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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

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Aston Maui Hill

Hotel in Wailea

Featuring spacious suites with fully-equipped kitchens, this Kihei resort is 6 minutes' walk from Kamaole Beach Park III. The resort features a heated outdoor pool and hot tub.

n
noam
From
Israel
Great location in Kihei, a huge condo with everything you need, a fully equipped kitchen, big living room, washing machine, comfortable beds and a big balcony with a beautiful view. Easy short walk to the beach, short drive to the local super market and the food truck court. We had a great time
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 448 reviews
Price from
US$289
1 night, 2 adults

Aston at the Maui Banyan

Hotel in Wailea

Located directly across the road from Kamaole Beach Park II and 22.5 km from Kahului Airport, the Aston at the Maui Banyan features outdoor swimming pool.

C
Cassandra
From
Canada
Excellent location and a great stay. We were steps away from the beach, the facilities and grounds were all in great shape (beautiful garden path!). We didn’t require any interaction with staff after check in as we had everything we needed, but there were staff all around working hard to keep the grounds beautiful and available if we had needed anything. It seems that our room was upgraded to a. Larger suite without cost which was a nice perk!
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 317 reviews
Price from
US$260
1 night, 2 adults

Mana Kai 710A

Wailea

Located 4.8 km from Wailea Emerald Course, 29 km from Iao Valley State Park and 44 km from Lahaina Boat Harbor, Mana Kai 710A offers accommodation situated in Wailea.

L
Lee
From
United Kingdom
Location is fantastic View from room breathtaking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 10 reviews
Price from
US$250.47
1 night, 2 adults

Mana Kai 611C

Wailea

Set in Wailea, just 300 metres from Keawakapu Beach, Mana Kai 611C offers beachfront accommodation with an outdoor swimming pool, a terrace, a bar and free WiFi.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 7 reviews
Price from
US$347.30
1 night, 2 adults

Nona Lani Cottages

Kihei (Near Wailea)

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.

A
Anat
From
Israel
Elena treated has so well and recommend us for activities and resturants. the village is beautiful and location is great. warmly recommend
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 104 reviews
Price from
US$203.81
1 night, 2 adults

Maui Tranquility II

Kihei (Near Wailea)

Situated in Kihei in the Hawaii region, Maui Tranquility II has a patio. Both free WiFi and parking on-site are available at the apartment free of charge.

G
Ginette
From
Canada
Our host Forest has been very helpful and patient upon our late arrival. The swimming pool was super clean and very refreshing. The ground was immaculate. The facility offered everything we needed for our stay.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 40 reviews
Price from
US$199
1 night, 2 adults

Perfect for families and couples - Maui Sunset A-203

Kihei (Near Wailea)

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.

C
Christian
From
Germany
We had a wonderful time in the apartment, which is well-decorated and equipped. The condo is well-maintained, has a big pool area and direct access to the beach. From the balcony of this second floor apartment, which is almost at the complete end of the building away from the beach, one can still view the ocean. Check-in and parking was uncomplicated. The apartment's location allows good access to the beaches of South Maui and other parts of the island. We came about two weeks after the devastating fire in Lahaina and were unsure whether we should come because of conflicting reports in the media. Our hosts were very helpful and open in their communication concerning the situation. Therefore, in the end, we decided to go to Maui. We went to many places on the island because they had reopened - except for West Maui where we passed through when we visited the northwestern shore - and many people thanked us for coming to the island as tourists because their incomes depend on it.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 16 reviews
Price from
US$325
1 night, 2 adults

Kihei Bay Surf 130- Garden View Studio, FREE PARKING

Kihei (Near Wailea)

Set 200 metres from Kalepolepo Beach, 12 km from Wailea Emerald Course and 21 km from Iao Valley State Park, Kihei Bay Surf 130- Garden View Studio, FREE PARKING offers accommodation situated in...

M
Michaela
From
Czech Republic
Everything was just perfect - location (you have nice beach just cross the road, close to shops, cafes..), cleanliness, condition of the furniture, good AC, comfortable bed, everything was just 10/10, even better than expected! You can also prepay late check-out (if they have availability) until 3 p.m. for 50$+tax.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 20 reviews
Price from
US$120.75
1 night, 2 adults

Maui Tranquility

Kihei (Near Wailea)

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.

L
Luiz Carlos
From
Brazil
excellent stay good location, very clean, very well decorated We felt like we were in our own home. Betsy is an excellent hostess. The place has everything you need for a great vacation, including 2 great beach chairs and a beach umbrella. One One of the best places we've ever stayed. I definitely recommend it.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 40 reviews
Price from
US$229
1 night, 2 adults

Menehune Shores 309

Kihei (Near Wailea)

Located in Kihei, a few steps from Waipuilani Beach and 12 km from Wailea Emerald Course, Menehune Shores 309 offers free WiFi, ski-to-door access and air conditioning.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$187.45
1 night, 2 adults
All 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 10
Exceptional - What previous guests thought, 11 reviews

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 8.2
Very good - What previous guests thought, 317 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 9.5
Exceptional - What previous guests thought, 44 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 63 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 34 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 24 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 448 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 158 reviews

Highly rated holiday rentals in Wailea and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 10 reviews

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

From US$1,085.01 per night

Maui Tranquility II

Kihei
8.0+ review score
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 40 reviews

Situated in Kihei in the Hawaii region, Maui Tranquility II has a patio. Both free WiFi and parking on-site are available at the apartment free of charge.

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 37 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 9.3
Superb - What previous guests thought, 34 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 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...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Situated in Wailea, 1.9 km from Wailea Beach and 1.5 km from Wailea Emerald Course, Wailea Sunset Condo - Ekolu #607 offers a garden and air conditioning.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews

Situated in Wailea, 1.9 km from Wailea Beach and 1.5 km from Wailea Emerald Course, Wailea Ekolu Village 203 offers air conditioning.

Holiday Rentals with swimming pools in Wailea and nearby

Koa Resort 4I

Wailea
Swimming pool
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
Swimming pool
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
Swimming pool
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
Swimming pool

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.

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, KBM Resorts FREE CAR Grand Champions Upgraded 3-Bedroom with Wraparound Large Lanai GCH-134 is located in Wailea and has a restaurant, a lift, bar, garden, outdoor pool and...

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

Located in Wailea and only 1.5 km from Ulua Beach, Grand Champions 8 provides accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 3 reviews

Featuring air-conditioned accommodation with a patio, Grand Champions 101 is set in Wailea. This property offers access to a balcony, free private parking and free WiFi.

Enjoy breakfast in Wailea and nearby

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.

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.

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.

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, 3 reviews

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

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.

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.

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.

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

WAILEA ELUA, #1403 condo

Wailea
Free cancellation options available

Situated in Wailea, WAILEA ELUA, #1403 condo features accommodation with a heated pool and sea views. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #0305 condo

Wailea
Free cancellation options available

Set in Wailea, WAILEA ELUA, #0305 condo offers accommodation with a heated pool and sea views. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #0105 condo

Wailea
Free cancellation options available

Boasting a heated pool and sea views, WAILEA ELUA, #0105 condo is set in Wailea. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #1503 condo

Wailea
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Situated in Wailea, WAILEA ELUA, #1503 condo features accommodation with a heated pool and sea views. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #1309 condo

Wailea
Free cancellation options available

Featuring a heated pool and sea views, WAILEA ELUA, #1309 condo is located in Wailea. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #2202 condo

Wailea
Free cancellation options available

Boasting a heated pool and sea views, WAILEA ELUA, #2202 condo is set in Wailea. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #2003 condo

Wailea
Free cancellation options available
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Situated in Wailea, WAILEA ELUA, #2003 condo features accommodation with a heated pool and sea views. This beachfront property offers access to free WiFi and free private parking.

WAILEA ELUA, #2101 condo

Wailea
Free cancellation options available

Situated in Wailea, WAILEA ELUA, #2101 condo features accommodation with a heated pool and sea views. This beachfront property offers access to free WiFi and free private parking.

FAQ about holiday rentals in Wailea