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.
HUGE 1,400 square foot property - 2 spacious bedrooms, 2 bathrooms, living room, dining area, kitchen, washer/dryer, central air conditioning, 300 sq. ft. lanai (the size of a NYC apartment!), one of the most spectacular and expansive views in all of Hawaii - Diamond...
Discover Tropical Fun and Family Adventure at Kings’ Land by HGV-2 Bedroom
Looking for the ultimate family getaway in paradise? Kings’ Land by Hilton Grand Vacations offers the perfect blend of relaxation, adventure, and luxury on Hawaii’s stunning Big Island. Whether you're exploring volcanic landscapes, snorkeling in crystal-clear waters, or...
Aqua Aloha Surf Waikiki 813 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 813 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Lahaina Shores 512 Getaway Studio by the Beach Pool Hot Tub
Lahaina Shores 512 Relax in this Remodeled Studio at the Beach with Majestic West Maui Mountain Views! 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...
Kamaole Sands - Deep Lanai with Inner Courtyard and Ocean Views!
Discover paradise in this stunning condo at Kamaole Sands, Building 10, with some of the best ocean, fountain, and garden views in the complex. Relax on the spacious private lanai with a tropical ceiling fan, perfect for savoring Maui's breathtaking sunsets.The modern...
Kaanapali Maui Eldorado J204 Garden View 1 BD
Tucked away on peaceful Kaanapali golf course, this one-bedroom condo features lush garden views and easy beach access. With a comfortable bed and well-equipped kitchen, it offers a relaxing stay for couples or small families looking to enjoy island life. Unit J204...
2-bedroom house in stunning Discovery Harbour perfect for a relaxing getaway.
Your Naalehu adventure begins at this 2-bedroom house. Inside, guests find one king bed and one queen bed, perfect for a restful night. The bathroom features a refreshing shower to start your day right. An adorable living room offers two sofa beds, providing extra space...
Kaanapali Maui Eldorado Partial Ocean 1 Bedroom
Take in partial ocean views from this one-bedroom Maui retreat set on Kaanapali golf course. Just a short walk from the beach, it offers a full kitchen, comfortable living space, and a private lanai—perfect for soaking in the breeze after a day of exploring. Partial...
Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II Beach Park. The open kitchen features a breakfast bar, refrigerator, dishwasher, stovetop, oven, microwave and coffeemaker. Also enjoy a washer/dryer,...
Aqua Aloha Surf Waikiki 713 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 713 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Sheraton Kaua‘i Resort Villas | Two-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
Breathtaking Oceanfront Escape Unforgettable Views
Island Sands 511:*This is a NEW listing and it's gorgeous! Professional Imaging Coming Soon!Welcome to our Maui sanctuary, where refined comfort meets the beauty of the ocean. We are delighted to share this thoughtfully curated retreat with you and hope it becomes a...
3-bedroom house in fabulous Honolulu with cool AC, beautiful view of skyline.
Located in Honolulu, this terrific house offers a comfortable retreat for guests. With three bedrooms featuring one queen bed and two full beds, there’s plenty of space for everyone to relax. Two bathrooms with refreshing showers add convenience to your stay. The cool...
Cozy 1-bedroom condo in Beautiful Waikiki with WiFi, AC, 2 blocks from the Beach
Desirable corner unit in secure gated complex, his Honolulu condo boasts 1 inviting bedroom. The living room features 1 futon and 2 twin air mattress beds, perfect for a small group of guests. Enjoy the lovely decor and modern amenities like WiFi and AC. Book now and...
Royal Kahana Maui 807 Ocean View 1 Bedroom
Experience Maui’s beauty from this inviting one-bedroom with panoramic ocean views, just minutes from beaches. Ideal for friends, couples, or adventure seekers. Unit 807 Ocean View 1 Bedroom 1 Bath• 8th floor condo with panoramic views of the ocean and the island of...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
Summary:Two ground-floor oceanfront condos rented together, offering side-by-side living just feet from the water. Enjoy panoramic ocean views from both lanais, split-system A/C throughout, and space for families or groups traveling together. Walk to Poipu and...
Kiahuna Plantation Resort 192 Oceanfront 1 Bedroom
This oceanfront one-bedroom condo places you just steps from the sand, with sweeping views of Kauai’s most famous beach. A cozy retreat for up to four guests, it blends comfort with a front-row seat to paradise. Unit 192 Oceanfront 1 Bedroom 1 Bath• Fully equipped...
New | Intro Pricing | Steps to Beach | KBC C109
Enjoy the perfect Maui getaway at this ocean-view condo, located directly across from Kamaole Beach Park I—one of South Maui’s most beloved beaches for swimming, snorkeling, and relaxing in the sun.This two-bedroom, two-bathroom condo is comfortably furnished in a...
3BR Paradise with Direct Ocean Views – Westin Nanea Villas
Indulge in sweeping ocean views with this exceptional three-bedroom, three-bathroom oceanfront villa at Westin Nanea Ocean Villas, perched upon the pristine North Beach of Ka‘anapali. Boasting approximately 1,760 sq ft of indoor living space, this villa is designed to...
The Westin Kaanapali Ocean Villas Resort & Spa!
Beautifully appointed studio, one-bedroom and two-bedroom villas feature fully furnished kitchens, signature Heavenly Beds, Heavenly Baths with a separate whirlpool bath and shower, inu2013room washer and dryer, and everything you need to cast your cares away. Luxury...
KBM Resorts | FREE CAR | Honua Kai Konea | Spacious 2-Bedroom Condo & Perfect for Families! HKK-820
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
WAIKIKI BEACH CONDO * 5 STAR Location, use of Owners Lounge, STUDIO *Sleeps 4
THIS IS A TIMESHARE RENTAL….please sent request before booking so l can verify with reservations on availability.SLEEPS up to4Imperial Hawaii Vacation Club boasts a location close to Waikiki's famed beaches and is packed with all the first-rate amenities you'd expect...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television• Wi-Fi Internet Access•...
WB25 Panoramic Ocean & Diamond Head View W/ Free Parking
Welcome to your 25th-floor retreat at the Waikiki Banyan! This newly renovated condo boasts breath-taking panoramic views of Diamond Head and the Pacific Ocean. Perfect for a romantic escape, family vacation, or work-from-paradise stay, it features a fully equipped...
Marriott Waiohai Beach Club 2 bdrm 2 bath villa with full kitchen on Poipu Beach
2 Bedroom/Baths Villa @ Marriott's Waiohai Beach Club for Oct 25 - Nov 08 (14 days) Located in Poipu, this marvelous resort has direct beach access with great snorkeling and surfing as well as several pools. Villas sleep 8 with 2 king bedrooms, 2 bathrooms and 2 sofa...
*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!
This updated and spacious 3rd-floor condo offers amazing views overlooking the ocean and tropical courtyard with a heated community swimming pool giving a lovely ambiance of light at night. Decorated with Aloha spirit, this unit features a fully equipped kitchen and...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
Oceanfront studio in Honolulu for a relaxing getaway with terrific views.
This memorable studio is the perfect home base for your trip to Honolulu. The cozy living room features a double murphy bed, providing a welcoming space for guests to relax after a day of exploring. the lanai has a twin daybed - perfect for a 3rd guest. The bathroom is...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Grand Suite | 4 Units, 10 Bedrooms | HK ML-1109
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beach Escape Near Mama’s Fish House – Perfect for Surfers & Windsurfers
Discover your ideal Maui retreat just moments from the world-renowned Mama’s Fish House. This inviting one-bedroom condo has a queen size comfy mattress along with a comfy sleeper sofa—sleeps up to 4 guests and puts you right in the heart of Maui’s legendary North...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Newly remodeled 2 bd/2ba Kaka'ako condo on 25th floor with city/ocean views
Lovely comfortable condo in Kaka'ako. 2 bedroom/2 bath, high-rise condo with everything, including lanai. Leather couch with very comfortable pullout sofa bed, This condo was recently remodeled w/ all new appliances and furniture. Beautiful ocean/city views. Perfect...
NEW Listing! Walk to Waikiki Beach, fully furnished, parking included!
Enjoy cool island trade breezes in a conveniently located Waikiki apartment. Views of the harbor and gorgeous blue ocean, just Minutes to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Dedicated Parking included in the price, Pool, BBQ,...
Serene Garden View w/Lanai, WiFi, and Cable-#H208
Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain. The bedroom has...
Pet Friendly Townhome--Fully fenced private yard
Newly renovated townhome. Centrally Located outside of Honolulu.This townhome has everything you need to relax with friends or family. Enjoy a fully equipped kitchen, washer/dryer, work station, TVs, High Speed Internet, Private outdoor area with Grill, and 2 car garage...
NEW Trendy Surf & Stay Getaway Princeville
Welcome to your private slice of paradise on Kauai’s North Shore. This newly renovated, high-end getaway blends sleek modern design with island charm in the heart of Princeville.This unit has all of the best amenities that a private home can offer with thoughtful...
Aqua Aloha Surf Waikiki 219 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #219 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 218 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Waikiki 2 Bedroom - 2 Bath, washer/dryer in unit, full kitchen, free parking
PROPERTY OVERVIEW2-bedroom, 2-bathroom condo with fully equipped kitchen, in-unit washer/dryer, and a free assigned parking space. A second parking space is available upon request. Sliding doors allow natural trade winds to flow through the unit. High-floor location...
Aloha Heights: Luxury 1-Bedroom Condo with Pool, Gym & Ocean Views
This home is available as a long-term rental (LTR), with a minimum stay of 30 days—perfect for extended stays, relocations, or monthly leases.Welcome to Aloha Heights by AvantStay — your modern Honolulu sanctuary in the sky. Set on the top floor of a stylish high-rise,...
The Islands at Mauna Lani Q3 offers a privileged location just across from the waterfall pool and entertainment center reserved exclusively for guests of The Islands at Mauna Lani. This beautiful two-bedroom two and a half bathroom condo sleeps up to six and is perfect...
EC15 Chic Downtown Honolulu Retreat – Free Parking
Experience Honolulu in style from our 15th-floor one-bedroom suite! Sleep soundly on a King bed or cozy up on the sofa bed, perfect for 4. Free WiFi and cable for endless entertainment. Walk to Walmart, Ross, and 7-Eleven. Dine at top spots nearby. Unwind in the large...
2BR Ocean View Baby Beach Cottage
Why Guests Love Hale KoleaDesigned with couples, newlyweds, and anniversary getaways in mind, this intimate cottage provides the perfect setting to relax, reconnect, and savor island life. Wake to the sound of the ocean, linger over slow mornings at Baby Beach, and wade...
Aloha Condos, Islander on the Beach, Condo 216, Ocean View, AC
We invite you to enjoy the many wonders that Kauai has to offer. Stay in our centrally located Kaua'i Vacation Rental. Experience “No Ka Oi” (The Best) place on the planet.• Beachfront Location• Adjacent to Coconut Marketplace• Nicely Appointed Hotel Rooms• Beachfront...
Aqua Aloha Surf Waikiki 303 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 303 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Well Appointed | 3 Units, 4 Bedrooms | HK ML-1356
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Soak in Dazzling Pacific/Sunset Views, WiFi, Full Kitchen – Waikīkī Shore #PH09
Welcome to the perfect beach getaway! This deluxe one-bedroom one-bathroom ocean view suite is designed for the casual beachgoer who loves modern touches and amenities. The suite is furnished with light wicker, koa wood statues, Hawaiian paddled ceiling fans. The...
Summary:Newly built 1bd 1ba duplex. This charming unit offers all the essentials, including a convenient washer & dryer, making your adventure hassle-free.Prime location—just minutes away from popular attractions! Explore the famous Waikiki Beach or indulge in shopping...
Relaxed Island Living - Royal Kahili B204
Welcome to Royal Kahili B204, a beautifully updated 2-bedroom, 2-bath condo that blends contemporary style with relaxed island living. Nestled in a lush, well-maintained complex, this residence offers comfort, convenience, and a touch of luxury — all just minutes from...