Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Maui Resort Rentals: Honua Kai Hokulani 645 - Stunning 6th Floor 2BR w/ Fantastic Ocean Views!
Set in the serenity of the Hokulani Tower interior, Hokulani 645 boasts impressive ocean views from its prime 6th-floor location high above the palm trees that often obstruct the view of lower floors. The suite's expansive 200+ sq ft lanai also overlooks the lush...
Kiahuna Plantation Resort 162 Ocean View 1 Bedroom
- Second floor condo with lanai overlooking the great lawn and out to the ocean- Walk-up, no elevators- Tropical beach décor and original artwork by Robin McCoy throughout- Tile and wood flooring throughout- Updated kitchen includes Corian countertops and stainless...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
KHV 36 Beautifully Remodeled Direct Oceanfront 3BD Kahana Condo, Steps to the Beach and Pool!
Kahana Village 36 NEW LISTING Spectacular 3Bedroom Beachfront Condo in Kahana with Amazing Ocean Views, and Privacy! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset...
Maui Resort Rentals: Maui Kaanapali Villas 606 - 2BR Deluxe Oceanview Penthouse w/ Built-In BBQ & Panoramic Ocean Views!
Maui Resort Rentals is proud to present this jaw-dropping 6th-floor Deluxe Oceanview Penthouse Suite at Maui Kaanapali Villas—newly launched on 3/10/25 to start taking bookings beginning March 22nd, 2025!Never before available for vacation rental, Maui Kaanapali...
Fabulous Poipu 7 bedrooms for 16! Amazing pool! New Listing
New Listing!! The Listing is made up of two separate townhomes just steps apart!This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna Beach!Surrounded by a championship golf course, the property enjoys a prime spot on Kauai’s sunny...
2 Bed 2 Bath 2 Parking at Cove Waikiki
Spacious 2 bed 2 bath 2 parking, end unit. A perfect home away from home that you will instantly fall in love with, and never want to leave! It sleeps 4, with one queen bed in the primary and two twin beds in the second bedroom. There is an AC unit in each room, free...
Kauna'oa 22 Five Bedroom Residence
Step into the Hawaiian serenity of Kauna’oa 22, a luxurious five-bedroom, six-bathroom villa offering sweeping views of the Kauna’oa golf course and the ultimate in indoor-outdoor living. This elegant retreat features a grand vaulted ceiling and a spacious open-plan...
Napili Point A27 ~ Tranquil and Private Corner with Oceanfront Views
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE! Napili Point A27 is a one-bedroom, one-bath oceanfront condo with air conditioning that can accommodate up to four guests. It is in the highly desirable neighborhood of West Maui. This...
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping
Escape to this Tropical North Shore Island Nature Rental Retreat! 2.5 blocks to the beach & famous surf breaks. Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan. Sleeps up to 11 people. Features kitchen & full bathroom amenities. Close...
Ilikai Two Bedroom, Two Bath Ocean View 8th Floor Corner
Corner suite with 2 balconies, 2 bedrooms & 2 bathrooms at the Ilikai Resort, a luxury high end condo with incredible views of the ocean, sunsets, lagoon & marina. Great fireworks show views every Friday night at 7:45pm. Upgraded and beautifully furnished complete with...
Charming Ilikai Marina Studio, Great Location In Waikiki!
Located within the Ilikai Marina, this condo is located on the 14th floor. You'll love the convenient location in Waikiki, close to the beach, Ala Moana Shopping Center & the Waikiki strip!KITCHEN- Refrigerator- Electric Range- Microwave- Dinnerware, Glassware,...
Maui Resort Rentals: Honua Kai - 6 Total Bedrooms, Stunning 3rd Floor Ocean Views!
This premier 6-bedroom offering combines three neighboring 3rd-floor two-bedroom suites to create the perfect place for your group to gather, reconnect, and celebrate. Konea 303 and 305 occupy a fantastic interior courtyard location directly next door to one another and...
Just What You Were Looking For! Short Drive to Honolulu Zoo and Kuhio Beach!
In the heart of Waikiki near amazing beaches and attractions!This listing is for a room within a hotel.✦ Your room is 226 sq. ft, equipped with complimentary toiletries, TV.✦ Daily cleaning services included in the nightly price.There are a few additional details to...
Private Oceanfront Ohana Retreat Near Hanalei!
Enjoy the very best of Kauai’s north shore from this beautifully remodeled cliffside getaway in the heart of Princeville! Perfectly situated just minutes from Hanalei Bay & some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes,...
New Listing! Villa with an island charm interior
Welcome to Kapalua Ridge Villas 2712 – a bright and breezy 1-bedroom, 2-bathroom ground-floor villa that comfortably sleeps up to 6 guests. Step inside to discover an airy, open-concept living space with A/C, and large windows to showcase serene ocean and garden...
Paradise by the beach
This is a beautiful 5 bed, 3 bath home that sleeps 12. It is located just steps from famous Hukilau Beach, and within walking distance from BYU Hawaii. There is a washer and dryer, two living rooms, office room, and much more. Enjoy a sunrise stroll on the beach, spend...
Kaanapali Alii | 283
Surround yourself with ocean views from this two-bedroom condo located on the eighth floor. Both bedrooms, along with the living room, dining room, and kitchen all have large windows that look out over the ocean. Step out onto your lanai to not only gaze out at the...
1BR/1BA Ocean View Condo with Sea Turtle Sanctuary On-site
Amazing ocean views. Whales, turtles, rainbows and sunsets can all be seen from our lanai!Mahina's lush gardens are kept immaculate for you to enjoy them as much as the butterflies and birds!View the ocean while relaxing in the beautiful pool just steps from the front...
4BR Mokulua Seaside w/ Private Studio, Steps to the Beach
Mokulua Seaside by Gather is a refined oceanside escape that brings together luxury, space, and the beauty of Lanikai. Just one house from the sand on Kailua’s coveted Mokulua Drive, this four-bedroom, four-bathroom retreat spans 3,316 square feet of interior living...
Kapalua Bay Villa 27B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level loft style villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters, farmhouse sink includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
New Home!+Napali Views+Pool/spa+Cold plunge+Sauna
Experience the essence of modern island luxury at Napali Sunsets, a stunning new home in Princeville. Designed with sophistication and comfort in mind, this retreat offers a heated pool, spacious covered outdoor lounge, and sweeping views of the Hanalei mountains and...
Tropical Bliss in Kailua
Welcome to your dream retreat in Kailua, a sun-drenched haven where tranquility meets convenience. This charming unit is part of a thoughtfully designed duplex, offering a perfect balance of privacy and community. Whether you’re here to relax, explore, or work, this...
Hilton Grand Vacation Club Resort/Spa Lagoon Tower
This 1 bedroom, 1 bath villa features a king bed in the master bedroom. The spacious living area includes a separate dining area, large television with cable and DVD player, and a queen-size sleeper sofa. Our 1-bedroom plus suite features all the comfortable features of...
Relax in Your 2 Amazing Units w/Partial Ocean Views, Pool, Minutes to Honolulu
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Ocean Tower Partial Ocean View King Suite at Big Island
Set in the Hilton Waikoloa Village Resort, the Ocean Tower hotel is at the edge of Waiulua Bay. Explore the resort via tram and enjoy a choice of three pools and a four-acre ocean-fed lagoon. Perks include on-site shopping, our full-service spa, and access to Dolphin...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Luxe Beachfront Kaanapali Residence Club+Amenities. 2BR
𝐇𝐘𝐀𝐓𝐓 𝐕𝐀𝐂𝐀𝐓𝐈𝐎𝐍 𝐂𝐋𝐔𝐁 𝐀𝐓 𝐊𝐀𝐀𝐍𝐀𝐏𝐀𝐋𝐈 𝐁𝐄𝐀𝐂𝐇 – 𝟐-𝐁𝐄𝐃𝐑𝐎𝐎𝐌 𝐎𝐂𝐄𝐀𝐍 𝐕𝐈𝐄𝐖 𝐕𝐈𝐋𝐋𝐀Welcome to...
Westin Kaanapali Ocean Resort North - Christmas & New Year's - Studio
Note, this listing is for a studio unit with a Saturday - Saturday stay. It is available for either one week, Dec. 21 - 28 or Dec. 28 - Jan. 4, or the entire 2-week stay. You are welcome to check in or check out on a different day, but will be charged for the entire...
Marriott Maui Ocean Club Napali Villas Beachfront Resort/Spa!
Marriottu2019s Maui Ocean Club - Napili Villas is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area. The poolside...
4-bedroom house in tranquil Keaau ~ HPP with pool ~ Authentic Hawaiian Oasis
About this spaceAolani Hale is a high quality local property and is a self-contained vacation destination! From the moment the remotely controlled gate swings open, it’s obvious that this is a place where once in a lifetime memories of paradise are bound to happen. As...
Honua Kai Ocean View 1 Bedroom
Experience island living with panoramic ocean views from this comfortable one-bedroom condo on Maui’s Kaanapali North Beach. Perfect for relaxing after a day of exploration.Ocean View 1 Bedroom 1 Bathroom• Exclusive on-site provider with the only homes that meet the...
Kapalua Golf Villa 23T1 Gold Ocean View 1 Bedroom
- 1st floor villa with 3 stairs between parking in front of condo and front door- Carpet in living room, dining room, bedroom and tile floors in kitchen and bathrooms- Kitchen with black stainless steel appliances includes – fridge with ice maker, stove/oven,...
Maui Resort Rentals: Honua Kai Hokulani 138 – Upgraded Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access!
Maui Resort Rentals is proud to bring you this extraordinary 1BR Ground Floor Garden View Suite at the Honua Kai Resort, newly launched on 2/5/2025 to start taking reservations for check-ins starting 3/14/2025!Hokulani 138 is a luxurious ground floor suite with one of...
Kaanapali Alii | 122
Welcome to Kaanapali Alii 122! Enjoy partial views of the sparkling Pacific in the distance from this inviting one-bedroom residence at the Kaanapali Alii resort. The open living area features an oversized sectional sofa that invites social gathering and the exchange of...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
Palms at Wailea Villa 1103 Ocean View 1 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 473 square feet deck- Bedroom with 1 king- Queen sofa bed in living area- 1022 square feet / 95 square meters-...
Waipouli Beach Resort Garden View 1 BD 2 BA
Surrounded by lush tropical greenery, this inviting one-bedroom condo offers a quiet island escape. Perfect for two, it features a private lanai and all the comforts of home Garden View 1 Bedroom 2 Bathroom• Kitchen features granite countertops, Wolf cooktop and...
Stunning Remodel I Kamaole Sands 5-207
Welcome to your perfect getaway in South Kihei! This beautifully designed and recently remodeled condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in the vibrant heart of the neighborhood, it’s just steps away from one of Maui's most...
New Listing: Waikoloa Hills 1203 – Sleeps 6, Newly Remodeled for Your Stay
Escape to the Big Island in style at Waikoloa Hills 1203, a beautifully updated 2-bedroom, 2-bathroom condo nestled in the peaceful Waikoloa Village community. This freshly renovated space features a brand-new kitchen and bathrooms, stylish new furniture, and crisp,...
VI 507 Maui Studio Retreat – Enjoy Panoramic Lanai Views Near Beaches, Shopping & Restaurants
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
NB 210 Napili Bay Studio with Direct Ocean View
Napili Bay 210 NEW LISTING Experience West Maui Directly from the Beach at Napili Bay, Swimming, Snorkeling and Sunsets just Steps Away from your Door! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Hyatt Residence Club Maui, Ka'anapali, Top Floors and "BEST" Ocean Views
Available Jun 1-8 2024 and Jun 8-15 2024. Look no further for your Maui escape - the unrivaled beauty of Ka anapali Beach is just a few steps away at this highly acclaimed Hyatt Vacation Club property. The resorts sprawling grounds are home to everything needed to...
Kaanapali Perfect Retreat - Lovely 2BR Golf Course Condo, Easy Walk to Beach
Enjoy your dream getaway in the best of paradise in Maui, Hawaii, with this exquisite 1534 sqft ground-floor condo offering the ultimate in comfort and luxury. Designed to accommodate up to 6 guests comfortably, this home boasts two well-appointed bedrooms, each with...
Royal Sea Cliff Kona Ocean View 2 Bedroom
Ocean View 2 Bedroom 2 Bath- Condos located on 5th, 6th and 7th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed with private bathroom with...
Awesome Kihei Beach Suites
Aloha!Wonderful location right across from the beach, with a wall to sit and enjoy the sunset. Shopping and many fabulous dining spots right at the end of the property driveway. Don't miss Fred's Mexican Restaurant for the ever popular Taco Tuesday!! Yummy tacos and...
Well Equipped, Local Art, Private, Near Pool
Welcome to your peaceful Waikoloa retreat - the perfect base for relaxation, family time, & island adventure near beaches & shops!- Sleeps 5 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub, BBQ area & gym- Private lanai w/ outdoor dining- Full kitchen &...
Tower 2 Suite 1207 (1-Bedroom Condo) with Pool and Golf Course view
Mountain View Waikiki Condo With Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This condo has the perfect sleeping...
Tropical elegance meets everyday comfort in this peaceful Princeville retreat.
A serene North Shore escape made for connection, calm, and a splash of island magic. Hale Hóomaka is a thoughtfully designed 2BR/2BA ground-floor condo tucked into the lush Princeville community, perfect for couples seeking romance or small families chasing sun-soaked...
Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day
Tropical breeze or cool A/C? Your island base has it all.Your tropical hideaway (in a family-friendly neighborhood) is near it all. Walk to restaurants, shops, and the farmers' market. Chill with cool A/C or let the island air flow through the wide-open windows. You'll...
3 Bedroom Princeville Kauai Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This townhouse is situated in Princeville, less than 1 km from Princeville Golf Club Prince Course and 2.6 km from Makai Golf Course and 1.8 km from Sea Lodge Beach. The air-conditioned...