Browse Luxury Vacation Rentals

Available stays

Guests 2 adults
Adults Ages 13+
2
Children Ages 2–12
0

Alaeloa 12 Beautifully Remodeled 4Bedroom Beach Home with Stunning Ocean Views and OceanFront Pool in Napili Bay. Idyllic Peaceful and Relaxing Winter Retreat

Bedrooms
4 bedrooms
Bathrooms
4 bathrooms
Sleeps
sleeps 8
Location
Lahaina

From /night

Alaeloa 38 NEW LISTING Experience Your Next Amazing Family Vacation on Maui from this Newly Renovated Home in a Private, Gated Oceanfront Neighborhood!

Bedrooms
3 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 8
Location
Lahaina

From /night

Alaeloa 40 Experience a Truly Amazing Maui Family Vacation on the Coast of Napili at Updated 3Bedroom

Bedrooms
3 bedrooms
Bathrooms
3 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Hale Kalapu NEW LISTING Spectacular Panoramic Ocean Views from this 3Bedroom Home on the North Kaanapali Hillside!

Bedrooms
3 bedrooms
Bathrooms
3 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

HALE NUI Luxury 5Bedroom Maui Home-Away-From-Home for an Island Paradise Getaway. Get Pampered. Relax. Enjoy. Recharge. Making Dreams Reality.

Bedrooms
5 bedrooms
Bathrooms
5.5 bathrooms
Sleeps
sleeps 10
Location
Kaanapali

From /night

HALE VISTA Whale Watch Winter Getaway at Updated Resort Style 4Bedroom Home with Private Pool, Hot Tub, Safe to Unplug, Relax, Recharge and Enjoy

Bedrooms
4 bedrooms
Bathrooms
3 bathrooms
Sleeps
sleeps 8
Location
Lahaina

From /night

Kaanapali Alii 385 OceanFront Getaway in Luxury and Elegance. Take in the Splendor of Breathtaking Ocean Views From This Rare Corner Kaanapali Alii 2Bedroom for That Dream Vacation

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kaanapali Alii 4104 NEW LISTING Enjoy Breathtaking Ocean Views, Top-Notch Amenities, and Direct Access to Beautiful Kaanapali Beach and World Famous Dining and Shops

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kaanapali Alii 411 Comfortable Convenient Ground Floor 2bedroom 2bathroom at OceanFront Resort on Kaanapali Beach with Pool Hot Tubs and Amenities for Fun Times

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Lahaina

From /night

Kaanapali Alii 456 OceanFront 2Bedroom Tropical Getaway with Sunsets and Ocean Views on Kaanapali Beach. One of the Top Rated BeachFront Resorts on Maui With All the Amenities

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 17 NEW LISTING Enjoy Ocean Views and Famous West Maui Sunsets from this 2Bedroom, 2Bathroom Condo in Kahana, Steps to the Beach!

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 2 NEW LISTING Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean Views!

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 26 NEW LISTING Enjoy West Maui Like Never Before from this Relaxing Island Oasis, with Sunsets from the Beach Front Pool, Hot Tub, and BBQ's!

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 3 NEW LISTING Fabulous Direct Oceanfront Sunsets from this 2Bedroom, 2Bathroom, West Maui Condo Steps to Sandy Beach in Kahana

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 31 NEW LISTING West Maui Living at it's Best, Oceanfront Pool, Hot Tub, and Direct Beach Access!

Bedrooms
3 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 8
Location
Lahaina

From /night

Kahana Village 33 NEW LISTING Oceanfront 2Bedroom, 2Bathroom Villa in Kahana with Spectacular Ocean Views!

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 34 NEW LISTING Amazing 2 Bedroom, 2 Bathroom, West Maui Beachfront Getaway Steps to the Beach, Pool, and Hot Tub!

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 36 NEW LISTING Spectacular 3Bedroom Beachfront Condo in Kahana with Amazing Ocean Views, and Privacy!

Bedrooms
3 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Kahana Village 9 NEW LISTING! Wonderful 2 BR Condo Breathtaking Ocean Views from Lanai

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Lahaina

From /night

Residences at Napili Bay 1 NEW LISTING! Experience Maui Living at it's Finest from the Beach at Breathtaking Napili Bay!

Bedrooms
3 bedrooms
Bathrooms
2.5 bathrooms
Sleeps
sleeps 8
Location
Lahaina

From /night

Luxury Vacation Rentals on Maui

A luxury vacation rental on Maui offers more space, elevated design, and prime locations along the island’s most sought-after coastlines. These homes and residences are selected for their setting, views, and overall quality, whether that means ocean-facing lanais, thoughtfully designed interiors, or access to resort-style communities.

Luxury isn’t just about size. It’s about how a space feels. Natural light, open layouts, high-end finishes, and proximity to Maui’s best beaches all contribute to a more refined island stay.

When you choose a luxury vacation rental with Maui Paradise Properties, you’re booking with a team that is locally owned and operated, a local presence that understands the island and is here to support your stay from start to finish.

Browse our Kapalua, Kāʻanapali, and Wailea collections, or contact us to discuss your ideal luxury property.

Frequently Asked Questions about Luxury Vacation Rentals

What defines a luxury Maui vacation rental?

Premium oceanfront or hilltop locations, high-end finishes, private pools or hot tubs, full gourmet kitchens, housekeeping or concierge services, and direct beach access or resort-style amenities. Think five-star home comfort.

Are luxury rentals worth the price?

If you value privacy, space, and curated experiences, yes. A luxury property for a week often costs less per night than a hotel suite, plus you get a full kitchen, separate living areas, and room to breathe with your group.

Which Maui neighborhoods have the most luxury rentals?

Kapalua, Kāʻanapali, and Wailea dominate luxury options. Kapalua and Kāʻanapali offer resort-style amenities and exclusive locations. Wailea provides championship golf, upscale dining, and polished beaches.

Can I book a luxury home for a special event?

Absolutely. Many luxury rentals are perfect for anniversaries, weddings, family reunions, or corporate retreats. Contact us at +1 808-214-1011 and we can help coordinate your stay and connect you with local event services.

Do luxury rentals include staffing like chefs or housekeepers?

Most include standard housekeeping. Some properties offer optional chef services, personal shoppers, or concierge arrangements. Ask about add-ons when you inquire about a specific property.

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