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.
Maui Sunset Vacation Rentals B422
Ocean front condo on the fourth floor., Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort condominium complex on...
Ground Floor Garden Access moments from Beach
This room was just remodeled, new flooring, new kitchen, new furniture. Kiahuna Resort is the perfect ocean front complex, with a rolling green, perfectly maintained landscape, Mango trees, Koi ponds, and access to an amazing health club.The space-The athletic club has...
This phenomenal offering combines two of the absolute finest 3BR/3BA oceanfront residences at Honua Kai with a neighboring 2BR/2BA partial oceanview suite to create a true 8BR masterpiece, perfect for larger groups and families. The combined 5500+ sq ft of living...
Kahala Grand Splendor: Private Home with Pool, Spa, AC & Lush Landscaping
Welcome to Kahala Grand Splendor, a 5,002-sq-ft luxury retreat in Honolulu, HI, where sophisticated design meets the tranquility of island living. With five beautifully appointed bedrooms and seamless indoor–outdoor flow, this expansive estate comfortably accommodates...
Aqua Aloha Surf Waikiki 1511 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1511 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, (1) Queen sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
A Place You'll Surely Enjoy! Deluxe Crater View King Unit, Free Parking!
Family-friendly property located right inside of Volcano National ParkThis listing is for a room within a hotel.✦ Your room is 260 sq. ft, equipped with complimentary toiletries.✦ Cleaning services included in the nightly price.There are a few additional details to know...
Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath
Take in breathtaking ocean views from a spacious two-bedroom villa in Wailea’s resort community. Featuring a full kitchen, open living area, and private patio, it’s the perfect retreat for families or friends seeking a relaxing Maui escape. Ocean View Villa 2 Bedroom 2...
Island Surf 510A | Studio with On-Site Amenities!
Escape to the serene paradise of Island Surf 510A, a cozy tropical studio nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, offering a studio bedroom and 1 bathroom all conveniently situated on one floor...
Anuhea House, a charming studio in beautiful Holualoa, Hawaii.
Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
3 bedroom Oceanview Walk to Everything - Kamaole Beach Royale 612
Book with us and come to Maui to explore everything we have to offer!Convenient location, great ocean view, and plenty of room in the heart of South Kihei. Walk to everything!. There are three bedrooms, each with a queen bed and ceiling fan. The master bedroom has a...
Halii Kai | Oceanfront | KBM Resorts | 2 Units, 4 Bedrooms | ML-2567
** 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...
Experience the best of Waikoloa Resort in this gorgeous, upgraded townhome set in a prime location. Spacious and newly furnished, this dream retreat sits just steps from the community amenity center, where you’ll find a large family pool, jacuzzi, BBQ pavilion, and...
View Stunning Sunsets in this Ocean View 1 Br @ MVC Ko Olina Beach Club 4/29-5/6
Spectacular Views at Marriott's Ko Olina Beach Club in Oahu is a dream destination with its private lagoon, family-friendly beach, and three pools, including a heated kids' pool with slides. Nestled in lush Hawaiian gardens, this resort offers spacious villas with full...
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to Your Own Slice of Paradise!This charming 1-bedroom, 1-bathroom...
Christmas 2023 - Marriott Maui Ocean Club - 2BR Oceanview Dec 23-30, 2023 ONLY!!
Our villa is ONLY available in 2026 from Dec 19-26, 2026. What's better than spending Christmas in Maui!!Looking for Paradise – you’ve found it here!Amid the azure Pacific, along the crystal sands of Kaanapali Beach, Marriott’s Maui Ocean Club is an island jewel among...
Waikiki Modern Ocean Oasis 19F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Ocean View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from the...
Luxury Oceanside Paradise, Steps to Waikiki Beach
Aloha! Welcome home to our stunning and spacious corner unit condo steps from Waikiki beach with panoramic ocean and city views. This lively location is truly best in class with close walking proximity to the beach, restaurants, and shopping. You will be staying at a...
Relaxing 1BR Suite at WorldMark Kona — Your Big Island Base
Escape to Hawaii with this comfortable one-bedroom suite at WorldMark Kona in Kailua-Kona. Designed for up to four guests, it’s perfect for couples or small families seeking both convenience and island charm.Inside you’ll find a master bedroom with a king bed plus a...
Serene 2-bedroom bungalow in Waimanalo
This memorable bungalow is the perfect home base for your trip to Waimanalo. With 2 cozy bedrooms featuring 1 queen bed and 1 twin bed, along with 2 bathrooms equipped with showers, this place is perfect for small groups or families. The living room even has a comfy...
Ka Eo Kai Resort 2 BR w/ POOL & HOT TUB
Set atop Anini Bay, Ka Eo Kai embodies the spirit of the "Garden Island," offering an array of nearby recreational activities like zip-lining, family adventures, horseback riding, and golf. Tucked within lush tropical gardens, the resort provides easy access to Kauai's...
Beautiful beachfront paradise for lovers in North West Oahu Hawaii
This beachfront unit sits on the white sand of one of the most beautiful private beaches of Oahu. Imagine sleeping hearing the sounds of the crashing waves of the beach. Splash into the crystal clean turquoise water for your best scuba diving experience. Watch hundreds...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
Welcome to Samurai House by Gather, an extraordinary oceanfront estate on Oahu’s North Shore. This five-bedroom, eight-bathroom retreat blends Japanese-inspired architecture with modern island luxury. With over 5,800 sq. ft. of interior and outdoor living space, Samurai...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
This exceptional paired offering combines two neighboring suites to create an elevated 3BR retreat designed for effortless island living. Suite 113, widely regarded as Honua Kai’s premier two-bedroom floor plan, features 1,325 sq ft of beautifully appointed interior...
Maui Kaanapali Villas #518: Studio Ocean View condo.
Maui Kā’anapali Villas #A518: Studio Ocean-view condo at Beach Front Resort on N. Kaanapali BeachThe space:This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 5th floor, this unit boasts panoramic views of the property, with...
Wailea Ekahi Village 42D - 1 Bedroom Garden View Condo
"Welcome to your serene oasis at Wailea Ekahi Village 42D, a meticulously designed 1-bedroom garden view condo that promises an unforgettable stay. This charming retreat features a king-sized bed in the bedroom, ensuring a restful night's sleep, and a cozy living room...
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA
- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation - Partial ocean views from private spacious lanai with dining table, chairs and glass railings for optimal views - Oversize accordion glass doors fully open to expand...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ
Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-109
Makena Surf F109Welcome to Makena Surf F-109, a luxurious ground-floor condo in the exclusive Makena Surf. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Lux family-friendly. Steps to beaches, restaurants & shopping.
Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...
Pool! Three blocks to the beach.Family friendly A/C. 30 day rental - DM inquire
Discover this 3-bedroom house in Waialua. The charming space features one king bed and two queen beds, perfect for families or groups. Guests enjoy a comfortable bathroom and a cool, airy atmosphere thanks to the air conditioning. Semi private pool shares with the one...
Valley Isle Resort #710 - Vacation West Maui
Experience the ultimate Maui getaway at Valley Isle Resort #710, a beachfront paradise offering stunning corner views of Kahana Bay. This beautifully appointed condo combines modern decorations with breathtaking oceanfront scenery, perfect for a relaxing...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Gorgeous Ocean AND Lush West Maui Mountain Views!
This tandem pairing combines three fantastic 5th-floor suites to create a 5BR/5BA offering featuring incredible mountain and ocean views. Both suites 511 and 513 overlook the lush interior courtyard and pools and provide stunning full ocean views while suite 512 offers...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 7 Bedrooms | HK ML-1121
** 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...
Maui Resort Rentals: The Whaler 760 - 7th Floor 1BR w/ Stunning Ocean, Courtyard and Mountain Views!
Whaler 760 delivers spectacular ocean views that extend to Maui's neighboring island, Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite offers over 900 sq ft of interior living area in addition to over 200 sq...
Waikoloa Fairways A207 Golf Ocean View 2B/2B
Located in Waikoloa Village, Waikoloa Fairways is a tranquil gated community set along the Waikoloa Village Golf Course, 8 miles from the oceanWaikoloa Fairways Unit A207 Golf Ocean View 2 Bedroom 2.5 Bath•Waikoloa Fairways is located in Waikoloa Village. Waikoloa...
** 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...
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tubBedroom 2: QueenSecond bathroom: full bath with single showerLivingroom: naAC: naLaundry: in condoBrew coffee...
Luxury suite in stunning Ka'anapali in walking distance of shops, restaurants
This beautiful hotel suite is the perfect home base for your trip to Maui, whether you spend the entire time in Ka'anapali or venture off on the road to Hana and Haleakala. Guests enjoy a comfortable suite with full kitchen, jetted tub, lanai area for alfresco dining or...
Cozy 2BR Condo Great for Families
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Ocean Tower by Hilton Grand Vacations Club - Studio Penthouse Premier - Ocean View - SH3
Luxury Penthouse Studio — Stunning Ocean Views at Hilton Waikoloa Village Property Overview Studio • 1 King Bed • Sleeps 2 • Ocean View — ~438 sq. ft. Located within the breathtaking Hilton Waikoloa Village Resort on the Kohala Coast, Ocean Tower offers the perfect...
Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC
Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona Escape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit• DVD Player•...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | HK ML-1760
** 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...
Clean, spacious 2-bedroom 1-bath unit on a quiet street in central Waikiki. Across from the Ritz-Carlton and two blocks from the famous International Market Place. Ala Wai canal views, short distance to beaches, restaurants and entertainment!
Ka Eo Kai Resort 1 BR w/ HOT TUB & POOL
Overlooking Anini Bay, Ka Eo Kai perfectly captures the ambiance of the "Garden Island" while offering a variety of nearby recreational options including zip lining, family fun adventures, horseback riding and golf. Set amidst a lush tropical garden, the resort offers...