Pineapple House

Kailua Kona 3 Bedrooms 6 Sleeps 2 Bathrooms
  • Kailua Kona Vacation Rentals, Pineapple House - Enjoy the hot tub with the sunset on the horizon
    Enjoy the hot tub with the sunset on the horizon
  • Kailua Kona Vacation Rentals, Pineapple House - A tranquil place to spend your vacation!
    A tranquil place to spend your vacation!
  • Kailua Kona Vacation Rentals, Pineapple House - Whether you're enjoying TV r reading a nice book you'll find it here
    Whether you're enjoying TV r reading a nice book you'll find it here
  • Kailua Kona Vacation Rentals, Pineapple House - Indoor kitchen dining for 4 as the sun meets the water
    Indoor kitchen dining for 4 as the sun meets the water
  • Kailua Kona Vacation Rentals, Pineapple House - Kitchen breakfast bar for 4
    Kitchen breakfast bar for 4
  • Kailua Kona Vacation Rentals, Pineapple House - Vaulted ceilings and wonderful air movement make this space comfortable
    Vaulted ceilings and wonderful air movement make this space comfortable
  • Kailua Kona Vacation Rentals, Pineapple House - Spacious great room with multiple seating options
    Spacious great room with multiple seating options
  • Kailua Kona Vacation Rentals, Pineapple House - With a water feature behind the seating area you can embrace your time away from home
    With a water feature behind the seating area you can embrace your time away from home
  • Kailua Kona Vacation Rentals, Pineapple House - Dining for 6 aside the water feature
    Dining for 6 aside the water feature
  • Kailua Kona Vacation Rentals, Pineapple House - On the high section of the bar you can entertain the cook of the group
    On the high section of the bar you can entertain the cook of the group
  • Kailua Kona Vacation Rentals, Pineapple House - Primary bedroom equipped with King bed, A/C, TV, desk and Lanai access
    Primary bedroom equipped with King bed, A/C, TV, desk and Lanai access
  • Kailua Kona Vacation Rentals, Pineapple House - Primary Bathroom ensuite with dual vanities
    Primary Bathroom ensuite with dual vanities
  • Kailua Kona Vacation Rentals, Pineapple House - Primary Bath soaking tub
    Primary Bath soaking tub
  • Kailua Kona Vacation Rentals, Pineapple House - Primary bath walk in shower
    Primary bath walk in shower
  • Kailua Kona Vacation Rentals, Pineapple House - Guest bedroom 2 Equipped with Queen bed, A/C & TV
    Guest bedroom 2 Equipped with Queen bed, A/C & TV
  • Kailua Kona Vacation Rentals, Pineapple House - Vaulted ceilings and ceiling fans also help to ensure a good nights sleep!~
    Vaulted ceilings and ceiling fans also help to ensure a good nights sleep!~
  • Kailua Kona Vacation Rentals, Pineapple House - Guest bedroom 1 equipped with King bed, A/C, & TV
    Guest bedroom 1 equipped with King bed, A/C, & TV
  • Kailua Kona Vacation Rentals, Pineapple House - Views of the ocean can bee seen from here as well!
    Views of the ocean can bee seen from here as well!
  • Kailua Kona Vacation Rentals, Pineapple House - Guest bathroom
    Guest bathroom
  • Kailua Kona Vacation Rentals, Pineapple House - Guest bathroom tub/shower
    Guest bathroom tub/shower
  • Kailua Kona Vacation Rentals, Pineapple House - Spacious laundry (provisions not guaranteed)
    Spacious laundry (provisions not guaranteed)
  • Kailua Kona Vacation Rentals, Pineapple House - Soak in the Kona sun!
    Soak in the Kona sun!
  • Kailua Kona Vacation Rentals, Pineapple House - Outdoor seating for 4
    Outdoor seating for 4
  • Kailua Kona Vacation Rentals, Pineapple House - Great place for Kona Coffee
    Great place for Kona Coffee
  • Kailua Kona Vacation Rentals, Pineapple House - BBQ on the provided Weber grill!
    BBQ on the provided Weber grill!
  • Kailua Kona Vacation Rentals, Pineapple House - Lounge and listen to the bird and waves crash in the distance
    Lounge and listen to the bird and waves crash in the distance
  • Kailua Kona Vacation Rentals, Pineapple House - Lanai seating is well lit in the evening for your enjoyment
    Lanai seating is well lit in the evening for your enjoyment
  • Kailua Kona Vacation Rentals, Pineapple House - Take a dip in the hot tub as the cooler evening temperatures set in
    Take a dip in the hot tub as the cooler evening temperatures set in
  • Kailua Kona Vacation Rentals, Pineapple House - Star gaze while relaxing after a long day of exploring
    Star gaze while relaxing after a long day of exploring
  • Kailua Kona Vacation Rentals, Pineapple House - Keyless entry equipped front door
    Keyless entry equipped front door
  • Kailua Kona Vacation Rentals, Pineapple House - Sun setting over the ocean at Pineapple House!
    Sun setting over the ocean at Pineapple House!
  • Kailua Kona Vacation Rentals, Pineapple House - Front entry at twilight
    Front entry at twilight
  • Kailua Kona Vacation Rentals, Pineapple House - Front entry with lush manicured plants
    Front entry with lush manicured plants
  • Kailua Kona Vacation Rentals, Pineapple House - Water Feature with tropical plants and flowers
    Water Feature with tropical plants and flowers
  • Kailua Kona Vacation Rentals, Pineapple House - Water Feature on the exterior accessible from the Primary bedroom
    Water Feature on the exterior accessible from the Primary bedroom
  • Kailua Kona Vacation Rentals, Pineapple House - Side entrance
    Side entrance
  • Kailua Kona Vacation Rentals, Pineapple House - Enough space for 4 vehicles
    Enough space for 4 vehicles
  • Kailua Kona Vacation Rentals, Pineapple House - Garage exterior
    Garage exterior
  • Kailua Kona Vacation Rentals, Pineapple House - 2 car garage accessible to guests
    2 car garage accessible to guests
  • Kailua Kona Vacation Rentals, Pineapple House - Driveway leading to the home
    Driveway leading to the home
  • Kailua Kona Vacation Rentals, Pineapple House - Aerial photo of the home showing off the solar panels
    Aerial photo of the home showing off the solar panels

This elegant 3-bedroom, 2-bath home in the gated Keauhou Estates blends spacious island living with serene privacy. Set on the ground level with tropical gardens, city views, and a glimpse of the Pacific, it offers a refined retreat just minutes from downtown Kailua-Kona.

What You’ll Love About Pineapple House
* Expansive great room with soaring ceilings & open-air design
* Covered lanai with hot tub, BBQ & panoramic ocean views
* Master suite with soaking tub, walk-in shower & wrap-around windows
* Tropical garden setting in a private, gated community
* Easy access to Kona’s dining, shopping & island attractions

Living & Dining
Step inside to a sunlit great room framed by vaulted white ceilings and broad windows. Relax in the comfortable lounge seating, watch your favorite show on the Smart TV, or enjoy conversation with the backdrop of a water feature and lush greenery. The open plan flows seamlessly to indoor dining areas that seat six and breakfast counters perfect for morning coffee.

Chef-Ready Kitchen
A fully equipped kitchen awaits with stainless steel appliances, dual prep counters, and four barstools at each counter for casual gatherings. From sunrise fruit platters to fresh-caught grilled fish, this space makes mealtime effortless.

Outdoor Oasis
The covered lanai offers both shade and open views of the coastline. Unwind in the bubbling hot tub as the sun sets, grill on the Weber BBQ, or stretch out on a lounge chair while birdsong fills the air. Manicured landscaping, fruit trees, and a private water garden complete the tranquil outdoor experience.

Sleeping Quarters
* Primary Suite – King bed, ensuite bath with soaking tub & walk-in shower, ocean & garden views, lanai access, split A/C, ceiling fan
* Guest Bedroom 2 – King bed, garden view, split A/C
* Guest Bedroom 3 – Queen bed, garden view, split A/C, ceiling fan

Extras
* High-speed Wi-Fi, Smart TVs, washer/dryer, garage parking
* Beach chairs & towels, ceiling fans, and self check-in
* A/C in sleeping areas only

Nearby
A 12-minute drive brings you to downtown Kailua-Kona’s restaurants, boutiques, and waterfront. The home sits just off Ka’ahumanu Highway for convenient island exploration, and Kona International Airport is only 25 minutes away.

Good to Know
* Please note this property is only equipped with A/C in the sleeping areas.
* TA-128-211-5072-01
* This property is a licensed short term vacation rental. STVR-19-354367 / NUC-19-0765 / PL-NUCR-2025-003483
* TMK 780210180000

Reserve your stay at Pineapple House and enjoy the quiet elegance of Big Island living.

Entertainment
Laptop Friendly
Satellite or Cable TV
Smart TV
Television
Amenities
Dryer
Essentials
Ethernet Connection
Extra Pillows And Blankets
Garage
Hair Dryer
Iron
Linens
Private Entrance
Shampoo
Smartlock
Washer
Wifi/Internet
Car
Car Recommended
Cleanliness
Self Check In / Check Out
Internal Amenities
Additional Bedding
Beach Chairs
Beach Towels
Recent Property Upgrades
Shipping Items
Kitchen and Dining
BBQ
Blender
Coffee Grinder
Coffee Maker
Dining Area
Dishes Utensils
Dishwasher
Freezer
Ice Machine
Kettle
Kitchen
Kitchen Basics
Microwave
Oven
Refrigerator
Rice Cooker
Stove
Toaster
Toaster Oven
Location/Property Types
City View
Garden View
Near Ocean
Ocean View
Popular Town
Private Gated Community
Town
Nearby Activities
Cycling
Fishing
Golfing
Hiking
Museums
Scuba diving or Snorkeling
Shopping
Spa and wellness
Tennis
Watersports
Outdoor Amenities
Garden
Lanai/Balcony
Private yard
Pool/Spa
Hot Tub
Property Manager
Amanda van Weert
Mark LeRoy Hualalai
Safety Features
Deadbolt Lock
Fire Extinguisher
First Aid Kit
Outdoor Lighting
Smoke Detector
Suitability
Air Conditioning
Bath Tub
Ceiling fans
Children Welcome
Free Parking
Hot Water
Long Term Stays Allowed
Pets Not Allowed
Single Level Home
Smoking Not Allowed
Suitable for Elderly
Themes
Family
Luxury
Romantic
LEAVE A REVIEW
October 16, 2025 - Manual Entry

by George K

Excellent location, the home was immaculate, as described in the listing.

September 13, 2025 - Manual Entry

by Sarah D

The stay was amazing! We didn’t want to leave. The house was clean and exactly like the pictures. The gated community provided a sense of security. Peaceful area with no noisy neighbors. Easy drive to many locations on the west side of the island. Would definitely recommend this location!

 

August 4, 2025 - Manual Entry

by Adam J

Beautiful house with a beautiful view. Great location. 15 minutes from everything. Easy check in/out. Would definitely stay here again.

April 1, 2025 - Manual Entry

by Karina K

Great home. High ceilings and lots of windows. The hot tub was nice in the evenings. This home is in a gated community but it was easy to get in anyway.

 

April 1, 2025 - Guestbook

We had a great stay.

by Madison S

Very spacious with tons of windows, a lovely view, and sea breezes. The interior garden space with its bubbling fountain made everything so peaceful. Perfect for a group of 3 or 4.

February 18, 2025 - Guestbook

Great home.

by Karina K

High ceilings and lots of windows. The hot tub was nice in the evenings. This home is in a gated community but it was easy to get in anyway.

January 6, 2025 - Guestbook

by Roxanne M

This house is in a beautiful neighborhood with a beautiful view of the ocean, great location. Host was amazing with communication. We hope to return.

August 6, 2024 - Manual Entry

by Wendy R

Beautiful location and much larger than expected. Beds were super comfy and the showers and master bath were amazing. The water feature in the outdoor garden space is very peaceful and relaxing. The lanai was enjoyable to watch sunsets at night, and is quintessential Hawaiian sunset material. Remarkable views of the ocean! Kitchen is large and has almost everything we needed. Upon arrival, we noticed the place was immaculately cleaned with tons of fresh linens, towels, and extra if needed. Hot tub situation needs to be fixed and addressed. It is only for use at certain times. Guests are adults and should be allowed to choose times for hot tub usage. You'll need good eyes at night to see in the kitchen as there is not adequate lighting. Not an issue for our stay, but note that the rooms remain very cool because of the AC's, but the rest of the place gets pretty warm by mid afternoon. Overall, we highly recommend this airbnb, and would happily stay here again.

July 16, 2024 - Guestbook

by Rong Z

我们在这里住的非常舒服,享受了了六天的宁静假期。这里环境优美、有舒服的床、配套齐全的厨房,服务团队回应及时,总之值得推荐。

May 13, 2024 - Manual Entry

by Mark G

My wife and I stayed at this beautiful home for 10 days. Tall vaulted ceilings in the large common area was nice. The kitchen was well equiped and we enjoy cooking local fresh local fare. We loved the patio at sunrise and sunset. The hot tub was good for our achy bones after hikes and activities. Being a large gated community gave us an extra feeling of security, although we have never had an issue on any of the islands. This is a great place for 1, 2, or 3 couples. Mahalo Nui Loa!

February 26, 2024 - Guestbook

by Jacqueline

Pineapple House is in a fantastic location. The beds were super comfortable. The house was well equipped with lots of linens and beach towels. The kitchen was well stocked with everything needed to whip up a meal. The place had a nice grill! We enjoyed our stay and will definitely be back.

We could not thank you enough, for giving us an awesome review. We are excited to welcome you in your future stay here.

December 29, 2023 - Guestbook

by Bruce

We enjoyed the place. The sunsets are even better than the pictures. Great location; quiet, out of the way, but close to everything. We had a wonderful time.

We're so pleased to hear that you enjoyed your stay and found the sunsets even more stunning than in the pictures. It's great that the location provided the perfect balance of tranquility and convenience for you. Knowing that you had a wonderful time is truly rewarding for us. Looking forward to the opportunity to host you again in the future!

October 20, 2023 - Guestbook

by Chelsea

My family and I stayed at the Pineapple House while we were in Kona for our wedding. The views were gorgeous! The house was beautiful and comfortable. We didn’t want to leave! It had everything we needed during the trip, including beach chairs to borrow when we went snorkeling to see the turtles. We will definitely come back in the future.

Congratulations on your wedding! It sounds like the Pineapple House was the perfect place for you and your family to stay during such a special occasion. The gorgeous views, comfortable accommodations, and thoughtful amenities like beach chairs all contributed to a memorable stay. We're thrilled to hear that you're planning to come back in the future. If you have any more travel plans or need assistance with anything else, feel free to reach out. Wishing you all the best, and may your future visits be just as wonderful!

August 12, 2023 - Guestbook

by Thomas

Our family had an absolute fantastic time at the Pineapple House! The views were magnificent! The house was close to many things we wanted to see and do and the neighborhood was pristine! We are extremely pleased with our stay and plan to come back someday!

March 10, 2023 - Manual Entry

by Seam M

 

We had an amazing time at this beautiful house. It was the cherry on top to our Kona vacation. I would highly recommend this house!

Thank you for Gathering with us! We enjoyed hosting you and would love a review from you on the property and your experience with us! 

 

February 20, 2023 - Manual Entry

by Shuk Y

 

This place is huge and worth every dime. We enjoyed staying here and watch the beautiful sunset as shown in the pictures plus the double rainbow ? on the last day of our stay. Stunning! This place is not far from Kona coffee farms and very close to strip malls. We enjoyed the stay, thanks Gather!

Wow, thank you so much for taking the time to leave such a glowing review! We're thrilled to hear that you found our property to be spacious and worth every penny. It's wonderful to know that you were able to enjoy the stunning sunset views and even catch a glimpse of a double rainbow during your stay - what an amazing experience! We're glad that our location near Kona coffee farms and strip malls was convenient for you as well. Thank you again for choosing to stay with us at Gather - we hope to have the pleasure of hosting you again in the future!

 

January 23, 2023 - Manual Entry

The place was beautiful!

by Joe S

The place was beautiful! It was a gorgeous setting for our Hawaii vacation- absolutely stunning house and location! Sunsets from the lanai were memorable and the place was an amazing base for our exploration of the Big Island!

We are so glad to hear you had such an amazing time at our Airbnb! It's wonderful that the gorgeous setting and breathtaking sunsets provided such a perfect backdrop for your Hawaii vacation. We pride ourselves in providing our guests with the best possible experience while they are staying with us and it sounds like we did just that. Thank you for your kind words and we hope to have you back soon!

    Available     Unavailable  Check-In Only  Check-Out Only

November 2025
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December 2025
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$400
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$417
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$388
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$470
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$536
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January 2026
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$664
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$645
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$581
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$572
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$583
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$583
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$587
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$588
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$546
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$511
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$595
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$649
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$595
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$581
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$600
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$463
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$468
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$518
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$531
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$499
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$503
February 2026
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$540
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$560
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$564
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$573
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$584
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$591
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$591
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$584
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$625
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$630
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$592
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$601
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$669
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$675
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$627
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$698
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$540
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$571
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$603
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$603
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$617
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$602
March 2026
S M T W T F S
01
$560
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$537
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$542
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$543
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$546
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$561
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$612
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$606
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$606
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$609
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$611
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$623
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$615
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$562
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$617
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$594
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$599
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$640
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$635
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$617
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$608
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$600
       
April 2026
S M T W T F S
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$585
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$603
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$607
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$602
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$581
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$560
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$531
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$514
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$518
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$516
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$525
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$506
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$480
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$442
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$480
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$522
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$417
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$410
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$407
   
May 2026
S M T W T F S
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$407
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$423
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$395
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$382
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$373
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$374
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$395
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$401
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$416
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$401
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$433
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$434
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$445
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$395
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$404
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$439
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$391
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$425
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$457
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$563
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$569
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$573
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$471
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$478
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$485
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$488
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$479
           
June 2026
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$480
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$469
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$478
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$479
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$485
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$486
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$470
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$469
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$450
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$546
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$480
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$493
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$502
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$527
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$511
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$508
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$511
       
July 2026
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$504
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$592
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$606
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$610
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$586
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$476
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$483
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$494
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$529
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$514
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$512
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$526
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$512
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$510
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$500
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$504
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$510
31
$519
 
August 2026
S M T W T F S
            01
$529
02
$509
03
$508
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$491
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$501
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$508
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$516
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$527
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$503
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$499
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$481
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$494
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$502
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$509
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$514
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$488
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$480
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$451
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$462
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$465
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$468
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$458
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$425
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$412
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$401
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$404
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$405
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$402
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$394
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$361
31
$361
         
September 2026
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$361
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$361
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$361
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$404
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$407
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$380
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$381
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$361
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$361
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$378
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$380
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$361
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$387
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$401
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$370
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$387
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$405
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$378
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$371
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$380
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$361
     
October 2026
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$388
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$409
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$571
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$744
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$989
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$1262
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$1367
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$1335
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$1253
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$1032
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$568
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$493
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$492
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$503
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$509
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$500
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$462
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$446
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$433
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$442
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$456
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$461
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$456
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$419
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$422
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$405
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$433
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$454
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$462
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$457
Room Beds Amenities
Primary Bedroom
King (1)
Ensuite Bathroom, Ocean View, Garden View, Balcony/Deck, Split A/C, Ceiling Fan
Guest Bedroom 2
King (1)
Garden View, Split A/C
Guest Bedroom 3
Queen (1)
Garden View, Split A/C, Ceiling Fan
Primary Bedroom Ensuite
Guest Full Bath
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