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.
"Kona Nook", Enjoy a Relaxing Cozy Retreat.
Kailua-Kona is waiting for you at this lovely 1-bedroom apartment. With heating, AC, and a hair dryer provided, guests can relax and unwind in this welcoming space. A great place to call homebase while you're away, we hope you enjoy your stay.The "Kona Nook" is a...
Cliffside Comfort – Studio Premium Villa on Kaua‘i’s North Shore
Perched atop Kaua‘i’s stunning North Shore cliffs, the Studio Premium Villa at The Westin Princeville Ocean Resort Villas offers a relaxing retreat that blends resort amenities with the comforts of home. Measuring about 510 square feet, this villa accommodates up to...
Waipouli Beach Resort Town View 2 BD 3 BA
Perfect for a family of 4 to enjoy everything Kauai has to offer. This 2 bedroom, 3 bath includes a fully equipped kitchen, spacious living area and an extra bathroom for added convenience.Town View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Maui Resort Rentals: Marriott's Maui Ocean Club 1BR Mountain/Garden View Villa
Freshly Renovated 1 Bedroom Mountain/Garden View Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited, make the most of your vacation time with an out of this world experience. Why pay for a small hotel room when...
Ocean View Bliss: 1-Bedroom Premium Villa at Westin Ka’anapali Ocean Resort
Indulge in the ultimate Hawaiian escape with a 1-Bedroom Premium Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking Pacific vistas meet unmatched luxury and family-friendly fun. Nestled along the pristine sands of Ka’anapali Beach, this villa...
Princeville "The Cliffs" Condo - fully loaded, great relaxing getaway! Paradise!
Aloha! Do you love paradise? We do! Welcome to the Garden Isle! My family and I love love Kauai and you will too! Frugal or all-in budget, there is something for everyone! Nestled on a secluded bluff overlooking the Majestic North Shore of Kauai, the Pacific Ocean...
Kaanapali Alii Unit 471
Kaanapali Alii 4712 Bedroom | 2 Bathrooms | Sleeps 5 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 471, a beautifully appointed one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. Light...
Beautiful & Convenient 1 Bedroom/living Room With Free Parking!!
Aloha and Welcome! Our serene and peaceful place is within walking distance to: Hawaii Convention Center and Ala Moana Shopping Center/Ala Moana Beach Park (5 min) Restaurants and Dining (5 min to Waikiki), and Waikiki (10 min). Convenient Bus Lines (Downtown, Waikiki,...
Serene Oceanfront Escape for Maui Adventure, Outdoor Pool, Pet-friendly!
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 272 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Mahana | 3 Free Rental Cars | KBM Resorts | Oceanfront 2-bedroom Villa At Mahana Resort | 3 Units, 6 Bedrooms | ML-1195
** 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...
9th Fl Island Colony Studio | Balcony | Pool
🌴 Charming Waikīkī Studio w/ Pool View | Island ColonyAloha and welcome! Enjoy this charming studio overlooking the recreation deck and pool at Island Colony — perfect for couples or solo travelers looking for comfort, convenience, and value in the heart of Waikīkī.Just...
NEW KBM Resorts | FREE CAR | Kaanapali Shores | 6th Floor Ocean View Suite | Steps to Pool and Beach | KS-616
** 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...
Oceanfront Condo w/ Big Views & Modern Designer Style
The Space:Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen with a shared pool and BBQ area. Fall asleep to the waves crashing in the comfy...
Endless & Elegant Vistas
Summary:Completely remodeled studio, oceanfront condo with unobstructed ocean views!Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are provided to enjoy your day at the beach! We strive to achieve a...
3bedrooms&1bathroomconvenient Location, Near Freeway, Shopping center
It has a very convenient location,with 5 minutes walking distance to Bernice Pauahi Bishop Museum and 9 minutes walk to the nearest shopping center .It takes 3 minutes walks to the nearest bus station.It's only 10 minutes drive to the Honolulu International airport!!...
3 Bed Sleep 8 Princeville Golf and Ocean View Home
Hokulani Villa – Luxury Living in the Heart of Princeville Managed by Kauai Exclusive Management Discover the essence of island luxury at Hokulani Villa, a private retreat in the prestigious Princeville resort community on Kaua‘i’s North Shore. Nestled along the lush...
NEW! Sweet&Cozy 9thFl 1-BR king Bed
Welcome to this charming and inviting unit on the 9th floor, designed for ultimate contemporary island style. The stunning views from this elevated position create a sense of tranquility that you'll adore every day. Step inside and experience a space carefully crafted...
Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking
Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps...
Hanapepe House: Newly Renovated Home w/ Private Pool, A/C & Amazing Ocean Views!
Set along O‘ahu’s dramatic Portlock coastline, Hanapepe House by Gather is a rare 4-bedroom, 4.5-bath oceanfront retreat offering unobstructed views of Maunalua Bay, Koko Head, and Diamond Head. With 4,274 sq. ft. of interior living space, a private pool, wraparound...
Aloha Escape-Oceanview-Newly Updated
Unwind in Koloa at this delightful condo. This cozy space features 1 bedroom with a comfortable king bed, a living room with a sofa bed, pack n play, and twin blow up mattress, and bathroom. Newly updated with a beautiful modern coastal design with an old surf touch....
Blue Paradise- Waikiki
Nestled in Honolulu, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach. International Market Place is just steps away while Royal...
Kona Palms on Alii Drive in Kailua-Kona, HI
Step into a revitalized world of contemporary elegance at our newly refreshed space. Every inch has been transformed, featuring fresh paint, modern flooring, chic furniture, and sumptuous towels. This sanctuary of serenity offers the perfect escape, enveloped in the...
Maui 3BR Villa at WorldMark Kihei – Full Kitchen, Balcony & Near Beach Access
Escape to Maui with friends or family in this spacious three-bedroom, two-bath villa at WorldMark Kihei on South Maui’s sunny coastline. Ideal for groups of up to eight, the layout typically includes a master bedroom with a king bed and en-suite bath, a second bedroom...
Aloha Surf 1209 Vacation Comfortably in a Private King Suite
Discover the Perfect Blend of Comfort and Value at Aloha Surf 1209Step into your Hawaiian escape at Aloha Surf 1209, where great value meets a cozy and convenient stay. Escape to the tropical paradise of Honolulu and experience the ultimate vacation comfort in our...
The Lodge at Kukui‘ula - Bungalow 5
Experience the ultimate Hawaiian getaway at Lodge at Kukui'ula Bungalow 5, a luxurious one-bedroom retreat nestled within the stunning Kukui'ula community on Kaua'i's south shore. This beautifully designed bungalow offers an intimate escape, perfect for couples or solo...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Large Master Suite | 3 Units, 4 Bedrooms | ML-1534
** 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...
Aqua Aloha Surf Waikiki 1407 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1407 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen + (1) Queen sofa sleeper, Sleeps 4, 315 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are...
Maui Sunset B319: Ocean view 2BR condo in North Kihei, perfect for families.
Hawaii Tax ID: TA-133-272-9344-01TMK: 390010020175Welcome to Maui Sunset B319, a stunning oceanfront retreat located in the heart of North Kihei. This freshly remodeled condo offers breathtaking ocean views and a serene ambiance, perfect for a relaxing getaway. With two...
Kapalua Bay Villas | 4 FREE Rental Cars | KBM Resorts | Large Master Suite | 4 Units, 6 Bedrooms | ML-2047
** 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...
This apartment is a 1 bedroom(s), 1 bathrooms, located in Honolulu, HI.
03/11/25: BUILDING NOTICE: Please be advise the building working on elevators, there will be 3 working elevators for each tower. This will result in longer wait times at certain times of the day. Guest accessEasy contact free self check-in and checkout process as the...
Royal Kahana Maui 1110 Oceanfront 2 Bedroom 2 Bath
Relax and unwind in this spacious oceanfront two-bedroom, offering stunning panoramic views and direct beach access. Perfect for families or friends wanting a comfortable and scenic getaway. Unit 1110 Oceanfront 2 Bedroom 2 Bath• 11h floor condo with large wraparound...
14th Fl Ilikai Condo | Pool | AC
🌺 Spacious Waikīkī Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this large, open studio located just steps from Waikīkī Beach and the Hilton Hawaiian Village. With all the comforts of home—plus a spacious balcony and full...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 3 Bedrooms | ML-1541
** 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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Premium Beachfront Ocean Club Resort+Amenities. 3BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! 🌴 Our Spectacular Maui Adventure at the Maui Ocean Club Resort! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays, short stays or custom dates. All reservations require a Saturday-Saturday ONLY.Stays that...
Honua Kai Hokulani | 3 FREE Rental Cars | KBM Resorts | Ocean Front | 3 Units, 8 Bedrooms | ML-2594
** 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...
Custom star shaped 4-bedroom 4 bath home on 9th hole with mountain views
Enjoy the very best of the North Shore at this luxury private retreat in Princeville! Located on a cul-de-sac in the exclusive quiet Princeville community with stunning views of the Makai Golf Course and Bali Hai Mountains! Overlooking the 9th hole and just a short walk...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
Kaanapali Maui Eldorado Garden View Studio
Tucked within a quiet golf course community, this bright Maui studio offers garden views and easy beach access. A perfect hideaway for two, it includes a cozy interior, a private lanai, and everything you need for a carefree island stay. Garden View Studio • Studio...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Gorgeous Mountain View 5th Floor Unit At Honua Kai | 2 Units, 3 Bedrooms | ML-1817
** 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...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
Tranquil Beach Escape w/ Onsite Yoga, Pool & Bike
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Updated 1-bedroom condo in Waikiki with AC and parking
This 1-bedroom condo is perfect for your escape to Honolulu. The brilliant bedroom features a comfortable king bed, ensuring a soothing night's sleep for guests. The pleasant bathroom includes a relaxing bathtub for unwinding after a day of exploring. With AC to keep...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Extra-large Corner Suite | 2 Units, 4 Bedrooms | ML-1916
** 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...
Charming island decor with an enticing atmosphere
This charming 1-bedroom, 1-bathroom condo is designed for a comfortable stay with a 2-person occupancy. Nestled on the 2nd floor, this oceanfront unit boasts modern Hawaiian decor that infuses a touch of island elegance into your experience. Please note this resort does...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | ML-1331
** 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...
Impressive Wailea Point 2 Bedroom+Loft/2 Bath Oceanview Condominium
Yes, you can rent a vacation home at Wailea Point! A premier hospitality destination nestled between the Four Seasons Wailea Resort and the Fairmont Kealani Wailea, featuring an optimal location near beaches, golf, restaurants and entertainment. Each of our privately...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Experience island luxury and sweeping Pacific views at Ko Olina Beach Villas O906, a ninth-floor sanctuary in Ko Olina’s exclusive Ocean Tower. This 2-bedroom, 2-bath villa offers front-row lagoon views, modern comforts, and the tranquility of one of O‘ahu’s most...
New Listing! Treetop Getaway with Athletic Club
Paradise Awaits with Exclusive Beach Club Access - Kiahuna PlantationWake up to tropical breezes and treetop living at this peaceful 3rd-floor retreat, featuring a private lanai with lush garden views, all just a short stroll to Kiahuna Beach.Your Poipu Escape Includes:...
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
Kaanapali Alii Unit 491
Kaanapali Alii 4912 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 491, a stunning one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence...