play beach, and a shallow-water splash feature. Immerse yourself in the tropical grotto, rejuvenate under the 19-foot waterfall, or bask in comfort poolside. Courtyard amenities include two whirlpool tubs, separate saunas for Men and Women, and high-end locker rooms in a lush tropical environment. A well-equipped fitness facility awaits with cardio, weight training, and Peloton bikes.
Please note that access to the Grand Wailea pools is not included in the rental; however, beach access and restaurants are available to all guests.
// About the Property //
Ho'olei in Wailea is an exclusive resort community offering luxurious, spacious accommodations perfect for a high-end Maui vacation. Situated near the world-famous Wailea Beach, these elegantly designed, multi-bedroom townhomes feature private lanais, gourmet kitchens, and stunning ocean views.
Guests enjoy access to premier amenities like a lagoon-style pool, fitness center, and other services, with nearby access to Wailea's fine dining, upscale shopping, and championship golf courses.
// About the Area //
Wailea is Maui's premier resort community, known for its luxurious ambiance, world-class beaches, and refined island beauty. Located just south of Kihei on the island's sun-soaked southwestern coast, Wailea offers a more serene, upscale escape while still embracing the aloha spirit. This meticulously planned community is home to five crescent-shaped beaches, championship golf courses, award-winning restaurants, and high-end shopping at The Shops at Wailea.
Perfectly manicured landscapes, scenic coastal walking paths, and panoramic ocean views make Wailea a destination for both relaxation and indulgence. Whether you're enjoying a sunset stroll, teeing off on one of its famed golf courses, or diving into the crystal-clear waters of the Pacific, Wailea offers a refined yet welcoming base to experience the very best of South Maui.
// Things do do on Maui //
Are you island hopping? Stop wasting time waiting at the airport and spend more time exploring all there is to see on Maui! Whether you're seeking adventure, relaxation, or cultural experiences, Maui offers more than enough to fill your itinerary and leave you wanting more.
• Haleakala National Park - Breathtaking sunrise or sunsets. Hike through a volcanic crater.
• Snorkel at Molokini Crater, Turtle Town, Lanai and underwater adventures just a boat ride away.
• Whale Watching (seasonal) - Witness humpback whales breaching just offshore (Dec to Apr).
• Sunset or Dinner Cruise - Set sail and soak in Maui's coastline from the sea.
• World Famous Golf - Maui offers some of the best golf courses in the world
• Helicopter Tours - See the island's hidden valleys, waterfalls, and sea cliffs from the sky.
• Surf or Paddleboard - Gentle waves and expert instructors make it easy.
• Traditional Hawaiian luau - Experience the food, music, and hula of ancient Hawaii.
• Hiking - Iao Valley, the bamboo forest, the famous Hoapili Trail, and more.
• Food Tours – From farm-to-table fine dining to highly rated food trucks, Maui has it all.
• Farm Tours - Surfing Goat Dairy, Maui Tropical Plantation, Pineapple Farm, Lavender Farm, more.
• Scenic Drives - the legendary Road to Hana, the West Maui loop and more!
All this and more awaits you on your next Maui adventure!
// About Vacation-Maui //
This immaculate property, hosted by Vacation-Maui, comes fully stocked for a stress-free island stay. Enjoy complimentary beach gear - including beach chairs, towels, an umbrella, and a small cooler - perfect for your days on the sand. Inside, you'll find everything you need, from fresh linens and bath towels to hair dryers and a fully equipped kitchen ready for home-cooked meals. With over 5,000 guest reviews and an average rating of 4.8 stars, Vacation-Maui is proud to deliver consistently exceptional experiences.
Early check-ins and late check-outs are not guaranteed and must be arranged in advance due to cleaning and maintenance schedules. If you have a late flight or early arrival, please contact us ahead of time to check availability and secure an early check-in or late checkout at a reduced daily rate. Mahalo for your understanding.
** This vacation rental at Ho'olei is hotel‑zoned, meaning it is exempt from Maui's pending 2030 short‑term rental phase‑out and continues to allow legal vacation stays. **
Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, showcasing the Maile floor plan with over 2400 square feet, promises unparalleled relaxation amid lush surroundings.
Discover the epitome of luxury at Ho'olei, the premier gated vacation home resort in Wailea. Conveniently situated across from the Grand Wailea, this split-level townhome seamlessly blends 5-Star hotel amenities with the comfort of a fully appointed luxury residence.
Upon entering, revel in the expansive open floor plan, abundant natural light, and enchanting garden views. The fully equipped kitchen, featuring top-tier appliances and generous counter space, facilitates effortless culinary experiences for your loved ones.
This villa boasts three well-appointed bedrooms, each boasting its own ensuite bathroom. The master bedroom, with a king-size bed and spa-like bathroom, provides the ideal sanctuary after a day of exploration. The second bedroom offers two queen-size beds, while the third provides a king-size bed and direct access to the lower lanai. Sleep up to 10 guests with the queen size sofa sleeper in the living room.
Cool off with central AC and utilize the state-of-the-art kitchen equipped with a Sub-Zero fridge/freezer, Wolf oven and gas cook top, and a spacious gas grill and auxiliary fridge on the lanai for island-inspired cooking events.
The private courtyard at Ho'olei features a grotto-styled waterfall pool, a baby's play beach, and a shallow-water splash feature. Immerse yourself in the tropical grotto, rejuvenate under the 19-foot waterfall, or bask in comfort poolside. Courtyard amenities include two whirlpool tubs, separate saunas for Men and Women, and high-end locker rooms in a lush tropical environment. A well-equipped fitness facility awaits with cardio, weight training, and Peloton bikes.
Please note that access to the Grand Wailea pools is not included in the rental; however, beach access and restaurants are available to all guests.
// About the Property //
Ho'olei in Wailea is an exclusive resort community offering luxurious, spacious accommodations perfect for a high-end Maui vacation. Situated near the world-famous Wailea Beach, these elegantly designed, multi-bedroom townhomes feature private lanais, gourmet kitchens, and stunning ocean views.
Guests enjoy access to premier amenities like a lagoon-style pool, fitness center, and other services, with nearby access to Wailea's fine dining, upscale shopping, and championship golf courses.
// About the Area //
Wailea is Maui's premier resort community, known for its luxurious ambiance, world-class beaches, and refined island beauty. Located just south of Kihei on the island's sun-soaked southwestern coast, Wailea offers a more serene, upscale escape while still embracing the aloha spirit. This meticulously planned community is home to five crescent-shaped beaches, championship golf courses, award-winning restaurants, and high-end shopping at The Shops at Wailea.
Perfectly manicured landscapes, scenic coastal walking paths, and panoramic ocean views make Wailea a destination for both relaxation and indulgence. Whether you're enjoying a sunset stroll, teeing off on one of its famed golf courses, or diving into the crystal-clear waters of the Pacific, Wailea offers a refined yet welcoming base to experience the very best of South Maui.
// Things do do on Maui //
Are you island hopping? Stop wasting time waiting at the airport and spend more time exploring all there is to see on Maui! Whether you're seeking adventure, relaxation, or cultural experiences, Maui offers more than enough to fill your itinerary and leave you wanting more.
• Haleakala National Park - Breathtaking sunrise or sunsets. Hike through a volcanic crater.
• Snorkel at Molokini Crater, Turtle Town, Lanai and underwater adventures just a boat ride away.
• Whale Watching (seasonal) - Witness humpback whales breaching just offshore (Dec to Apr).
• Sunset or Dinner Cruise - Set sail and soak in Maui's coastline from the sea.
• World Famous Golf - Maui offers some of the best golf courses in the world
• Helicopter Tours - See the island's hidden valleys, waterfalls, and sea cliffs from the sky.
• Surf or Paddleboard - Gentle waves and expert instructors make it easy.
• Traditional Hawaiian luau - Experience the food, music, and hula of ancient Hawaii.
• Hiking - Iao Valley, the bamboo forest, the famous Hoapili Trail, and more.
• Food Tours – From farm-to-table fine dining to highly rated food trucks, Maui has it all.
• Farm Tours - Surfing Goat Dairy, Maui Tropical Plantation, Pineapple Farm, Lavender Farm, more.
• Scenic Drives - the legendary Road to Hana, the West Maui loop and more!
All this and more awaits you on your next Maui adventure!
// About Vacation-Maui //
This immaculate property, hosted by Vacation-Maui, comes fully stocked for a stress-free island stay. Enjoy complimentary beach gear - including beach chairs, towels, an umbrella, and a small cooler - perfect for your days on the sand. Inside, you'll find everything you need, from fresh linens and bath towels to hair dryers and a fully equipped kitchen ready for home-cooked meals. With over 5,000 guest reviews and an average rating of 4.8 stars, Vacation-Maui is proud to deliver consistently exceptional experiences.
Early check-ins and late check-outs are not guaranteed and must be arranged in advance due to cleaning and maintenance schedules. If you have a late flight or early arrival, please contact us ahead of time to check availability and secure an early check-in or late checkout at a reduced daily rate. Mahalo for your understanding.
** This vacation rental at Ho'olei is hotel‑zoned, meaning it is exempt from Maui's pending 2030 short‑term rental phase‑out and continues to allow legal vacation stays. **
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $789 | Not Available | 4 |
| Jul 18, 2026 | $841 | Not Available | 4 |
| Jul 19, 2026 | $806 | Not Available | 4 |
| Jul 20, 2026 | $827 | Not Available | 4 |
| Jul 21, 2026 | $839 | Not Available | 4 |
| Jul 22, 2026 | $838 | Not Available | 4 |
| Jul 23, 2026 | $860 | Not Available | 4 |
| Jul 24, 2026 | $947 | Not Available | 4 |
| Jul 25, 2026 | $946 | Not Available | 4 |
| Jul 26, 2026 | $961 | Not Available | 4 |
| Jul 27, 2026 | $960 | Not Available | 4 |
| Jul 28, 2026 | $975 | Not Available | 4 |
| Jul 29, 2026 | $953 | Not Available | 4 |
| Jul 30, 2026 | $985 | Not Available | 4 |
| Jul 31, 2026 | $992 | Not Available | 4 |
| Aug 1, 2026 | $999 | Not Available | 4 |
| Aug 2, 2026 | $1,207 | Available | 2 |
| Aug 3, 2026 | $1,212 | Available | 2 |
| Aug 4, 2026 | $1,216 | Available | 2 |
| Aug 5, 2026 | $951 | Not Available | 4 |
| Aug 6, 2026 | $934 | Not Available | 4 |
| Aug 7, 2026 | $935 | Not Available | 4 |
| Aug 8, 2026 | $946 | Not Available | 4 |
| Aug 9, 2026 | $901 | Not Available | 4 |
| Aug 10, 2026 | $925 | Not Available | 4 |
| Aug 11, 2026 | $898 | Not Available | 4 |
| Aug 12, 2026 | $890 | Not Available | 4 |
| Aug 13, 2026 | $907 | Not Available | 4 |
| Aug 14, 2026 | $880 | Not Available | 4 |
| Aug 15, 2026 | $871 | Not Available | 4 |
| Aug 16, 2026 | $832 | Not Available | 4 |
| Aug 17, 2026 | $839 | Not Available | 4 |
| Aug 18, 2026 | $821 | Not Available | 4 |
| Aug 19, 2026 | $1,004 | Available | 3 |
| Aug 20, 2026 | $981 | Available | 3 |
| Aug 21, 2026 | $975 | Available | 3 |
| Aug 22, 2026 | $813 | Not Available | 4 |
| Aug 23, 2026 | $765 | Not Available | 4 |
| Aug 24, 2026 | $798 | Not Available | 4 |
| Aug 25, 2026 | $792 | Not Available | 4 |
| Aug 26, 2026 | $805 | Not Available | 4 |
| Aug 27, 2026 | $800 | Not Available | 4 |
| Aug 28, 2026 | $777 | Not Available | 4 |
| Aug 29, 2026 | $752 | Not Available | 4 |
| Aug 30, 2026 | $737 | Not Available | 4 |
| Aug 31, 2026 | $725 | Not Available | 4 |
| Sep 1, 2026 | $737 | Not Available | 4 |
| Sep 2, 2026 | $752 | Not Available | 4 |
| Sep 3, 2026 | $769 | Not Available | 4 |
| Sep 4, 2026 | $797 | Not Available | 4 |
| Sep 5, 2026 | $805 | Available | 4 |
| Sep 6, 2026 | $816 | Available | 4 |
| Sep 7, 2026 | $787 | Available | 4 |
| Sep 8, 2026 | $781 | Available | 4 |
| Sep 9, 2026 | $764 | Available | 4 |
| Sep 10, 2026 | $769 | Available | 4 |
| Sep 11, 2026 | $787 | Available | 4 |
| Sep 12, 2026 | $789 | Available | 4 |
| Sep 13, 2026 | $801 | Available | 4 |
| Sep 14, 2026 | $781 | Available | 4 |
| Sep 15, 2026 | $804 | Available | 4 |
| Sep 16, 2026 | $804 | Available | 4 |
| Sep 17, 2026 | $804 | Available | 4 |
| Sep 18, 2026 | $785 | Available | 4 |
| Sep 19, 2026 | $746 | Available | 4 |
| Sep 20, 2026 | $729 | Available | 4 |
| Sep 21, 2026 | $712 | Available | 4 |
| Sep 22, 2026 | $725 | Available | 4 |
| Sep 23, 2026 | $773 | Not Available | 4 |
| Sep 24, 2026 | $748 | Not Available | 4 |
| Sep 25, 2026 | $729 | Not Available | 4 |
| Sep 26, 2026 | $763 | Not Available | 4 |
| Sep 27, 2026 | $734 | Available | 4 |
| Sep 28, 2026 | $739 | Available | 4 |
| Sep 29, 2026 | $717 | Available | 4 |
| Sep 30, 2026 | $726 | Available | 4 |
| Oct 1, 2026 | $778 | Available | 4 |
| Oct 2, 2026 | $758 | Available | 4 |
| Oct 3, 2026 | $727 | Available | 4 |
| Oct 4, 2026 | $792 | Available | 4 |
| Oct 5, 2026 | $797 | Available | 4 |
| Oct 6, 2026 | $755 | Available | 4 |
| Oct 7, 2026 | $756 | Not Available | 4 |
| Oct 8, 2026 | $791 | Not Available | 4 |
| Oct 9, 2026 | $805 | Not Available | 4 |
| Oct 10, 2026 | $884 | Not Available | 4 |
| Oct 11, 2026 | $799 | Not Available | 4 |
| Oct 12, 2026 | $786 | Not Available | 4 |
| Oct 13, 2026 | $861 | Not Available | 4 |
| Oct 14, 2026 | $873 | Not Available | 4 |
| Oct 15, 2026 | $874 | Available | 4 |
Amenities
4.8 · 32 reviews
This is a great place to stay. The pools are fantastic.
Had the absolute best time, would stay here again!! Looks even more beautiful than the pictures.
The place was beautiful! Plenty of room for the whole family. We would definitely love stay there again!
Where you'll be
Kihei, HI, 96753, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
