PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS
Nestled in the luxurious KAPALUA RESORT, this custom home is located in the prestigious gated community of Pineapple Hill. The 4-bedroom, 4.5 bath residence, encompassing over 3500 square feet, has 1 Master Suite, 3 Bedroom Suites (2nd Floor) and 2 smaller rooms that can be used as sleeping areas (1st Floor). All the bedrooms on the 2nd floor have individual baths. From one of the finest locations on Maui, you will enjoy world-class sunsets nightly. A state-of-the-art gourmet kitchen will also please any aspiring chefs.
The Family room, with travertine and marble floors and appointed with a large 50-inch HDTV and surround sound entertainment system, is located directly off the large gourmet kitchen, which features granite counter tops and stainless steel appliances. The master bedroom wing features it's own en suite bathroom with jetted tub, marble, double sinks, walk in shower and large walk in closet. The home also includes central A/C, wireless Internet, phone service, indoor/outdoor pocket doors, private yard with tiled hot tub and heated pool, large bedrooms with designer furniture and electronics, individual lanais furnished for your comfort, all while enjoying year-round ocean view sunsets overlooking the islands of Lanai and Molokai. Exotic art and elegant Asian accents create an interior that complements the natural surroundings. Amenities include two world-class golf courses, including the world-renowned Kapalua Plantation course, ranked #19 in Golf Digest’s Top 100 public courses in the U.S., a community Tennis Garden and pool, fine dining establishments and shopping. The Ritz-Carlton Maui is within walking distance. Kapalua also has miles of walking trails, from coastal to mountain.
A Complimentary Kapalua Resort shuttle service is available to guests. The shuttle will come right to your door, on-demand, and take you anywhere you want to go within the Kapalua Resort as well as to the Kapalua West Maui Airport.
PLUS DISCOUNTS ON GOLF AT BOTH KAPALUA GOLF COURSES ( PLANTATION COURSE / BAY COURSE )
TAT Tax ID # - 069-917-4912-01 GET Tax ID # - 069-917-4912-01 PERMIT NUMBER: STWM 2015/0002
Activities Can Also Be Arranged At a Discounted Price If Requested.
House Policies
1. No motorcycles, motor scooters, roller blades or skateboards are permitted inside gates.
2. All Owners and occupants shall exercise extreme care about causing or permitting noise that may disturb other Owners or occupants.
3. “Quiet Time” begins at 9 pm and ends at 8 am. Amplified sounds that are audible beyond the property boundaries of our home are prohibited. We recommend you move any “party” inside the home by 8 pm to avoid any noise problems with our neighbors. In the event the security guard is called out to our home to respond to a complaint by another Owner or occupant due to a violation of either of these rules, a $1,000 charge shall be deducted from your security deposit for each incident. (This penalty is charged to all Owners by the Homeowners Association for each complaint.
4. All vehicles shall be parked inside the property and shall not be parked on the street.
5. This property is a NON-SMOKING home and smoking is strickly prohibited in the home or near an open windows, or doorways. Any degree of disregard to this condition is subject to a minimum $500 charge for damages.
6. Guest agrees to abide by all House Rules of the property and the Owner, including, but not limited to, agreeing to cook only in areas designated for cooking and adhering to a no pets allowed policy.
7. Guest shall be liable for all acts of their family, friends, employees, and any other invitees otherwise on the property during the rental period.
8. Guest may not sublet or assign this agreement, nor shall Guest permit any use of the property without the prior approval of the property Owner, including, but not limited to, Swimming Pool, Hot Tub, Tennis Courts, Owner Cabana (where applicable) by other non-registered guest and more especially unsupervised children.
9. Guest understand that there are certain risk inherent to persons and property located near the Ocean, as well as at the Swimming Pool, Hot Tub, Tennis Courts, etc. Guest and other permitted persons shall under all circumstances use the Swimming Pool, Hot Tub, Tennis Courts, etc. at their own risk.
10. Guest acknowledges the need to use a Calling Card or Cellular Phone for all long distance calls.
11. Guest shall be responsible for returning all House and Gate Keys upon departure. Lost key charge is $50.
12. There will be no functions held at the property without prior written approval of the Owner. No parties or group gatherings other than registered guest shall occur.
13. Guest shall immediately notify the Owner of any Loss or Damage to the property.
14. Guest acknowledges that the Owner would not rent the property without the Guest acceptance of these conditions.
15. The property shall be in the same condition upon check-out as at check-in, other than normal usage that would be expected for a typical check-out cleaning. Damage or the need for additional cleaning may result in additional fee being incurred.
Our prices include all fees. No hidden fees.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Turn Off Air Conditioners - Upstairs and Downstairs
Please Make Sure All Water Sources Are Turned Off
Please Make Sure All Lights and Ceiling Fans Are Turned Off
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number STWM20150002, 2420030270000, TA-069-917-4912-01, GE-069-917-4912-01
Property # 514552vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Kapalua
Located in Kapalua, this holiday home is next to a golf course and near the beach. Shoppers can check out Whalers Village, while everyone can enjoy the natural beauty of Napili Bay and Kaanapali Beach. Travelling with kids? Consider Hawaii Nature Center of Iao Valley, or check out an event or a game at Lahaina Civic Center Tennis. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and mountain climbing.
Kapalua Golf Resort Bay Course - 3 min drive - 1.9 km
Kapalua Beach - 4 min drive - 3.8 km
Getting around
Kapalua, HI (JHM-West Maui) - 6 min drive
Restaurants
McDonald's - 4 min drive
The Fish Market Maui - 6 min drive
The Gazebo Restaurant - 4 min drive
Captain Jack’s Island Grill - 4 min drive
Dollies - 4 min drive
Frequently asked questions
Does PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS?
As of 14 May 2026, prices found for a 1-night stay for 2 adults at PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS on 22 Jul 2026 start from £1,182, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS pet-friendly?
No, pets are not allowed at this property.
How much is parking at PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS?
On-site parking is available at the property.
What time is check-in at PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS?
Check-in begins at 3:00 PM.
What time is check-out at PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS?
Checkout is at 12:00 PM.
Where is PINEAPPLE HILL KAPALUA-SILVERSWORD-4 BEDROOM-4.5 BATHS-PANORAMIC OCEAN VIEWS located?
This family-friendly Kapalua holiday home is located near the beach, within 1 mi (2 km) of Kapalua Resort, Oneloa Beach and Kapalua Coastal Trail. Napili Bay is 1.5 mi (2.3 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Mahalo C Family.. It was WONDERFUL having you all stay with us on Maui.. We hope you enjoyed yourselves and had a relaxing vacation.. We hope to see you again in the future.. Aloha and Mahalo
Our entire family fell in love with Maui - and one of the main reasons was due to the comfort and ease of this beautiful home! Alan and his assistant Jonathan were prepared for us and set the tone for a trip we will never forget ! The surrounding area is stunning- the home is clean and wonderfully stocked . We even saw a double rainbow right over the house. Thank you again for this delightful experience . Beyond our expectations in so many ways .
Enjoyed the many extras such as endless coffee, 2 bottles of wine, 3 boxes of Honolulu cookies and chilled bottled waters.
Ryan M.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 16 Apr 2026
Mahalo M Family.. We really appreciate you staying with us on Maui and we hope you enjoyed yourselves. We will see you again in the future..
Aloha and Mahalo
Beyond the gorgeous house - The owner and manager would get 6 stars if possible. Communication and care were above anything I've experienced. The house was perfect too. We hired a private chef and he was so amazing we had him back a second time. Thank you Alan & Johnathon!
Laurie H.
Stayed 10 nights in Feb 2026
Response from VrboOwner on 16 Apr 2026
Mahalo H Family.. It was a pleasure having you stay with us.. We hope you had a wonderful and relaxing vacation and we will see you again..
Aloha and Mahalo
Amazing Trip! Thank you for the extras to make our vacation feel like we were home.. Truly beautiful place. Seeing the whales from the house with binoculars was beyond fantastic!!
The house has a beautiful view of the ocean and spectacular sunsets. The host made sure that we had all the amenities that we needed. It was clean and well stocked with supplies. The house is close to the beach, Ritz Carlton, and has many restaurants nearby. The only downside was the pool needs updating and repairs. Great for groups or families.
DeAnne S.
Stayed 21 nights in Sep 2025
Verified
10/10 Excellent
Jordan P.
11 Apr 2019
Amazing location
This home has a great location, lot's of restaurants, close to grocery shopping. There is a shuttle that can pick you up and take you to nearby beaches and the view was amazing!
Jordan P.
Stayed 10 nights in Mar 2019
Response from VrboOwner on 26 Jul 2023
Thank you Paul Family. We are glad you all enjoyed yourselves. We hope to see you again
Mahalo
Alan was the perfect host. He accommodated more than we could ever need. The home was clean, comfortable, and well stocked. We’re very thankful to have had such a great place to stay.
Our family of 8 had a fabulous stay here. This house has more things than our own homes! 3 coffee makers?? One for espresso, one for pods and one for regular drip coffee and a built
One of the few homes in Kapalua with a private pool and enough space for the whole family. Views are absolutely incredible, the neighborhood is super quiet, and the cherry on top is that the host is so kind and communicative. Thank you Alan for the wonderful stay. Looking forward to the next time!Mahalo….
This owner was so kind and generous to us! He was very mindful about fragrances, detergents and soaps which he personally bought for us before our stay and exchanged things we requested for allergy friendliness and preferences
The location was primo, and the house was lovely, but it showed its age. For example, the trash compactor wasn't working, the drapery wasn't fully hanging on the hinges, the carpets were spotted with stains, the main patio door was difficult to open, etc. That said, none of those inconveniences kept us from enjoying our stay.
J M.
Stayed 10 nights in Oct 2025
Response from VrboOwner on 22 Dec 2025
Mahalo M Family.. We hope you had a spectacular and relaxing vacation.. Thank you for coming and staying with us on Maui.. We hope to see you all again in the future.. ALOHA AND MAHALO
This home is immaculate and the views are undeniable. You will not regret booking this property!
adam L.
Stayed 10 nights in Feb 2023
Response from VrboOwner on 9 Mar 2023
Mahalo Lenhart Family.
It was a pleasure having you all as our guests and Thank you for visiting us on Maui.
We hope to see you again in the future.
Until then
Aloha and Mahalo.
Truly enjoyed our stay in Maui. Alan the owner and Russell the onsite manager were very helpful and responsive to all our needs. A wonderful home with all the right amenities for a three gen family.
Hopefully we can come back sometime.
Henry B.
Stayed 14 nights in Oct 2019
Response from VrboOwner on 26 Jul 2023
Thank you Bruinsma Family
Thank you for being our guests and we hope to see you again in the future. We are so happy you all were able to relax and have a great time
Mahalo
When you first walk into this beautiful home, the view is absolutely stunning! The owner provided Hawaiian themed treats and many other unexpected amenities. The kitchen was well stocked with everything you need to cook a family meal. Air conditioning, ceiling fans, laundry facilities, kitchen appliances and pool controllers all worked as expected. Everything was very clean. An unexpected bonus was the quality of the snorkeling equipment and other beach accessories provided. The neighborhood is peaceful and relaxing with several nice restaurants. One of the best things about this rental is the communication with the manager and the owner. They are helpful, welcoming and answer any questions very promptly. I really can’t say enough good things about this property and would definitely stay here again.
Ruth K.
Stayed 9 nights in Nov 2025
Response from VrboOwner on 22 Dec 2025
Aloha K Family.. It was an absolute pleasure having you all stay with us on Maui.. We hope you had a wonderful and relaxing vacation. And we hope to see you again in the future.. Aloha and Mahalo
Beautiful view, nice arrangement of the floor plan. Our family of 8 loved everything about the house.
Nice job to the homeowners and the property manager.
We would definitely like to come back.
My husband and I wanted to get away and the trip to Kapalua and the stay in Alan’s home was just what we needed! The house was comfortable, clean and very relaxing. We sat by the pool, watched the sun set every evening and were conveniently located near the beaches and golf courses. The area is very private and quiet. We look forward to returning to Alan’s beautiful home! We loved every minute of our time away! We felt very welcome and well taken care of! It was the perfect getaway!
Amy S.
Stayed 11 nights in Jan 2024
Verified
10/10 Excellent
Paul K.
28 Sept 2018
Alan generously supplied several touches to add to our experience... the view was perfection!
The perfect location, view and amenities made for a wonderful, comfortable and relaxing escape. We loved hanging out by the pool and enjoying the breathtaking view of the ocean and neighboring islands. Alan was responsive to our needs and even furnished us with fresh fruits, wines and suggestions for local activities and restaurants. To say the house is nice is an understatement. Plenty of bedroom options for all our needs, each with its own bathroom. Highly recommend.
Paul K.
Stayed 9 nights in Sep 2018
Response from VrboOwner on 26 Jul 2023
Thank you Kiproff Family
It was a pleasure meeting you all and we are so glad you enjoyed yourselves. Thank you for being such wonderful guests. We hope to see you again soon
Mahalo
Alan
We could not have been more pleased with the property, communication and overall stay on our trip. Everything possible was available and having Alan and Russell help us with a late arrival due to the airlines and doing so in such a wonderful manner made a bad thing turn in to a good thing. We don't have enough kind words to say about the top notch property and service afforded us.
Lamar D.
Stayed 10 nights in Nov 2022
Response from VrboOwner on 1 Dec 2022
Aloha Detert Family.
Thank you for visiting us on Maui. It was an absolute pleasure having you at the home and We are so happy you enjoyed yourselves and were able to relax. We hope to see you again in the future. Aloha and Mahalo.
My friends and I booked Alan’s property for our yearly trip. The stay was flawless. Alan is an amazing host and had a fantastic property with everything you could want. His communications are impeccable and he really did think of everything. The house was great, well maintained and well stocked. The location was perfect as well. If you like golf it’s a no brainer. Plenty of activities and food options nearby. Easy access to grocery stores and the local Ritz Carlton Resort. I can’t imagine a better stay and I highly encourage you to stay at Alan’s home as well.
My husband and I traveled with our grown children and two young granddaughters. The host Alan was incredibly helpful and communicative prior to our stay. He went out of his way to accommodate and anticipate our needs for the young children and adults. He had nice cribs and high chairs waiting for us upon arrival along with many tasty treats. The home is very spacious and comfortable. Having a private pool and hot tub allowed for lots of fun family time. Overall it was a fabulous vacation.
During our family vacation in Maui, we experienced an exceptional stay at a property that provided all the amenities we needed to feel comfortable away from home. The house’s prime location in Kapalua was convenient and hassle-free. The check-in process was seamless.One minor observation is that there is ongoing construction next door. However, this did not significantly impact our stay, as the noise level was minimal.We highly recommend this property to anyone visiting Kapalua, Maui. We appreciate your time and consideration in letting us stay on your beautiful home.Mahalo,Pash Family
If you are looking at this house just stop your search now and book it. The house, the location in Kapalua and Alan the owner all just exceeded our expectations. Upon our arrival, Alan met us at the house and welcomed us in. The house is well stocked and had everything we needed. Everything from beach gear, beach towels, tennis racquets, beach chairs, a wagon, they thought of everything. This was our third trip to Maui and this house raised the bar on our future visits. We are already looking to come back next year but with a smaller group and are planning on renting another one of Alan’s rentals.
Brian G.
Stayed 10 nights in Oct 2022
Response from VrboOwner on 17 Nov 2022
Thank you Gutierrez Family. It was a pleasure having our all as our guests. We are happy you all had a wonderful time on Maui. We hope to see you again in the future. Until then, Aloha and Mahalo.
Verified
6/10 Okay
Steve H.
3 Nov 2022
Liked: Cleanliness, check-in, location
nice view some functional obsolescence
Did like the neighborhood and overall home but only one bed is larger than a full, making second and third bedroom awkward for couples. Bath did not drain in a couple bedrooms, even after property manager came and tried, mold in jacuzzi and pool, pool filter does not work. Kitchen was well stocked and although all appliances are old they worked....
lots of air cleaners set up throughout the unit but five of our group had moderate to severe allergies while staying at this home.
Steve H.
Stayed 18 nights in Sep 2022
Response from VrboOwner on 5 Nov 2022
Dear Mr. Heimler,
We are extremely sorry you and your family did not have the perfect vacation you were looking for. We strive to do our very best for every guest and provide everything and anything that they need or want during their vacation. We appreciate every guests’ reviews and feedback as they do help us improve more on our services and also help predict what a guest would enjoy during their stay in our home. We also try to be prompt to our guests’ requests and maintenance issues. We work hard to remedy those issues as quickly as possible to ensure our guests can have a pleasant experience. Hopefully, if you decide to return to Maui and stay in our home, you will enjoy the house again and see the improvements that have been made since your last visit.
Aloha and Mahalo
About the host
Hosted by Alan
Family Owned and Operated. We Believe In Taking Care Of Our Clients.