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.
Princeville Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting to assist you in letting all of life's worries slip away. From the high...
Hilton Kings' Land Resort > Big Island HI > New Year's Week > 1 Bedroom Sleeps 4
OVERVIEWEscape to this delightful resort retreat in Waikoloa, located 25 minutes up the coast from Kona International Airport (KOA) on the big island of Hawaii. With a cozy king bed and a convenient queen-sized sofa bed, this charming one-bedroom suite offers a relaxing...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, 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. Just one block from...
Amazing Sunsets Oceanfront View Condo – Kahana Reef 222
Escape to paradise with a stay at our exquisite one-bedroom oceanfront condominium in Hawaii. This idyllic short term rental property offers the perfect blend of luxury and tranquility, boasting stunning views of the neighboring islands of Lanai and Molokai right from...
A GEM in the Middle of the Pacific - Ocean View - Kaanapali
KAANAPALI - MAUI This Ocean View Maui Cottage with 2 beautiful swimming pools is a mere five minute walk from the local favorite "airport beach" (Kahekili Beach Park), featuring world-class snorkeling and miles of pristine white sand beach. There is a beachfront...
Charming Renovated Condo w/Loft & Golf Views near Ritz-Carlton Turtle Bay
Welcome to our beautifully renovated one-bedroom condo with a loft in the Kuilima West building complex! This unit is brand new on the rental market. This spacious retreat features high ceilings and stunning views of the golf course and new split AC units, offering a...
13th Fl Ilikai 2 BDRM Condo | King | AC | Marina View
Welcome to your corner retreat at the iconic Ilikai Hotel, where calming ocean views and a resort-style atmosphere set the stage for your perfect Waikīkī escape. This spacious end-unit is filled with natural light, offering sweeping views of the Pacific and a private,...
Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
This memorable Loft in Kailua is the perfect home base for your trip. With a cozy living room featuring 2 queen beds, 2 couches, dedicated workspace with desk and chair, full bath with tub, and full kitchen, this gorgeous property offers a peaceful retreat for guests....
Lahaina Shores 418 Studio Near Beach, Pool & Relaxing Hot Tub
Lahaina Shores 418 NEW LISTING Wake Up to Stunning Mountain Views at this West Maui Oceanfront Resort 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...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
Fabulous Kona oceanfront 6 bedrooms for 12!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!These incredible villas offers vacationers everything they want and need while on their Big Island retreat. We can offer you two of these villas in close proximity to each other for...
Ocean Point Hoakalei Country Club Beauty
This spacious unit won't last long. Located on the 11th hole of the prestigious Hoakalei Country, this particular unit's back yard showcases the golf course signature island style hole and has stunning evening sunset views. It is 1550sqft with spacious 3 Bedrooms, 3...
Soothing 1-bedroom cottage perfect for relaxing stays in Keaau.
Located in Keaau, enjoy what this 1-bedroom cottage has to offer. This adorable retreat features a cozy queen bed and a fabulous bathroom with a refreshing outdoor shower. Enjoy the above ground pool. The yard has an active apiary in the lower back part of the yard....
New Listing! - Hawaiian Style - 1bd
Kihei Kai Nani 250 is a charming 1-bedroom, 1-bathroom condo that accommodates up to 4 guests. Please note there are no elevators available. The bedroom features a king-sized bed and plenty of storage to unpack and relax. A queen sleeper sofa is provided in the living...
Luxurious 1-Bedroom Condo near Waikiki Beach!!!
Inside the Island Colony in Waikiki, the most popular and hottest vacation accommodations on the island!You are just a block away from famous International Marketplace restaurants, shopping centers and transportation are all near you!We are 5-10 minutes away from the...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location...
NEW! KBM Resorts: Kapalua Ridge Villas KRV-2314 Sweeping Ocean, Golf/Mountain Views, w/Rental Car
** 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...
Kahala 633 – Ocean-View 1BR Near the Beach
Summary:Top-floor 1-bedroom condo with ocean views overlooking Brennecke’s Beach and the Poipu Kai greenbelt. Features vaulted ceilings, private lanai, portable A/C in the bedroom, full kitchen, washer/dryer, beach gear, and access to Poipu Kai pools, tennis courts, and...
Lahaina Shores 523 Direct Beachfront Studio with Stunning View
Lahaina Shores 523 NEW LISTING Remodeled Oceanfront Studio Wake Up to the Sights and Sounds of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suite | 2 Units, 2 Bedrooms | KBV ML-1966
** 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...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...
Ridge Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Pets Allowed
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave , Honolulu, HI, 96815 - MARINE SURF WAIKIKI ( condominium...
Comfortable condo in oceanfront complex, private lanai, shared pool & BBQ, WIFI
Mahina Surf 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Mahina Surf, your ideal getaway located on the stunning leeward shore of Maui. This oceanfront condo is...
Just steps from world-class surf, golden beaches, and stunning sunsets.
Your North Shore escape begins the moment you step into this beautifully appointed detached private 1-bedroom studio on Ke Nui Road — just steps from world-famous surf breaks, golden beaches, and stunning sunsets. Inside, you’ll enjoy a luxurious king bed, a cozy living...
🏄🏻🌊 🏝️Maui is Calling - Kihei condo Across the Kamaole 2 Beach
Welcome to Your Tropical Retreat at Kihei Kai NaniEscape to paradise and experience the beauty of Maui from the comfort of our charming 1-bedroom, 1-bathroom unit at Kihei Kai Nani. With a convenient location, comfortable accommodations, and all the amenities you need,...
Mauna Loa Village#55: 3 bedroom incredibly spacious townhouse in Keauhou
Mauna Loa Village Luxury Retreat – Unit #55Welcome to your island escape at Mauna Loa Village, a spectacular 3-bedroom, 2.5-bathroom townhouse perfectly situated in the heart of the prestigious Keauhou Resort area. This beautifully upgraded, fully furnished retreat...
Highly Upgraded West Maui Condo! WiFi, Modern Kitchen, Lanai–Kamaole Sands 9304
Slip into the island life in this air-conditioned 818sf suite with full kitchen for the convenience of preparing your own meals. Enjoy Maui wine and beers from your private lanai. Amenities include WiFi, flat screens, ceiling fans and washer/dryer. Sleeps 4 in 1 Queen...
Urban Oasis: A Sleek Waikiki Getaway
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking park view. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across the...
romantic condo w/hot tub and salt water pool-5 min from the beach
experience our incredible kitchen with all up to date amenities whiles cooking you get to experience a 1M dollar Vieu right from your window, a 5 min walk to Waikiki best restaurant and bars. after a long day come relax in our hot tub and rejuvenate.
Chic North Shore studio just past Sunset Beach
Super clean, updated studio 2 houses down & across the street from beach walkway to an uncrowded beach at the northern tip of the 7 mile miracle.The Studio has a queen bed, large closet, full bath, stocked kitchen and lots of countertop space set up so you can keep part...
Family friendly condo w/ private lanai, shared hot tub & pool - close to beach
Kahala 914Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Kahala at Poipu Kai resort, your perfect getaway in beautiful Koloa, HI! This charming condo offers a blend...
TCP-1136 | Seagrove Ohana House Ko Olina
Aloha and welcome to the Seagrove Ohana House in Ko Olina! A beautiful 1715 square foot private two-story resort villa with two large wrap-around lanais, 3 spacious bedrooms, 3 full baths, full size washer & dryer, 1-car garage space, and den/office.This fully furnished...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Beautiful Remodel | 2 Units, 4 Bedrooms | KGV ML-1125
** 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...
7th Fl Ilikai 2BR Condo | King Bed | Pool | City View
Welcome to your corner end-unit at the iconic Ilikai Hotel, where vibrant city views meet the best of Waikīkī living. From your suite, take in sparkling skyline views while enjoying the comfort and privacy of a resort-style retreat.Step outside and you’re immersed in...
Kiahuna Plantation Resort 303 Garden View 1 BD
Steps from the golden sands of Kauai’s most famous beach, this condo combines cottage charm with modern comfort. Ideal for up to four guests, it’s a serene island hideaway with expansive garden views from a spacious lanai including the Moir Gardens below. Unit 303...
Waipouli Beach A107 Grand Premier Beachfront 2B/3B
Indulge in island luxury with this deluxe two-bedroom condo set right on the beachfront. With stunning panoramic views and a beautifully appointed interior, it offers an elevated retreat just steps from Kauai’s shoreline.Unit A107 Grand Premier Beachfront 2 Bedroom 3...
Paniolo 204A Condo Princeville Beach Rental: In the heart of Princeville.
Welcome to Paniolo 204A, your peaceful home base in beautiful Princeville on Kauaʻi’s stunning North Shore. Kauai—“The Garden Isle”—is famous for its lush landscapes, dramatic cliffs, endless beaches, and slow island rhythm. This thoughtfully furnished condo offers the...
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
The Bird of Paradise Bungalow has a king sized bed in the beachfront bedroom. The garden side bedroom has a queen size bed. The living room has two sofas and a dining table. The large outside deck is partially covered with two Bali Day Sofa Beds and tables and chairs...
Luxury Comfort in Waikiki-1 BR Steps From The Beach
Lanai Access update(Jan27-Feb 13,2026) The building is scheduled for exterior painting and inspection during these dates. As a result, lanai access will be restricted from usage. The rest of the condo is fully accessible, and we've discounted the price accordingly for...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Lanai | 2 Units, 3 Bedrooms | HK ML-1241
** 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...
Beautifully upgraded 1bd condo with ocean views
Papakea H301 is a 1-bedroom, 1-bathroom condo that comfortably sleeps 4 guests. It features ocean views, a window AC unit, luxurious master bedroom and bathroom, and a beautifully remodeled kitchen! The main living area is the perfect spot to relax after a day in the...
Spacious 3-bedroom apartment with FUll resort access ko olina resort
This Kapolei apartment boasts 3 welcoming bedrooms, including 2 king beds, a twin bed, and a sofa bed in the living room. Discover this 3 bedroom Luxury Marriott’s Ko Olina Beach Club, Oahu, Hawaii - DM ME TO CHECK 02 and 01 BEDROOM VILLA & STUDIO UNIT AS WELL.3 Bedroom...
Aqua Aloha Surf Waikiki 201 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 201 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Aqua Aloha Surf Waikiki 307 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #307 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 224 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Amazing view in the beautiful Luana Waikiki!
Enjoy a spacious 350 sq ft studio that can sleep 4. The view from the room and of course Lanai is expansive and unobstructed! Coffee in the morning or beverage of choice at sunset is sure to be a very relaxing and enjoyable experience. It's the heart of Waikiki and...
CLA - 2 Bed/and Private Bath w/Kitchenette in Kakaako Area w/Lanai
***Prospective Guests/Tenants - please be advised we're only accepting booking requests/responding to messages from verified travelers who have been reviewed and with at least 90 day VRBO/HomeAway membership ONLY** Aloha and Mahalo!Between downtown Honolulu and Waikiki...
Live Local Waikiki 2 Bed Condo - New Listing Special
Live like a local in Waikiki. This delightful condo on a tree-lined street overlooks the mountains and Ala Wai. With 2 bedrooms and 2 baths, it has all the amenities you need, including in-unit laundry, a Toto bidet, a dedicated workspace, and ample lanai for outdoor...
Kapalua Bay Villas Gold Oceanfront 1 Bedroom
Bay Villas Gold Oceanfront 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed- Queen sofa bed in living area- 1200-1500 sqft/111-139 sqm-...
Kaanapali Alii | 463
Ka'anapali Alii 4631 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 463! This beautiful one-bedroom mountain view condo features stunning panoramic views of the green West Maui Mountains from the largest...