7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Ocean Breeze Apartments Lahaina Maui at $189 Monthly Including All Utilities and WiFi

Finding a decent place to stay in Maui can be tough, especially if you're looking for something affordable and long-term. The Ocean Breeze Apartments in Lahaina offer an intriguing possibility for those wanting to spend more than just a few days on the island. For just $189 a month, you get a two-person condo on the second floor, including utilities and WiFi. While the minimum stay is three nights, it presents a good opportunity for extended stays, particularly considering the typical high cost of rent in Lahaina, which averages around $3,086 per month.

This deal might be ideal for travelers wanting to avoid the typical hotel scene and immerse themselves in the local Lahaina lifestyle. You'll be close to the popular beaches, like Kaanapali and Napili Bay, and can enjoy the warm Maui weather. Naturally, with the price being so low, you should have realistic expectations, but it's certainly worth considering if you're looking for a budget-friendly way to experience Lahaina. Keep in mind that extended-stay options are available, providing flexibility for travelers who want to stay for a month or even longer in this part of Maui.

Ocean Breeze Apartments in Lahaina, Maui, presents a compelling value proposition at $189 per month, encompassing all utilities and WiFi. This translates to an incredibly low daily rate of roughly $6.30, which is astonishing given the typically high cost of living in Maui.

The inclusion of utilities in the rent is a significant advantage, particularly when considering Hawaii's relatively high electricity costs. By covering these expenses, the apartment significantly reduces the overall financial burden for residents. The integration of high-speed internet is a notable feature, as internet connectivity can be an additional expense in many budget accommodations in Hawaii. This aligns with the evolving landscape of extended stays, where remote work capabilities are increasingly important.

Lahaina's location provides easy access to notable historical sites, like the Lahaina Historic Trail, offering a chance to delve into the area's rich cultural heritage without substantial travel expenditures. The tourism landscape in Hawaii is evolving, with increased emphasis on sustainable tourism, potentially driving competition among budget-friendly accommodations, making options like Ocean Breeze more attractive to price-conscious travelers.

The ocean's proximity offers not only appealing views but also contributes to a more sustainable and cost-effective structure. Natural breezes reduce the reliance on air conditioning, benefiting the environment and potentially lowering energy bills. This presents a unique chance for those seeking a more authentic, less crowded experience of Maui, exploring lesser-known trails and beaches.

Maui's temperate climate offers predictable weather throughout the year, making it a desirable location for an extended stay, especially during winter months, mitigating the risk of disruptive storms. This affordability underscores a larger shift in the tourism industry towards extended-stay options, attracting individuals like digital nomads seeking alternative accommodations. With the rise of budget-friendly air travel connecting to Kahului Airport, reaching Maui has become more accessible, increasing the allure of nearby budget accommodations like Ocean Breeze Apartments.

What else is in this post?

1. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Ocean Breeze Apartments Lahaina Maui at $189 Monthly Including All Utilities and WiFi
2. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Waikiki Gateway Hotel Extended Stay Program $175 Per Night Including Free Breakfast
3. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Kona Islander Inn Monthly Winter Special $195 With Full Kitchen and Ocean View
4. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Maui Beach Hotel Extended Stay Package $192 Including Weekly Housekeeping
5. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Hilo Seaside Hotel Monthly Deal $165 With Free Airport Transfers
6. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Kauai Shores Hotel Winter Program $188 Including Beach Access and Parking
7. 7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Princeville Oceanfront Suites Monthly Special $199 With Full Kitchen and Laundry

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Waikiki Gateway Hotel Extended Stay Program $175 Per Night Including Free Breakfast

The Waikiki Gateway Hotel offers a decent deal for extended stays with their program at $175 a night, including breakfast. It's conveniently located near the shopping of Luxury Row and a short stroll from the beach, which is a major plus in Waikiki. Each room includes a private balcony, which is great for enjoying the Hawaiian air, as well as amenities like a fridge, coffee maker, and modern conveniences like WiFi and AC. It's not luxurious, but it is a practical choice for longer stays. You also have access to an outdoor pool and a gym, which are nice to have, especially if you plan on staying for a while.

This hotel is a part of a growing number of hotels in Hawaii catering to those wanting to stay for a month or more, offering competitive pricing. It's a more affordable alternative to many other Waikiki hotels, appealing to those who want to explore the area and experience the Hawaiian culture without spending a fortune. While it may not have the same luxury features as other options in Waikiki, it offers a comfortable, practical choice for those on a tighter budget and who prefer having a 'home base' in the heart of the action.


The Waikiki Gateway Hotel's extended stay program, priced at $175 per night with breakfast included, presents an intriguing option for travelers seeking a longer stay in Waikiki. It's situated a mere 20 steps from Luxury Row and a short stroll from Waikiki Beach, making it an ideal location for experiencing the area's vibrant atmosphere.

Each room features a private balcony, perfect for enjoying the island breezes. Other amenities include a refrigerator, coffee machine, and a 48-inch LED TV. The inclusion of hardwood floors and air conditioning helps maintain a comfortable atmosphere during the often humid Hawaii climate. Wireless internet is included, a feature that's become increasingly important in the modern era. The hotel itself includes a pool and fitness center. This program is certainly a compelling offer in a region where hotels can get quite expensive.

It seems like the hotel aims to provide a comfortable and convenient option for travelers wanting to extend their stays in Waikiki. At $175 a night, it's definitely competitive for the area, especially when considering the included breakfast. The free breakfast is worth considering since it can reduce your daily costs during your stay.

It's interesting to note the focus on extended stays, possibly targeting digital nomads or those who work remotely. Being close to Waikiki Beach and the array of restaurants and stores is certainly a draw. But at the same time, one has to consider what that price gets you and carefully evaluate it against comparable options. Many airlines fly to the nearby Daniel K. Inouye International Airport, which could give travelers various options to fly into Honolulu at reasonable prices.


In the greater Waikiki context, the Gateway's $175 rate appears relatively affordable compared to many other options, though there are also other affordable options. However, one can get much more for their money if looking outside of Waikiki. The hotel's location near public transport is a plus for those wanting to explore beyond the immediate neighborhood. It's important to also take into account how the hotel prioritizes safety for its guests, which can be a decisive factor for travelers seeking a secure environment. I noticed they have 24-hour security. I wonder if there are any special discounts, and maybe special offers for longer stays or booking in advance. These factors could make the Waikiki Gateway even more attractive for certain travelers.

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Kona Islander Inn Monthly Winter Special $195 With Full Kitchen and Ocean View

The Kona Islander Inn in Kailua-Kona is offering a compelling winter special this year, with monthly rates starting at just $195. This deal includes a full kitchen, a valuable asset for those seeking longer stays, and boasts stunning ocean views, a rare find at this price point in a popular destination. The units themselves come with kitchenettes and patios, ideal for enjoying the Kona weather. Beyond the individual rooms, guests have access to property amenities like a heated pool and free parking, practical benefits that can enhance the stay.

The inn's location is a definite plus, situated close to the popular Magic Sands Beach and a variety of local attractions. It's a decent option for those looking to be close to the action but also find a haven away from the sometimes-overwhelming tourist hubs. Reports suggest it's become a popular choice for digital nomads who value both comfort and functionality when traveling, as it offers a surprisingly nice mix of vintage style and modern features. While this isn't a luxury hotel by any means, it's a solid choice for those who desire a cozy, home-like atmosphere during their winter escape to the Big Island without paying resort prices.

The Kona Islander Inn presents an intriguing option for those seeking a month-long winter stay in Hawaii without breaking the bank. At just $195 per month, it offers a full kitchen and an ocean view, a rather rare combination at that price point, especially given the typically high costs of lodging in Hawaii. Many oceanfront properties easily exceed $300 per night, so this deal is indeed noteworthy for those wanting to experience the charm of Hawaii's Big Island without the typical hefty price tag.

Having a full kitchen is a significant bonus. It can significantly cut food expenses, which are quite a factor when traveling in Hawaii. It's also great for individuals who need specific dietary choices and can easily adapt to local produce or food preferences. The Inn is situated on the Kailua-Kona coast, providing a quick hop to outdoor adventures like snorkeling, surfing, or hiking. It's a great starting point for experiencing Hawaii's stunning natural beauty without having to spend a fortune on pricey organized tours.

Furthermore, the Kona region has a rich history, having once served as a royal seat. This historical aspect adds a cultural dimension to a stay here. You can potentially visit historical sites and learn about Hawaii's past without significant travel costs. Looking at the larger picture of Hawaii's lodging market, the average monthly rent easily goes past $2,500. The Islander Inn's price point is a refreshing change and offers an incredible contrast, allowing you to experience a slice of Hawaii life without experiencing the financial constraints that typically accompany a long-term stay in popular tourist destinations.

Given the recent surge in low-cost carriers flying to Kona's airports, getting there is now potentially more accessible than ever before. This trend in affordable air travel has opened up a whole new set of possibilities for extended stays, particularly for locations that used to be perceived as out of reach for a budget traveler.

Having a full kitchen also opens up new culinary avenues. Guests can take advantage of this opportunity to source ingredients from local markets and experiment with the Hawaiian food scene, creating a more authentic travel experience. The ability to purchase fresh fish and vegetables from local producers allows you to connect with the local culinary scene in a manner that isn't usually possible in a typical hotel setting.

Kona also has rather consistent weather. Warm and dry conditions prevail throughout the year, with temperatures fluctuating between 70°F and 80°F during the winter. This predictable environment provides an ideal backdrop for a longer stay, as you're not as exposed to the weather related disruptions that can sometimes accompany travel.

The proximity of the Kona Coffee Plantations is also a nice plus, giving you the chance to delve into this iconic Hawaiian industry. Tours of local plantations allow visitors to sample the goods and learn about the coffee production process. Finally, the Kona Islander Inn provides amenities like kitchens and decent internet, catering to those who work remotely. The quiet environment and essential conveniences create an alluring setting for individuals hoping to strike a balance between work and a relaxed island lifestyle.

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Maui Beach Hotel Extended Stay Package $192 Including Weekly Housekeeping

Maui Beach Hotel's extended stay package at $192 a night, inclusive of weekly housekeeping, presents a viable option for those aiming for a longer stay in Maui. This package strikes a balance between affordability and convenience, appealing to individuals and families seeking a more residential experience during their vacation. The inclusion of weekly cleaning services adds a layer of comfort, especially for longer stays, as it removes the need for daily tidying.

The emergence of extended stay packages is transforming the travel landscape, especially in popular destinations like Hawaii. These packages are becoming more common as a way to give travelers the best of both worlds: hotel amenities and a more "at-home" atmosphere, with features like kitchenettes and increased space. However, when choosing extended stays, it's crucial to research what's available and the value you're receiving, as other hotels or apartments could potentially offer a superior option at a comparable price. It's wise to factor in the specific amenities, location, and overall value of each option before settling on one.

Essentially, the Maui Beach Hotel package is one way hotels are adapting to the changing demands of the modern traveler. With increasing numbers of people seeking cost-effective and longer-term lodging options, hotels are adapting and offering packages that provide the feel of a home base while still including the conveniences of a traditional hotel. However, it is worth carefully comparing this offer against the growing range of extended stay options, both hotels and apartments, to determine which best suits the specific needs and preferences of each traveler.

The Maui Beach Hotel's Extended Stay Package, priced at $192 per night with weekly housekeeping, presents a noteworthy option within Maui's generally high-cost accommodation landscape. This price point is quite appealing compared to the typical monthly rent, which often exceeds $3,000. The inclusion of weekly housekeeping is a smart move, adapting conventional hotel services to the specific requirements of extended stays. This is particularly helpful for travelers who prefer not to deal with day-to-day room cleaning themselves.

Maui's diverse culinary scene is easily accessible from the hotel, allowing guests to explore a wide range of tastes and dishes, including traditional Hawaiian cuisine and more international options. This can add a significant dimension to an extended stay. With Kahului Airport, a major airline hub, only around 10 miles away, reaching Maui and accessing affordable flight options is generally quite feasible. This increased connectivity can lead to price competition on airfares, benefiting cost-conscious travelers.

The hotel's proximity to natural wonders like Haleakalā National Park and the Road to Hana provides extended-stay visitors with numerous opportunities for day trips. This offers a compelling way to explore Maui's natural beauty without the added expense of costly organized excursions. The increasing trend of digital nomadism has made hotels like the Maui Beach Hotel adapt to the specific needs of remote workers. Reliable Wi-Fi and suitable work areas can transform long-term stays into more appealing alternatives for individuals balancing work and relaxation.

Maui's history, especially visible in towns like Lahaina, is another draw for longer-term guests, making it easy and affordable to experience parts of the island's rich heritage. The inclusion of standard amenities like pools and fitness centers adds a bit more to the overall experience, contributing to a better stay for longer-term guests. Maui's consistently pleasant weather, with temperatures averaging around 70 to 80 degrees Fahrenheit, makes it a great destination during the winter months. This factor undoubtedly strengthens the allure of the extended stay option.

Ultimately, the Maui Beach Hotel's Extended Stay Package highlights the emerging trend of hotels catering to a new category of traveler—those seeking extended, affordable stays. This signifies a notable change in the travel and hospitality industry, driven by both increased demand and a changing travel landscape. It will be interesting to see how hotel chains continue to adjust their offerings to better accommodate this segment of the market.

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Hilo Seaside Hotel Monthly Deal $165 With Free Airport Transfers

The Hilo Seaside Hotel has a monthly rate of $165, which includes free airport transfers, making it a compelling option for those looking to stay in Hilo for an extended period. This is a convenient perk, especially since it's close to Hilo International Airport. Aside from the convenience factor, the hotel also offers standard amenities such as an outdoor pool and a gym, making it suitable for a longer stay. The price point itself is quite reasonable, particularly in comparison to other accommodations in the region, which can be significantly more expensive for those staying a month or more. It's worth noting that Hilo often sees hotel rates decrease by about 20% during its most affordable month, which can further enhance the value of this deal. For those considering a budget-friendly extended stay in Hawaii, the Hilo Seaside Hotel is worth considering for a winter escape to experience Hawaii without breaking the bank. The combination of the reasonable rate and location in Hilo makes it an appealing choice for a more affordable way to enjoy the island's atmosphere.

The Hilo Seaside Hotel presents a tempting proposition with their monthly deal at $165, further sweetened by complimentary airport transfers. This removes the initial hurdle of getting to the hotel, which is helpful for travelers arriving on a tight budget. While Hilo isn't known as a beach destination like Waikiki or the Kona Coast, it does have a distinctive charm for those who seek something a little different.

Being close to the Hilo International Airport is a logistical advantage. It certainly makes sense for travelers who want to minimize travel time and avoid dealing with car rentals, especially since a car isn't always necessary to get around in Hilo. It's also worth noting that Hilo Bay is right there, with views that could be quite interesting, and in a place where the weather can be dramatically different from other parts of the Big Island.

The annual Merrie Monarch Festival, a major hula celebration, brings a distinct cultural vibe to Hilo. Those interested in traditional Hawaiian culture would find staying in Hilo quite interesting during that time. Of course, the downside of Hilo is its reputation for being rather rainy. It does average a rather staggering 120 inches of rain every year. This makes it quite different from other parts of the islands, but it also creates a lush, vibrant landscape that has a certain appeal, particularly for those who like the outdoors.

Hilo's past is rooted in the sugar plantations. It's a fascinating history that provides a more in-depth perspective of Hawaii's economic evolution compared to places solely focused on tourism. Hilo also offers a gateway to Hawaii Volcanoes National Park. The thought of being close to one of the world's most active volcanos, observing lava flows or exploring the park, is a strong pull for adventurous types.

For those who work remotely, Hilo offers an interesting combination of beautiful surroundings and relatively affordable accommodations. The hotel's Wi-Fi and the local cafes and restaurants offer a solid infrastructure for those seeking a different lifestyle. Dining options are more diverse than one might expect, including local markets and food trucks that offer authentic Hawaiian flavors at lower prices.

The combination of a pool, views, and Hilo's somewhat unpredictable weather makes this a good option for those who appreciate nature and are less focused on pure beach activities. While some people would prefer the sunny Kona or Waikiki beaches, the hotel's beachfront location does provide an opportunity to witness daily sunrises over the Pacific, a spectacular display that would be well worth the trip alone for some people.

It's important to remember that Hilo can be different from other Hawaiian islands, offering a blend of cultural experiences, natural beauty, and relatively lower costs. For those who seek a change of pace and are willing to embrace Hilo's unique character, this hotel's offer might be quite compelling.

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Kauai Shores Hotel Winter Program $188 Including Beach Access and Parking

Kauai Shores Hotel has a special winter program running at $188 per night, a price that surprisingly includes beach access and parking. Situated on a spacious, landscaped area next to Waipouli Beach in Kapaa, the hotel aims to offer a tranquil escape combined with modern comforts. The rooms have been updated and provide standard conveniences like TVs and internet access. It's a good choice for those who like to keep busy, offering amenities such as yoga classes, bike rentals, and live music in the evenings. The hotel also has a couple of swimming pools and a hot tub to help unwind after a day exploring Kauai. Its location close to the Coconut Marketplace and historic Kapaa Town makes it a convenient base for those who want to see some of the local culture and go on day trips. It's not fancy, but for someone seeking a more affordable Hawaiian extended stay experience with convenient perks, this hotel may be worth considering. You get to enjoy the beach, which is often a hefty additional expense in Hawaii. For families, the fact that kids stay for free when using existing bedding makes it even more appealing. They also offer a deal of one free night every five nights you stay, which can make longer stays even more cost-effective. While it's not the fanciest hotel on Kauai, it gets positive reviews overall and presents an interesting opportunity to spend an extended time on the island without paying exorbitant amounts for a beach resort.

Kauai Shores Hotel presents a potentially interesting option for a winter getaway, with their program offering rooms at $188 a night. This rate, which includes beach access and parking, translates to about $5,640 per month. Considering the average monthly rent in Kauai often surpasses $3,500, this seems like a competitive price point, especially given the relatively high cost of living in Hawaii. The hotel itself is located within a short distance – 5 miles – of Lihue Airport, minimizing travel time and potentially lowering transportation costs.

Each room includes a kitchenette, which could be a useful feature for those wanting to control their food spending. Dining in Hawaii can be quite costly, so the kitchenette could offer a chance to cook and save money. Kauai's climate is generally consistent during the winter months, with temperatures ranging from 65°F to 80°F, ideal for enjoying the outdoors and the many scenic spots on the island. Kauai's geography is interesting, often called the "Garden Isle" due to its lush landscapes and substantial rainfall. This creates a beautiful natural environment, with easy access to iconic places like Waimea Canyon, which has earned the nickname "Grand Canyon of the Pacific."

It's worth mentioning that this hotel avoids the irritating practice of adding resort fees to the bill, which is something that many hotels on other islands often do. Another notable feature is the potential for seeing various wildlife, like sea turtles and monk seals, near the hotel, offering a unique natural experience for those who appreciate this aspect of the island. One interesting characteristic of Kauai is that, unlike other Hawaiian islands where public transport is rather sparse, Kauai Shores Hotel is conveniently near bus routes. This could be a way to see the area without the need to rent a vehicle.

Throughout the winter months, there are opportunities for guests to engage with local events and festivals, which offers a chance to connect with the local culture in a way that simply isn't available when just visiting for a few days. With local farmers markets and dining options, you have a more practical way to potentially explore the local food scene, which can be a compelling aspect of experiencing Kauai. The hotel's dining options and access to farmers' markets allow for a more authentic and potentially more cost-effective experience compared to solely relying on restaurant meals that cater more towards tourists. It will be interesting to see how Kauai Shores Hotel positions itself within the broader landscape of accommodations on the island, as well as how it manages to attract travelers for extended stays in an increasingly competitive market.

7 Hidden Extended Stay Hotels in Hawaii Under $200/Night for Month-Long Winter Stays - Princeville Oceanfront Suites Monthly Special $199 With Full Kitchen and Laundry

The Westin Princeville Ocean Resort Villas is promoting a monthly special for their oceanfront suites at a remarkably low price of $199. Included are a full kitchen and laundry, a real plus for those wanting to stay for a longer time. These suites can comfortably sleep up to four people and feature a king-size bed. The Westin Princeville has received accolades, including a Marriott Gold Award and a ranking among the top Kauai hotels. The resort's amenities include a few outdoor swimming pools and a restaurant, and reviews praise the helpful staff. For extended stays, it's easy to see the appeal of being able to cook for yourself and have access to laundry, especially considering how costly it can be to live in Hawaii. While it may not be the most luxurious option, it's a decent choice for people who want to stay in a desirable part of Kauai without emptying their wallets. It is particularly suitable for families and people who want to enjoy the beauty of Kauai at a fraction of the price of other hotels in the area.

The Westin Princeville Ocean Resort Villas presents an intriguing proposition with their monthly special of $199 for oceanfront suites, which notably include a full kitchen and laundry facilities. This is a compelling deal, especially when considering the often-high cost of accommodations in Hawaii, particularly in desirable locations like Princeville. It's also interesting to note that this hotel has won Marriott's Gold Award, indicating that they might be focusing on quality in guest experience. This particular offer caters to a niche audience—individuals or families seeking a more home-like experience while on vacation or extended stay. Having a full kitchen can make a difference, especially for those looking to control food costs or prepare meals with fresh, local ingredients. The opportunity to experience authentic Hawaiian cuisine and source ingredients from the local markets could significantly enhance a visitor's experience.


The North Shore location on Kauai certainly gives the suites a unique appeal, as it's relatively close to Lihue Airport. This proximity can be quite important for travelers seeking to get around economically. Kauai, in general, has a more relaxed atmosphere compared to some of the other Hawaiian islands, which may be appealing for a longer stay. With a stable and pleasant climate with temperatures fluctuating between 65°F and 80°F, you are less likely to encounter dramatic weather changes that can disrupt plans. It's worth mentioning that it seems the hotel has thought about longer stays with things like laundry facilities and the various other amenities available. It's a small detail, but laundry facilities mean you don't need to pack as much for your month-long stay, potentially lowering overall baggage costs for those flying in.


It's important to also be aware that Kauai can be a bit less accessible for flights compared to Oahu and Maui. While this is offset somewhat by the included kitchen and laundry, the pricing still needs to be carefully considered relative to alternatives. It is worthwhile to do a thorough comparison against available airfares and other comparable options on the island. Princeville itself also tends to be quite isolated, meaning you'll need a car to reach local markets, beaches, and activities. This could increase your total cost if you aren't factoring in car rentals. The suites can sleep up to four guests, though it's important to check the specific configurations to see if it truly caters to your specific needs. Overall, the deal appears to be appealing for those looking for a month-long stay on Kauai without the typical high price tag associated with many beachside hotels. However, visitors need to weigh the value of the amenities against their individual travel needs and the overall cost, including airfare, transportation, and potentially car rentals, when deciding if this hotel is truly the best choice.