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Holiday Rentals in Wailea

Find the holiday rentals that appeal to you the most

The best holiday rentals in Wailea

Check out our pick of great holiday rentals in Wailea

Most booked holiday rentals in Wailea and surroundings in the past month

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Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 22 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 40 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 33 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 43 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 24 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 340 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 155 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 450 reviews

Holiday Rentals with swimming pools in Wailea and nearby

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 8 reviews

Boasting air-conditioned accommodation with a patio, BeachFront Kihei Kai Nani - Maui Vista Deluxe Condos is situated in Kihei.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 6 reviews

Set 500 metres from Kamaole Beach, Maui Vista 1121 offers accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

From US$591.75 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 7 reviews

Situated in Kihei, 500 metres from Kamaole Beach and 7.1 km from Wailea Emerald Course, Maui Vista 1422 offers air conditioning.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 12 reviews

Set 500 metres from Kamaole Beach, Maui Vista 1223 offers accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

Scored out of 10, guest rating 3.8
Poor - What previous guests thought, 4 reviews

Situated 500 metres from Kamaole Beach, Maui Vista 1114 features accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

From US$565.87 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 20 reviews

Boasting a patio with garden views, a tennis court and a terrace, Maui-LICIOUS by the Beach can be found in Kihei, close to Kamaole Beach and 7.1 km from Wailea Emerald Course.

From US$588.75 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 25 reviews

Located in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 302 provides beachfront accommodation with ski-to-door access and free WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Situated in Kihei, 700 metres from Waipuilani Beach and 11 km from Wailea Emerald Course, Hale Kai O'Kihei 314 offers air conditioning.

From US$992.93 per night

Highly rated holiday rentals in Wailea and nearby

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 16 reviews

Located in Kihei, Perfect for families and couples - Maui Sunset A-203 offers a patio with sea and mountain views, as well as a year-round outdoor pool, hot tub and fitness centre.

From US$618.24 per night

Maui Tranquility

Kihei
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 40 reviews

Boasting air-conditioned accommodation with a patio, Maui Tranquility is situated in Kihei. This apartment features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

From US$382.55 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 42 reviews

Boasting air-conditioned accommodation with a private pool, mountain view and a balcony, Maui Diver's Dream at Kihei Bay Surf is set in Kihei.

Nona Lani Cottages

Kihei
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 105 reviews

Located in Kihei and only 80 metres from Mai Poina Beach, Nona Lani Cottages provides accommodation with sea views, free WiFi and free private parking.

From US$406.31 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 40 reviews

Featuring air-conditioned accommodation with a balcony, Wailea Grand Champions 87 is set in Wailea. With mountain views, this accommodation offers a patio.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 33 reviews

Tiki Tiki - Gorgeous Boho Beach Hideaway!, a property with a terrace, is located in Wailea, 2.2 km from Wailea Emerald Course, 31 km from Iao Valley State Park, as well as 46 km from Lahaina Boat...

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 23 reviews

Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!, a property with a terrace and barbecue facilities, is set in Wailea, 31 km from Iao Valley State Park, 44 km from Lahaina Boat Harbor, as well...

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews

Upscale Wailea! 2-2 with Ocean View, a property with a garden and barbecue facilities, is set in Wailea, 31 km from Iao Valley State Park, 46 km from Lahaina Boat Harbor, as well as 1.8 km from Wailea...

Enjoy breakfast in Wailea and nearby

Koa Resort 4I

Wailea
Breakfast options
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Wailea, less than 1 km from Ulua Beach and 3 km from Wailea Emerald Course, Koa Resort 4I offers air conditioning.

Elua 2001

Wailea
Breakfast options
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, Elua 2001 is situated in Wailea. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

Elua 406

Wailea
Breakfast options
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in Wailea, less than 1 km from Ulua Beach and 2.8 km from Wailea Emerald Course, Elua 406 offers an outdoor swimming pool and air conditioning.

Elua 2011

Wailea
Breakfast options

Set in Wailea, less than 1 km from Ulua Beach and 2.7 km from Wailea Emerald Course, Elua 2011 offers pool with a view and air conditioning.

Grand Champions 108

Wailea
Breakfast options

Featuring an outdoor pool and sea views, Grand Champions 108 is set in Wailea. The air-conditioned accommodation is 1.6 km from Ulua Beach.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

With garden views, Grand Champions by KBM Resorts is located in Wailea and has a restaurant, a lift, bar, garden, outdoor pool and children's playground.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 124 · GC 124 3BD Wailea Condo wAC Pool Hot Tub offers air conditioning.

Grand Champions 8

Wailea
Breakfast options
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 8 offers air conditioning.

These holiday rentals in Wailea and nearby have options with free cancellation

Grand Champions 101

Wailea
Free cancellation options available
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 3 reviews

Set in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 101 offers air conditioning.

WAILEA GRAND CHAMPION, #142 condo

Wailea
Free cancellation options available

WAILEA GRAND CHAMPION, #142 condo is a property with a heated pool, situated in Wailea, within just 1.7 km of Wailea Beach and 1.9 km of Mokapu Beach.

WAILEA GRAND CHAMPION, #148 condo

Wailea
Free cancellation options available

Featuring an outdoor pool and a hot tub, WAILEA GRAND CHAMPION, #148 condo is located in Wailea, 2.3 km from Wailea Emerald Course and 31 km from Iao Valley State Park.

Grand Champions 32 condo

Wailea
Free cancellation options available

Set in Wailea in the Hawaii region, with Wailea Blue Course nearby, Grand Champions 32 condo provides accommodation with access to a fitness room.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Featuring air-conditioned accommodation with a pool with a view, Cool & Quiet Wailea Oasis, Big Lanai + Two Pools is located in Wailea.

WAILEA ELUA, #0802 condo

Wailea
Free cancellation options available

Featuring air-conditioned accommodation with a heated pool, WAILEA ELUA, #0802 condo is located in Wailea. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #1508 condo

Wailea
Free cancellation options available

Boasting a heated pool and sea views, WAILEA ELUA, #1508 condo is set in Wailea. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #1204 condo

Wailea
Free cancellation options available

Featuring a heated pool and sea views, WAILEA ELUA, #1204 condo is located in Wailea. This beachfront property offers access to free WiFi and free private parking.

FAQ about holiday rentals in Wailea

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