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.
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Well Appointed | 3 Units, 4 Bedrooms | 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...
Aqua Aloha Surf Waikiki 706 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 706 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 361 Sq. Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
Newly renovated, Steps to the Shore - 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...
BEACH SIDE Condo w/POOL at Lawai Beach Resort!
Summary:Welcome to our spacious 1-bedroom residence boasting a tranquil garden, a refreshing pool, and picturesque lanais offering partial views of the mesmerizing ocean.The Space:The bedroom is equipped with a luxurious king-size bed, ensuring a comfortable and restful...
New Listing: Stunning ocean views, epic sunsets, lush golf greens, 2 bd, 2 baths
Make this condo your home away from home in beautiful Kailua-Kona. Designed for comfort and relaxation, this inviting retreat offers two serene bedrooms—one with a king bed and one with a queen—plus a tranquil living area with a comfortable sofa bed for additional...
Cozy 1-bedroom apartment in lovely downtown Hilo, pet friendly
Located in in easy walking distance to all of Hilo's amenities, this enchanting apartment provides convenient access to anything you might need: restaurants, a gym, stores, and parks are all within a 5-15 minute walk, and the beach is only a little further. It features...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Experience a memorable and charming island getaway in Honolulu!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1248 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Waikiki View 2 Doubles, 3 Units, OUTRIGGER Waikiki Beachcomber Hotel
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Marriott Maui Ocean Club | Two 2BR/2BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
HAWAIIAN OVERLANDERS 4WD FJ CAMPER!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...
Aqua Aloha Surf Waikiki 1009 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1009 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 365 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Aqua Aloha Surf Waikiki 900 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 900 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
2-bedroom resort in gorgeous Koloa with fitness room, AC
Your home away from home in Koloa with 2 lovely bedrooms featuring 1 king bed and 1 queen bed. This phenomenal resort offers a fitness room, AC, and more for your convenience. Enjoy the amazing bathtub and hair dryer in the 2 bathrooms. Make your holiday one for the...
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate dining...
Lodge at Kukui'ula Villa 5 - 4 Bedroom Villa - Platinum
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
The Islands at Mauna Lani F3
Welcome to your ideal family getaway at The Islands at Mauna Lani F3! This charming vacation rental townhome offers the perfect blend of comfort, tranquility, and breathtaking golf course views.Step inside and be greeted by a spacious and beautifully appointed living...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
Tucked away in lush tropical gardens, this one-bedroom cottage-style condo offers peaceful surroundings just minutes from Kauai’s most famous beach. A cozy and convenient escape for island lovers. Unit 150 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Paradise MicroLoft
Relax and enjoy this paradise microloft on the western slope of Mauna Kea, Hawaii's oldest dormant volcano. Located just 15 minutes from the island's best white sand beaches, renowned resorts and golf courses.The Microloft is similar to a tiny home with lush...
Kaanapali Alii Residence 173
Kaanapali Alii Unit 1732 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 173, a stunning oceanfront condo in Maui’s premier Kaanapali Alii Resort. This beautiful residence offers sweeping views of the...
Kaanapali Shores 211 1BD Partial Oceanview Retreat Steps from the Pool with AC & Lanai
Kaanapali Shores 211 Escape to this 1 Bedroom North Kaanapali Retreat with Partial Oceanview Just Steps from the Pool Welcome to your Maui Retreat: This one-bedroom, one-bathroom condo offers a perfect retreat for those seeking an authentic Hawaiian vacation in an...
Private Pool, 2 Min to Beach, Ocean View, HI12
Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...
Kon Tiki 234 Renovated King Studio
Welcome to Kon Tiki 234 - Your Renovated Studio Oasis in the Heart of WaikikiDiscover the essence of Waikiki living at Kon Tiki 234, a newly renovated studio nestled in the heart of 1950s Waikiki at 235 Liliuokalani Ave #234, Honolulu, HI 96815. This charming studio,...
Great Location In Waikiki, City Views! Close to Beach!
Located within the Ilikai Marina, this condo is located on the 8th floor. The warmly styled and comfortable condominiums of Ilikai Marina is the perfect place for an unforgettable family vacation, where you can spend more time together not in separate hotel rooms. A...
Royal Kahana Maui 601 Partial Ocean View 2 Bedroom
This charming two-bedroom unit offers partial ocean vistas and a cozy atmosphere just minutes from the beach. Great for families, couples, or friends wanting a serene Maui getaway. Unit 601 Partial Ocean View 2 Bedroom 2 Bath• 6h floor condo with partial ocean views •...
Waikiki 2 Bedroom Condo
2 bedroom, 1 bath, with a beautiful canal and city view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 10th floor unit. Short stroll to beach, dining, and shopping. Located at the gateway to Waikiki, easy access to Waikiki beach, Ala Moana Shopping Center,...
The Westin Nanea Ocean Villas – Ocean Front, Full Kitchen, Lanai, Sleeps 8
Plan your Maui getaway at The Westin Nanea, one of Kā‘anapali Beach’s premier resorts. This 3-bedroom villa sleeps up to 8 guests and features three king beds, a sofa bed, two full bathrooms, and a fully equipped kitchen. Relax on your private lanai with ocean or garden...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
Watch waves crash against the lava rock shoreline from this ocean-view one-bedroom condo near Kailua-Kona. Offering cozy living space and stunning views, it’s an unforgettable Big Island escape. Unit 202 Ocean View 1 Bedroom 1 Bath• 2nd floor condo located on southwest...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the Waikiki...
Bali Hai Villas - 2 Bedroom Deluxe
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian adventures.NOTE:...
Gorgeous Ocean Front 1 Bed/2Ba Ground floor 109
Lahaina Shores Unit 109 – Oceanfront Ground Floor Retreat in Historic Lahaina Welcome to Lahaina Shores 109, a stunning ground floor oceanfront studio offering the ultimate blend of comfort, convenience, and coastal luxury. Located in the heart of historic Lahaina town,...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
Princeville Ocean View Resort 2BR Condo. Private path to walk to the beach!
Enjoy New Year's week in Princeville. Best price per night is staying all 7 nights each week Saturday to Saturday. If you are looking to stay at a place in that offers amazing views of the ocean and mountains, has less than a 8 minute walk on a private resort path to...
1 Bedroom Suite-Marriotts-Ko Olina
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Honua Kai Hokulani 304 Ocean View 3 Bed 3 Bath
Hokulani 304 Ocean View 3 Bedroom 3 Bath- A modern oasis with gorgeous ocean views in a tranquil and quiet location- Spacious lanai (balcony) with outdoor dining for eight (8), lounge chairs, and glass railings for optimal views- Oversized accordion glass doors fully...
koolkondo 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
Aqua Aloha Surf Waikiki 803 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 803 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 363 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Kulanakauhale 7 – Deluxe Ocean View | Onsite Staff & Daily Housekeeping
This recently updated luxury residence features modern island décor and sweeping coastline and Maui views. Four bedroom suites accommodate up to 8 guests plus a bonus media room, infinity pool and hot tub with private courtyard. Located in the Kulanakauhale neigborhood,...
Princeville 1 + Loft at The Cliffs - Sleeps 6!
Aloha and welcome to your serene slice of paradise at The Cliffs Resort in breathtaking Princeville! This spacious 1-bedroom + loft, 2-bathroom condo offers the perfect blend of comfort, convenience, and island charm—ideal for couples, families, or small groups seeking...
Kaanapali Alii Residence 473
Ka'anapali Alii 4631 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 473, a beautifully appointed one-bedroom mountain view condo at Maui’s exclusive Kaanapali Alii Resort, offering sweeping views of the...
Maui Resort Rentals: Kaanapali Alii 374 – 7th Floor 3BR with Stunning Ocean & Mountain Views!
***Maui Resort Rentals is proud to present this luxurious 3BR residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach, newly launched on November 7th, 2025 and now accepting bookings for stays beginning November 21st, 2025!***This refined 7th-floor...
New Listing Honua Kai 510! Scenic Views, Pools, AC+Beach Access, Family Friendly
Konea 510 is a comfortable and stylish one-bedroom, one-bathroom suite on the 5th floor, offering beautiful partial ocean views and sweeping sights of the West Maui Mountains. Perfect for couples or small families, this spacious suite gives you plenty of room to relax...
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
OCEAN FRONT CONDO IN KAHANA NEAR NAPILI! ,KAPALUA
Thank you for checking out my ocean front condo in West Maui! My place redefines what OCEAN FRONT means. You are literally 30 feet from the water! You'll see sea turtles hanging out directly in front of the building! My ocean front condo is an open concept, with an...
Kapalua Ridge Villa 2414 Gold Ocean View 2 Bedroom
- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and bathrooms, carpet in living/ding room and both bedrooms-...
Maui Resort Rentals: Honua Kai - 5 Bedroom Groundfloor Resort Residence, Over 2800 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This exceptional five-bedroom ground-floor offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Each suite features a partially secluded, adjacent lawn area, effectively doubling your group's balcony...
Oceanfront, hot tub, pool, sauna, perfect location!
We invite you to unwind at Paradise Cove, an oceanfront property located in Napili on the stunningly beautiful West shore of Maui. You, your family, and friends are sure to be pleased with this 3 bedroom/3.5 bathroom home, complete with a resistance pool, hot tub, and a...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Enchanting Modern Wailea Vistas
Summary:Perched overlooking Wailea on southern Maui, this immaculate one-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness,...
Kapalua Golf Villas | 4 Free Rental Cars | KBM Resorts | Large Bedrooms | 4 Units, 8 Bedrooms | ML-1205
** 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...