
Holiday rentals with a pool in Kapalua
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Top-rated rentals with a pool in Kapalua
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Modern Oceanfront Napili Retreat | 1BR w/ Lanai
Watch sea turtles and sunsets from your private lanai just steps from the ocean!This hotel zoned, oceanfront 1-bedroom condo on stunning Honokeana Bay offers a contemporary space designed to create unforgettable memories. Fully remodeled and air-conditioned, this retreat is surrounded by water and just a short walk to Napili Beach, one of Maui’s finest. With no hidden resort or parking fees., this is perfect for anyone seeking a serene and comfortable base to explore all that Maui has to offer!

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Spectacular views, prime location Kapalua, Maui.
Prime Kapalua location this stylish, romantic two-level villa offers elevated panoramic ocean views. Wake in a luxurious California King bed to stunning Pacific sunrises and fall asleep to the soothing sound of ocean waves. Relax on your private upstairs lanai or spacious patio and take in the breathtaking views. Walk to beaches, scenic trails and dining. Peaceful, magical- your perfect Maui escape. A/C on both levels and bright, airy interiors, this villa is a tranquil upscale Maui retreat.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & located next to The Resort at Kapalua Bay (formerly Montage). Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Amazing Kapalua ,Stay 7 nights, only pay for 6 !
Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

OCEAN FRONT Condo at Napili Bay, Near Kapalua!
Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Direct Oceanfront View Napili Bay Maui
Unrivaled direct oceanfront views facing the sunset. My private, fully stocked studio will be your perfect island home. Mere steps from one of the best beaches on the planet and Maui's top-ranked breakfast at The Gazebo. Watch the sunset from your room, fall asleep to the sounds of the ocean, and wake up in paradise. All the best amenities including free parking, A/C, WiFi, fridge, dishwasher Travel between Sept 15 - Oct 3 2025, please read the construction notice below

Napili Bay Oceanview Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Kapalua, luxe, ocean view, beach, spa, golf/tennis
KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

Cozy Clean Quiet 1 BD/1BA with A/C in Napili
1Bed/1Bath condo A/C in living room and bedroom Comfortable king size bed Fully equipped kitchen Queen size sleeper sofa in living room WiFi 1 reserved parking spot It’s located in the second floor in a quiet residential area Beach towels, beach chairs, beach umbrella and a cooler are provided BBQ area Shared swimming pool Credit card operated laundry room Close to Napili Bay, Kapalua Bay, coastal path, walk village trails of Kapalua… NO resort fee

Private Napili Nest Near Beach
Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.
Popular amenities for Kapalua rentals with a pool
House rentals with a pool

Relaxation in Kapalua-Specials!

Go for an Ocean Swim From a Fun Beach Villa

Luxe 3BR Pualei Beach House Retreat

Oceanfront Napili Shores ~AC

Ridge 622 | Wake Up to Panoramic Ocean Views

Ocean-View Large 2 Bedroom Townhouse in Kapalua

Kula Jewel - Pool, Hot Tub & Awesome Views!

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Apartment rentals with a pool

Ocean Views- Beachfront- Steps to a Sandy Beach!

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii -

Amazing View!

Oceanfront Getaway, Brand New, Steps To Beach

Absolute Beachfront with Million-Dollar Views!

Special Summer Rates! Stunning Ocean Views!

Perfect location, close to beach, beautiful view.

Boathouse Studio Condo in Wailea, Hawaii
Other holiday rentals with a pool

Cliff House w/ Ocean View Haiku, Maui Road to Hana

Stunning Ocean View at Kapalua Bay Villas

Spacious Studio on Napili Bay Beach w/FREE Parking

Ocean View Getaway~Beach, Pool, BBQ, Private Lanai

Ocean-View Hideaway in Kapalua Bay – Walk to Beach

Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views

Epic Kapalua Sunsets! 2 Bdrm Stes. No Resort Fees!

Summer in Maui - Kapalua Golf & Beach Retreat
When is the best time to visit Kapalua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $512 SGD | $505 SGD | $505 SGD | $460 SGD | $432 SGD | $415 SGD | $414 SGD | $400 SGD | $406 SGD | $370 SGD | $387 SGD | $485 SGD |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about holiday rentals with a pool in Kapalua

Total holiday rentals
Explore 820 holiday rentals in Kapalua

Nightly prices starting at
Kapalua holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 14,090 verified reviews to help you choose

Family-friendly holiday rentals
400 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
600 properties have a dedicated workspace

Wifi availability
820 of Kapalua holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kapalua rentals

4.8 Average rating
Kapalua stays are highly rated by guests – averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Wailea Beach
- Kepuhi Beach
- Kapalua Bay Beach
- Polo Beach
- Old Lahaina Luau
- Whalers Village
- Black Rock Beach
- Maui Ocean Center
- Big Beach
- Maui Vista Condominium
- Hāmoa Beach
- Black Sand Beach
- Kihei Kai Nani
- Maui Arts & Cultural Center
- Haleakala National Park
- KOA Resort
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
- Nakalele Blowhole





