Wailuku, Hawaii

Photo: 293.xx.xxx.xx · CC BY-SA 3.0 · Wikimedia Commons

Vacation rentals · Hawaii

Wailuku vacation rentals you can book direct

109 homes from independent hosts and managers · every one bookable on the host's own site

As of November 2026, CielStay lists 109 homes for rent in Wailuku, run by independent hosts and property managers. All of them can be booked on the host's or manager's own website, across 4 booking sites. Some are also listed on Airbnb and Vrbo; each listing shows every place it can be booked.

They include 8 houses and 37 condos. The most common size is two bedrooms (53 homes).

Wailuku rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom41
2 bedrooms53
3 bedrooms4
4 bedrooms3
5 or more bedrooms2
Sleeps 10 or more0
Homes that list
Air conditioning62
Pool61
Hot tub38
Pets allowed1
Fireplace1

Homes in Wailuku with a pool

8 of the 61. Search them with your dates →

Konishiki Beachhouse Estate

Konishiki Beachhouse Estate

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.

📍 Wailuku, HI
🛏️ 6🚿 5
$809 / night
excl. host's fees
Makakilo Hale

Makakilo Hale

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() );

📍 Wailuku, HI
🛏️ 5🚿 5
$468 / night
excl. host's fees
Island Sands 502

Island Sands 502

This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.

📍 Wailuku, HI
👥 6
$172 / night
excl. host's fees
Makaha Vista Retreat**

Makaha Vista Retreat**

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Nestled in the serene, gated hills of Makaha Valley, this airy three-bedroom retreat blends minimalist island design with modern comfort.

📍 Wailuku, HI
🛏️ 3🚿 5
~$954 / night
estimate
Maalaea Surf B1

Maalaea Surf B1

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$750 / night
estimate
Maui Kamaole L107

Maui Kamaole L107

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 1🚿 2
~$259 / night
estimate
Maalaea Banyans 412

Maalaea Banyans 412

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$445 / night
estimate
Nohonani 102

Nohonani 102

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Amazing oceanfront location just steps to the sandy beach!

📍 Wailuku, HI
🛏️ 2🚿 2
~$655 / night
estimate

Homes in Wailuku

Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.

Konishiki Beachhouse Estate

Konishiki Beachhouse Estate

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.

📍 Wailuku, HI
🛏️ 6🚿 5
$809 / night
excl. host's fees
Halama Hale Private Home

Halama Hale Private Home

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Everything you've dreamt for your Maui Vacation is here.

📍 Wailuku, HI
🛏️ 4🚿 5
~$443 / night
estimate
Kai Lani 21C

Kai Lani 21C

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Welcome to Kai Lani 21C by Gather, an elegantly upgraded upstairs condo located in the pristine Ko Olina Resort.

📍 Wailuku, HI
🛏️ 2🚿 2
$6,174 / month
Ewa Beachfront Cottage

Ewa Beachfront Cottage

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Nestled right on the golden sands of Ewa Beach, this single-level Ewa Beachfront Cottage invites guests to experience a nostalgic Hawaiian retreat with the ease of modern comfort.

📍 Wailuku, HI
🛏️ 3🚿 2
~$372 / night
estimate
Royal Mauian 216

Royal Mauian 216

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$402 / night
estimate
Island Surf 614

Island Surf 614

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! RARE FIND! Oceanfront Kihei Penthouse with a 32 ft.

📍 Wailuku, HI
🛏️ 2🚿 2
~$426 / night
estimate
Makakilo Hale

Makakilo Hale

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() );

📍 Wailuku, HI
🛏️ 5🚿 5
$468 / night
excl. host's fees
Makaha-465 Farrington Hwy

Makaha-465 Farrington Hwy

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Set your sights on paradise at Makaha – 465 Farrington Hwy by Gather, a timeless beachfront retreat on Oahu’s serene west shore.

📍 Wailuku, HI
🛏️ 4🚿 5
~$458 / night
estimate
Island Sands 502

Island Sands 502

This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.

📍 Wailuku, HI
👥 6
$172 / night
excl. host's fees
Luana Kai D305

Luana Kai D305

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Welcome to Luana Kai D305!

📍 Wailuku, HI
🛏️ 2🚿 2
~$290 / night
estimate
Makaha Vista Retreat**

Makaha Vista Retreat**

Δdocument.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Nestled in the serene, gated hills of Makaha Valley, this airy three-bedroom retreat blends minimalist island design with modern comfort.

📍 Wailuku, HI
🛏️ 3🚿 5
~$954 / night
estimate
Maalaea Surf B1

Maalaea Surf B1

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$750 / night
estimate
Maui Parkshore 315

Maui Parkshore 315

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$621 / night
estimate
Hono Kai B5 Oceanfront Steps to the Water Owners Oasis Fabulous Ocean Views

Hono Kai B5 Oceanfront Steps to the Water Owners Oasis Fabulous Ocean Views

Welcome to Hono Kai. A small slice of paradise tucked away from the hustle and bustle of south Maui. This is our personal condo and it is only open a select number of nights a year. There is a stunning oceanview from every room in the condo except for the bathroom. It is truly paradise!

📍 Wailuku, HI
👥 4🛏️ 1🚿 1
$187 / night
Maui Vista 3421

Maui Vista 3421

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Welcome to Maui Vista 3421!

📍 Wailuku, HI
🛏️ 2🚿 2
~$307 / night
estimate
Maui Parkshore 204

Maui Parkshore 204

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$285 / night
estimate
Maui Kamaole L107

Maui Kamaole L107

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 1🚿 2
~$259 / night
estimate
Kamaole Sands 7-102

Kamaole Sands 7-102

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 1🚿 2
~$258 / night
estimate
Royal Mauian 617

Royal Mauian 617

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Coastal Luxury at its finest!

📍 Wailuku, HI
🛏️ 2🚿 2
~$231 / night
estimate
Kamaole Sands 5-205

Kamaole Sands 5-205

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$381 / night
estimate
Maalaea Banyans 412

Maalaea Banyans 412

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$445 / night
estimate
Nohonani 102

Nohonani 102

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Amazing oceanfront location just steps to the sandy beach!

📍 Wailuku, HI
🛏️ 2🚿 2
~$655 / night
estimate
Kauhale Makai 203

Kauhale Makai 203

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you! Savor your stay even more with a delicious perk!

📍 Wailuku, HI
🛏️ 1🚿 1
~$295 / night
estimate
Maalaea Surf C10

Maalaea Surf C10

If you're not quite ready to book, no problem! We can send these booking details to your inbox so that you can pick up where you left off, when you're ready! Please check your email inbox for the details of your booking reservation. Thank you!

📍 Wailuku, HI
🛏️ 2🚿 2
~$484 / night
estimate

All 109 homes in Wailuku

Questions about renting in Wailuku

How many vacation rentals are there in Wailuku?

CielStay lists 109 homes in Wailuku, counted from the homes live today. By type: 8 houses and 37 condos.

Can I book a vacation rental in Wailuku directly with the host?

Yes. Every home here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.

How do I book a Wailuku vacation rental directly with the owner?

Open a home and choose Book direct: it takes you to the host's or manager's own booking site, where you see their price and terms. You can also message the host first. CielStay doesn't take the booking or the payment. Booking direct often costs less, because no platform fee or commission is added; compare the final totals before you pay.

Where can I rent a house in Wailuku for 6 people?

One home here sleeps 6 or more; none of them is a house, the rest condos or resort suites. Add your dates and group size in the search to see which are free.

Are there vacation rentals in Wailuku with a pool?

61 homes list a pool, and 38 homes a hot tub. Some pools are shared, in a resort or community, so check the listing if you want a private one.

Are there pet-friendly rentals in Wailuku?

1 home list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.

How are prices shown?

Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.

Nearby