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 | 2 Free Rental Cars | KBM Resorts | Extra Large Lanai | 2 Units, 5 Bedrooms | HK ML-1904
** 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...
1 FREE NIGHT! Please Inquire. 2B/2B+Loft. Fully AC
ONE FREE NIGHT when you book 5 nights or more! Please inquire before booking for details.Bring the whole family or a group of friends to this spacious, fully air-conditioned 2BR/2BA + loft condo at Turtle Bay’s Kuilima Estates West. This ground-floor, split-level end...
Alii Park Place K202 Beautiful 3 Bedroom with AC
Alii Park Place K202 offers a premium and quality living experience with a 31-night minimum stay. This beautifully furnished 3-bedroom, 2-bath unit overlooks a sparkling lagoon-style swimming pool and spa. Located on the second floor, the residence enjoys tropical...
Kiahuna Plantation Resort 33 Ocean View 1 Bedroom
Wake up to panoramic ocean views in this charming 2nd floor condo, just steps from the sands of Kauai’s iconic beach. A peaceful, fully equipped retreat for up to four guests. Unit 33 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size refrigerator,...
Oceanfront Studio with Panoramic Views - Kapa'a Sands 09
Wake up to panoramic ocean views in this charming second-floor studio nestled in a quiet, boutique-style property right on the shoreline. Surrounded by lush gardens and cooled by trade winds, this unit features a full kitchen, private lanai, and access to a pool, BBQ...
4th Fl Marine Surf Studio | Corner Unit | Parking
Stay in comfort and style within walking distance of the International Market Place, restaurants, shops, and Waikiki’s vibrant nightlife. This bright corner studio is ideally located in the heart of Waikiki and includes one free parking stall—a rare bonus in this area!🏠...
Kahana Villas E408 by Gather: Prime Location w/ Pool,Beach,Tennis & Sunset Views
Welcome to Kahana Villas E408 by Gather, a spacious two-bedroom, two-bathroom condo in the heart of Lahaina, HI. Located directly across the street from the beach, this comfortable retreat offers a prime Maui location and resort-style amenities for a relaxing and...
Ocean View Villa w/ Close Proximity to Ocean and Resort Amenities
This elegant, single-level ocean view villa is designed for sophisticated island living. It features a sunken living room with sliding doors for easy access between indoor and outdoor spaces, a gourmet chef’s kitchen outfitted with premium appliances, complemented by a...
Ocean View 1BR Premium Villa at Westin Kāʻanapali North
Wake up to the beauty of Maui’s coast in this 1-Bedroom Premium Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North. Offering 750–900 square feet, this spacious villa is ideal for couples or small families seeking a blend of comfort and luxury with...
Iconic Ilikai 16th-FL Ocean & Harbor View Suite, Full Kitchen & Private Lanai
Ilikai #1637 – 1777 Ala Moana Blvd.Beautiful Pacific Ocean and yacht harbor views from the 16th floor of the iconic Ilikai. Step out from the spacious 500-sqft interior onto your private 120-sqft lanai and bask in the soothing tropical breeze as you gaze out at the blue...
Maui Resort Rentals: Marriott's Maui Ocean Club Studio Oceanview Suite
Freshly Renovated Studio Oceanview Suite at Marriott's Maui Ocean Club. Marriott’s Maui Ocean Club is a full-service resort with everything needed for a fabulous, stress-free vacation. Amenities include mid-week clean-up service, pool towel service, exercise facilities,...
Colony Surf 605 - Ocean view, One bedroom
Nestled on the Outrigger Canoe Club Beach, this charming, fully furnished one bedroom in Colony Surf is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Colony surf is located next to the Outrigger Canoe...
Maui Kaanapali Villas 293: 1 bedroom condo on N Kaanapali Beach
Maui Kā’anapali Villas #E293: Second floor 1 bedroom on N. Kaanapali Beach with Pool and Beach AccessThe space:This condominium is located in the popular Emerald building, renowned for stunning views of the pool, grounds, and people-watching. Situated on the second...
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...
Hale Ho'omaha • Relaxation • Short Walk to Beach
This home is our passion project, with thoughtful improvements ongoing. Located in Kaaawa near Kualoa Ranch, it offers a peaceful setting with mountain views, nearby beaches, and a slower pace to unwind. The space is clean, comfortable, and intentionally simple, ideal...
Cozy Yurt retreat on a Coffee Farm in Holualoa. 8 mn from the Beach & shopping
Located at 1200 ft elevation. Does not require AC nor heat as it always has the perfect temperature. Experience living in yurt nestled among the coffee trees. You can enjoy your coffee out on the deck while listening to the birds or watching the magnificent...
Aloha Vibes Road to Hana explorer
Immerse Yourself in the Aloha Spirit with Our Cozy Camper Van!Experience Maui like never before in this ultra-comfortable, fuel-efficient camper van—perfect for two adventurous travelers looking to relax, explore, and embrace island life. With all the essentials and...
** 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...
Fairway Villas at Waikoloa Golf View 2 Bedroom
Enjoy beautiful golf course views from this bright two-bedroom condo on the scenic Kohala Coast. Lots of room to relax and unwind and ideal for exploring the Big Island’s beaches and natural beauty. Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
5-min walk to Waikiki Beach from this sunny high-floor studio with partial ocean view and private balcony.Rest on a new queen pillow-top bed, stay connected with fast Wi-Fi, and cook in the stocked kitchenette.Enjoy free assigned parking, secure elevator access, self...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢'𝐬 Luxury Beachfront Kaua‘i Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 2-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at the 𝐥𝐮𝐱𝐮𝐫𝐢𝐨𝐮𝐬 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐚𝐮𝐚𝐢 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 — perfect for families or friends seeking a luxurious escape on 𝐊𝐚𝐥𝐚𝐩𝐚𝐤𝐢 𝐁𝐞𝐚𝐜𝐡.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞...
Waipouli Beach Resort Oceanfront 1 BD 2 BA
Relax in this oceanfront one-bedroom condo, where the waves are your backdrop. Perfect for a couple’s retreat; with an open concept living space and a lanai that brings the ocean right to your doorstep.Oceanfront 1 Bedroom 2 Bathroom• Kitchen features granite...
Waikiki Beach 1 block away 2 balconies
Location! Location! Location!It’s a legally zoned cute studio in the heart of Waikiki. Easy self check in and check outThis cute studio is located in the heart of Waikiki just 1.5 blocks to the famous Waikiki Beach. Short walk to the best locations, famous beaches,...
Spacious, family friendly Waikomo Streams condo with pool - walk to Baby Beach
Waikomo Stream Villas 131Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Poipu, HI! This charming condo is nestled amidst lush landscaping and...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2525
** 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...
Canoe House at Champion Ridge - 4 Minutes to Private Mauna Lani Beach Club
Experience the luxury and tranquility of Canoe House at Champion Ridge, a breathtaking four-bedroom, three-and-a-half-bath retreat within the prestigious Mauna Lani Resort. Designed by acclaimed architect Lucky Bennett, this single-level residence seamlessly blends...
Come relax and enjoy easy access to everything located in Waikiki. Located next to Waikiki close to all the great hotspots Oahu has to offer. This is a private room in a two bedroom townhouse. Lots of public transportation, restaurants and grocery stores all less than a...
Indulge in Home-Like Comfort! 3 Comfortable Units, Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
🏝️Summer Deals-Ocean View, Great Location, Across from Kamaole Beach 2🏝️
Discover your perfect getaway at this charming one-bedroom, one-bathroom condo, ideally situated across from the stunning Kamaole Beach Park 2 in Kihei. With ocean views from the bedroom and a refreshing pool view, this property offers a serene ambiance that invites...
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the top of the Pupukea highlands, your hiking and cycling activities will be enhanced by the cool mountain air and lack of...
Makaha Villa by AvantStay | Mountain + Ocean Views
Makaha Villa is your Oahu haven perched in a prestigious gated enclave within the scenic Makaha Valley. This sunny home boasts four bedrooms, a beautiful outdoor space with mountain and ocean views, and a 7-minute drive to Makaha Beach.Nestled in a cul-de-sac, you'll...
Cozy Studio 14F at the Heart of Waikiki
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
This room is large and is located on the main floor with two beds, a queen size and a full size bed, sitting area, frig, microwave, coffee, double doors lead out onto front lanai, with ocean view. Bathroom is dedicated but is also the bathroom for the living area on the...
Kaanapali Alii 4252 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 425, a stunning two-bedroom garden view condo in Maui’s exclusive Kaanapali Alii Resort. This 1,807-square-foot residence offers serene...
OceanView Marriott Waiohai beach club 2BDRM villa, Full Resort Access
Welcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered one of America's...
Alii Villas#322 Stunning & Special Top Floor Condo with Ocean Views
Alii Villas 322 – Incredible Top Floor Ocean View RetreatWelcome to one of the most unique and desirable units at Alii Villas. Perched on the top floor, this beautifully appointed 1-bedroom, 1-bathroom condominium offers a private retreat with sweeping ocean views that...
Panoramic Views | Balcony w/ Full Building Access
This bright studio is like a 1-bedroom, 1-bath vacation unit located in the heart of Honolulu. Enjoy ocean and city views from your private balcony, with easy access to a community pool, resort shops, and cafés—plus all the perks of a modern, open-concept layout filled...
Ultimate Beach Retreat! 2BD Suite w/ Pool, Hot Tub
Come unwind at our spotless condo at the Maui Banyan Resort, just a few short steps from the soft, sandy beach. Enjoy peekaboo ocean views while you soak up the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + Queen bed + 1 pullout Queens✓ 2...
3 Marriott-Kauai Lagoons Beachfront Resort, Gym
Enjoy the glamour of this stylish, upscale place. Marriott Kauai Lagoons - Kalanipu'u is a secluded oasis amid this breathtaking beauty of Kauai. This master-planned community is an upscale vacation hideaway featuring more than 500 emerald acres of tropical foliage,...
** 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...
Royal Kahana Maui 816 Ocean View Studio
This cozy ocean-view studio provides comfort and stunning scenery, just minutes from Kaanapali’s sandy beaches. Ideal for solo travelers or couples. Unit 816 Ocean View Studio• 8th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
Summary:This Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort Beautiful 2-story 3-bedroom 2 5-bath townhome is fully furnished and ready to move in sleeps 8 comfortably Two parking with a 1-car garage and driveway parking New...
Kahala Beach #446 Vacation Rental
This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the afternoon sun and sunset. Importantly, its top floor position makes it one of the most quiet apartments at Kahala Beach....
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Yacht Harbor View on the 16th Floor!Construction Notice: Exterior spall repair and painting work is currently scheduled from 3/30/2026 - 4/10/2026. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Studio With Full Kitchen, Minutes to Beach & Shopping!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Sunny Dream Escape Big Island Waikoloa
Welcome to a beautifully maintained 3BR/2BA condo in Waikoloa Village! Enjoy an open layout with natural light, updated finishes, and a private lanai with golf course sunset views. Features include stainless appliances, new kitchenware, a cozy Cal King master suite with...
Ocean View, Pool, Hot Tub, Tennis, Pickleball
Welcome to Papakea Resort, an oceanfront sanctuary in stunning West Maui! Perfect for the vacationer who wants to get away from it all AND experience plenty of Maui adventures!Highlights: -Two large sparkling pools with cabanas and two hot tubs-Stunning ocean views from...
The Lodge at Kukui‘ula - Bungalow 7
Bungalow 7 is a spacious ocean-view vacation home along Kaua'i's ideal southern coastline. It is the only two-story bungalow in our collection, offering commanding ocean views from the upstairs primary bedroom. This bungalow is conveniently within walking distance of...
Kaanapali Alii 1112 Bedrooms | 2 Bathrooms | Sleeps 6 | Garden View____________________________________________________Welcome to Kaanapali Alii 111, a beautifully appointed one-bedroom garden view condo, with a fully enclosed den that comfortably serves as a second...
Guest Favorite at Wailea Grand Champions
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for...