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Villa vacation rentals in Wailea-Makena

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Top-rated villa rentals in Wailea-Makena

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Villa in Lahaina

4.94 out of 5 average rating, 31 reviews

Ground floor, ocean view, updated Kapalua Ridge

Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area, dining area, & kitchen. The unit can comfortably accommodate 4 people. The pool is a few steps away & there is a walk path that leads you all the way down to the resorts/beach. Kapalua Ridge Villas is coastal Luxury at it's best.

Villa in Paia

4.91 out of 5 average rating, 45 reviews

Large Studio @ MangoLani Inn - Paia

Our bright spacious air conditioned large studio with full kitchen and bathroom is a great place to relax after a long day at the local world class beaches. Just a short walk to Paia...the coolest beach town on Maui. Paia has the best organic food store, yoga studios, family owned one of a kind boutiques, art galleries, surf shops, and restaurants. Our property is a secret hidden oasis on Historic Baldwin Ave. We have a large fenced park like yard with tropical gardens and nice ocean views.

Villa in Lahaina

5 out of 5 average rating, 12 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual villa unit is assigned at check-in and views will vary; Free self-parking

Villa in Wailea-Makena

4.97 out of 5 average rating, 91 reviews

Luxury at it's Finest, Truly a Home away from Home

Remodeled in 2020, this 2 /2 Villa is located at Grand Champion Golf & Tennis Villas in the exclusive resort destination of Wailea, Maui. We have been named a Super Hosts on Airbnb due to the great amenities, comfort, safety, cleanliness and luxurious accommodations this Villa provides. Wailea is the Gold Coast of Maui, close to pristine beaches, shopping and dining and this is a legal, exclusive vacation rental. Spacious and luxurious, feel Refreshed and Anew in your Home away from Home!

Villa in Wailea-Makena

5 out of 5 average rating, 4 reviews

Ocean Views! Remodeled Redecorated Pretty & Modern

Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private Paradise Villas with confidence knowing you will be luxuriating in a location legally designated for visitor accommodations and managed by our local, on-island professional staff. NEW! NEW! NEW! VIEWS! VIEWS! VIEWS! Surf Song Villa 203, a newly remodeled and redecorated direct ocean view resort residence set in the beachfront and upscale Wailea Elua Village Resort, is ...

Villa in Lahaina

4.83 out of 5 average rating, 76 reviews

Panoramic Ocean-View Villa steps from the beach!

Enjoy amazing, panoramic views in this bright and open island living area connected to an expansive lanai balcony. Great for families with a connected living and entertaining space, but also quiet and private with two bedrooms that each have their very own private patios and dual vanity bathrooms. This is a very flexible space that is ready for the vacation that you want to make of it! Kapalua has world-class beaches, beautiful landscapes, and amazing activities/amenities all around!

Villa in Lahaina

4.9 out of 5 average rating, 29 reviews

Breathtaking Kapalua Views, 3 Beds, 2 Pools, Golf

This fully-equipped, locally-owned top-floor Kapalua Ridge Villa offers breathtaking ocean views and resort amenities, with many pristine beaches nearby! Take advantage of the private pools, world-class golf courses, and fine dining, then look forward to a mesmerizing sunset over the Pacific Ocean from your secluded lanai. With everything you need for a comfortable and luxurious stay, this spacious villa is the perfect home away from home for your next adventure.

Villa in Lahaina

4.89 out of 5 average rating, 73 reviews

Kaanapali Beach Club "Scenic View"

**PLEASE ASK! We have many more weeks, dates and many GUARANTEED views!** Prices based on views, events, etc. **HOTEL TAX of approx 19.00 per night paid to resort upon check in.** Located on Maui's world famous Ka'anapali Beach. Vibrant tropical landscaping, first-rate amenities and exclusive array of leisure activities. Kaanapali Beach Club offers a one-acre swimming pool with separate kids pool, as well as calming outdoor whirlpool hot tubs. *Stock Photos

Villa in Lahaina

5 out of 5 average rating, 52 reviews

Kapalua Ridge 2915- Sweeping 5 Star Ocean Views

60% off Hotel Prices! *Enjoy the 5th night free for stays between now and December 15, 2024. Does not include the dates of November 24-30, 2024. Night will be refunded after booking. This one bedroom, two bathroom townhouse is a "Platinum Level" villa that is truly stunning in every sense of the word. AC in bedroom. *The Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Kaanapali.

Villa in Kihei

4.96 out of 5 average rating, 49 reviews

Modern 2 bedroom/2bath Villa near Beach!

Kick back and relax in this calm, stylish space. This Villa features 2 king suites, peek-a-boo ocean views, and private lanais off of each bedroom. The main living area is comprised of a great room with vaulted ceilings and a large island in the kitchen. Custom cabinetry houses all the essentials needed for cooking and relaxing while at the Villa. Dual king bed suites feature full baths with enclosed walk in showers and silent A/C units.

Villa in Lahaina

4.84 out of 5 average rating, 37 reviews

Welcome to Maui Special Rates-Kapalua Ridge 2B/3B

We welcome you & thank you for your support. Beautiful large 2 bdrm/3 ba Villa. Lanai, new sofabed, platform bed, flooring, Pools, BBQ area, wifi, free parking, Kapalua shuttle service, washer/dryer. Photos do not do it justice. Views across the Kapalua Golf course is the Ritz Carlton gives you an idea of this exclusive neighborhood. Popular for returning guests which speaks volumes. Feel free to ask questions. Professional Cleaners

Villa in Lahaina

4.93 out of 5 average rating, 14 reviews

Kapalua Bay Villa 30B2 By Parrish Maui

The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct access to the popular Kapalua Coastal Trail. This luxe one-bedroom townhome with designer touches throughout is a perfect spot for a honeymoon or romantic getaway.

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Popular amenities for Wailea-Makena villa rentals

Free parking on premises

Air conditioning

Private villa rentals

Villa in Lahaina

4.97 out of 5 average rating, 33 reviews

Kapalua Ridge 2423-24- Platinum Oceanview Villa

Villa in Wailuku

4.97 out of 5 average rating, 183 reviews

Luxurious 2 BR near I’ao Valley, Haleakala views!

Villa in Kihei

4.93 out of 5 average rating, 67 reviews

Walk to the Beach from a Modern Villa with a Patio

Villa in Lahaina

5 out of 5 average rating, 4 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Villa in Kihei

4.93 out of 5 average rating, 80 reviews

Exquisite Ocean View Villa across from the Beach

Villa in Lahaina

4.97 out of 5 average rating, 38 reviews

Our Kapalua Golf Villa piece of paradise, Specials

Villa in Lahaina

5 out of 5 average rating, 15 reviews

Kapalua Ridge Villa 114 By Parrish Maui

Villa in Lahaina

4.9 out of 5 average rating, 40 reviews

Luxury Ocean/Island View Kapalua Ridge 2914

Luxury villa rentals

Villa in Kihei

4.89 out of 5 average rating, 99 reviews

1 Bedroom Beach Villa Steps to the Beach

Villa in Lahaina

4.83 out of 5 average rating, 6 reviews

Kapalua Ridge 1711- NEW Platinum Oceanview Villa

Villa in Lahaina

5 out of 5 average rating, 15 reviews

Open Now, Last Min "Super Special" ~ Ocean Front

Villa in Lahaina

4.8 out of 5 average rating, 30 reviews

Maui Condo

Villa in Kihei

4.92 out of 5 average rating, 79 reviews

Ocean View 2BR Villa Steps To The Beach

Villa in Lahaina

4.83 out of 5 average rating, 6 reviews

Oceanfront Luxury At Kapalua Bay: The Pearl 20b2

Villa rentals with a pool

Villa in Kapalua

4.86 out of 5 average rating, 21 reviews

Kapalua Bay Villa 12G5 By Parrish Maui

Villa in Lahaina

4.75 out of 5 average rating, 4 reviews

Kapalua Golf Villa 25V2 By Parrish Maui

Villa in Lahaina

4.92 out of 5 average rating, 26 reviews

1 Bdr Condo on Hilton Ka'anapali Bch, scenic view

Villa in Lahaina

4.94 out of 5 average rating, 18 reviews

Kaanapali Beach Club "Scenic View"

Villa in Lahaina

5 out of 5 average rating, 10 reviews

Kapalua Ridge Villa 1511 By Parrish Maui

Villa in Lahaina

4.89 out of 5 average rating, 38 reviews

Kaanapali Beach Club "Scenic View"

Villa in Lahaina

4.5 out of 5 average rating, 4 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Villa in Lahaina

5 out of 5 average rating, 5 reviews

Kapalua Ridge Villa 1523 By Parrish Maui

Quick stats about villa rentals in Wailea-Makena

Total rentals
50 properties
Nightly prices starting at
$290 before taxes and fees
Total number of reviews
550 reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

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